Abstract
Acrylonitrile is a versatile and reactive monomer that can be polymerized under a wide variety of conditions and copolymerized with an extensive range of other vinyl monomers because of its polar nature and reactivity. Because of the difficulty of melt processing the acrylonitrile homopolymer, acrylonitrile is usually copolymerized to achieve a desirable thermal stability, melt flow, and physical properties. Acrylonitrile-containing polymers are used in the areas of textile fibers, carbon fiber percursors, adhesives, binders, antioxidants, medicines, dyes, electrical insulations, emulsifying agents, graphic arts materials, insecticides, leather, paper, plasticizers, soil-modifying agents, solvents, surface coatings, textile treatments, viscosity modifiers, azeotropic distillations, artificial organs, lubricants, asphalt additives, water-soluble polymers, hollow spheres, cross-linking agents, and catalyst treatments. Styrene is the largest volume acrylonitrile comonomer for thermoplastic applications. Styrene–acrylonitrile (SAN) copolymers are inherently transparent plastics with high heat resistance and excellent gloss and chemical resistance. They are also characterized by good hardness, rigidity, dimensional stability, and load-bearing strength. In general, the styrene component of SAN resins offers clarity, stiffness, and processibility, while the acrylonitrile provides chemical and heat resistance. Because of their inherent transparency, SAN copolymers are most frequently used in clear application. These optically clear materials can be readily processed by extrusion and injection molding, but they lack real impact resistance. SAN resins show considerable resistance to solvents and are insoluble in carbon tetrachloride, ethyl alcohol, gasoline, and hydrocarbon solvents. Polar solvents dissolve SAN. The properties of SAN are significantly altered by water absorption. Commercially, SAN is manufactured by three processes: emulsion, suspension, and continuous mass polymerization. More than 75% of the SAN resin produced is believed to be used captively for acrylonitrile–butadiene–styrene compounding and in the production of acrylonitrile–styrene–acrylate and acrylonitrile–EPDM–styrene weatherable copolymers. SAN resins appear to pose few health problems, and they have been approved by the FDA for direct food contact. Copolymers of acrylonitrile and methyl acrylate and terpolymers of acrylonitrile, styrene, and methyl methacrylate are used as barrier polymers. Acrylonitrile multipolymers containing indene; methyl methacrylate, and α-methylstyrene are used as poly(vinyl chloride) modifiers for heat distortion temperature and processibility improvement.
Bibliography
- 1 C. H. Bamford, W. G. Barb, A. D. Jenkins, and P. F. Onyon, The Kinetics of Vinyl Polymerizations by Radical Mechanisms, Butterworths, London, 1958.
- 2 W. M. Thomas, Fortschr. Hochpolymer. Forsch. 2, 401 (1961).
- 3 The Chemistry of Acrylonitrile, 2nd ed., Petrochemical Division, American Cyanamid Co., New York, 1959, p. ix.
- 4 Ref. (3), pp. 2–10.
- 5 C. E. Funk Jr., Ind. Eng. Chem. 43, 1152 (1951).
- 6 W. V. Smith, J. Am. Chem. Soc. 70, 2177 (1948).
- 7 D. S. Blackford and R. York, J. Chem. Eng. Data 10, 313 (1965).
- 8 T. Sasuga and M. Takehisa, J. Macromol. Sci. Chem., Part A 12, 1343 (1978).
- 9 T. Fukuyama and K. Kuchitsu, J. Mol. Struct. 5(1/2), 131 (1970).
- 10 Ref. (3), pp. 11–29, 66–247.
- 11 K. Stueben, in E. C. Leonard, ed., High Polymers, Vol. XXIV, Part 1, Wiley-Interscience, New York, 1970, pp. 31–51.
- 12 V. N. Shuraeva and V. Ya Katsobashvill, React. Kinet. Catal. Lett. 7, 267 (1977).
- 13 L. T. Groet, in M. Grayson and D. Eckroth, eds., Encyclopedia of Chemical Technology, 3rd ed., Vol. 1, John Wiley & Sons, Inc., New York, 1978, pp. 415–416.
- 14 P. L. Morse, Acrylonitrile from Ethylene-Interim Report No. 17A1, Process Economics Program, SRI International, Menlo Park, Calif., Mar. 1970, pp. 97–98.
- 15 K. J. Ivin, in J. Brandrup and E. H. Immergut, eds., Polymer Handbook, 2nd ed., John Wiley and Sons, Inc., New York, 1975, p. II-433.
- 16 Ref. (15), p. II-424.
- 17 J. L. Callahan and co-workers, Ind. Eng. Chem. Prod. Res. Dev. 9, 134 (1970).
- 18 Chem. Eng. News 67(2), 23 (1989).
- 19U.S. Pat. 2,481,826 (Sept. 13, 1949), J. N. Cosby (to Allied Chemical & Dye Corp.).
- 20U.S. Pat. 2,904,580 (Sept. 15, 1959), J. D. Idol (to The Standard Oil Co.).
- 21 J. D. Burrington, C. T. Kartisek, and R. K. Grasselli, J. Catal. 87, 363 (1984).
- 22 C. R. Adams and T. J. Jennings, J. Catal. 2, 63 (1963).
- 23 C. R. Adams and T. J. Jennings, J. Catal. 3, 549 (1964).
- 24 G. W. Keulks, J. Catal. 19, 232 (1970).
- 25 G. W. Keulks and L. D. Krenzke, in Proceedings of the 6th International Congress on Catalysis, 1976, The Chemical Society, London, 1977, p. 806.
- 26 G. W. Keulks and L. D. Krenzke, J. Catal. 61, 316 (1980).
- 27 J. F. Brazdil, D. D. Suresh, and R. K. Grasselli, J. Catal. 66, 347 (1980).
- 28 R. K. Grasselli, J. F. Brazdil, and J. D. Burrington, in Proceedings of the 8th International Congress on Catalysis, 1984, Vol. V, Verlag Chemie, Weinheim, 1984, p. 369.
- 29 R. K. Grasselli, Appl. Catal. 15, 127 (1985).
- 30 R. K. Grasselli, React. Kinet. Catal. Lett. 35, 327 (1987).
- 31 J. F. Brazdil, L. C. Glaeser, and R. K. Grasselli, J. Catal. 81, 142 (1983).
- 32 L. C. Glaeser and co-workers, J. Chem. Soc. Faraday Trans. 1 81, 2903 (1985).
- 33 R. G. Teller, J. F. Brazdil, and R. K. Grasselli, Acta Cryst. C 40, 2001 (1984).
- 34 R. G. Teller and co-workers, J. Solid State Chem. 52, 313 (1984).
- 35 R. G. Teller and co-workers, J. Chem. Soc. Faraday Trans. 1 81, 1693 (1985).
- 36 M. R. Antonio and co-workers, J. Phys. Chem. 92, 2939 (1988).
- 37 M. R. Antonio and co-workers, J. Phys. Chem. 92, 2338 (1988).
- 38 J. F. Brazdil and R. K. Grasselli, J. Catal. 79, 104 (1983).
- 39 J. F. Brazdil, L. C. Glaeser, and R. K. Grasselli, J. Phys. Chem. 87, 5485 (1983).
- 40
W. Sleight, in
J. J. Burton, and
R. L. Garten, eds.,
Advanced Materials in Catalysis,
Academic Press, Inc.,
New York,
1977,
pp. 181–208.
10.1016/B978-0-12-147450-8.50011-3 Google Scholar
- 41 R. K. Grasselli and J. D. Burrington, Adv. Catal. 30, 133 (1981).
- 42 K. Weissermel and H. J. Arpe, Industrial Organic Chemistry (A. Mullen, trans.), Verlag Chemie, New York, 1978, pp. 266–267.
- 43U.S. Pat. 2,690,452 (Sept. 28, 1954), E. L. Carpenter (to American Cyanamid Co.).
- 44U.S. Pat. 2,729,670 (Jan. 3, 1956), P. H. DeBruin (to Stamicarbon N.V.).
- 45 Chem. Eng. News 23, 1841 (Oct. 25, 1945).
- 46 D. J. Hadley and E. G. Hancock, eds., Propylene and Its Industrial Derivatives, Halsted Press, a division of John Wiley & Sons, Inc., New York, 1973, p. 418.
- 47 K. Sennewald, in 5th World Petroleum Congress Proceedings, 1959, Section IV, Paper 19.
- 48U.S. Pat. 2,554,482 (May 29, 1951), N. Brown (to E. I. du Pont de Nemours & Co., Inc.).
- 49U.S. Pat. 2,385,552 (Sept. 25, 1945), L. R. U. Spence and F. O. Haas (to Rohm and Haas Co.).
- 50U.S. Pat. 2,736,739 (Feb. 28, 1956), D. C. England and G. V. Mock (to E. I. du Pont de Nemours & Co., Inc.).
- 51U.S. Pat. 3,184,415 (May 18, 1965), E. B. Huntley, J. M. Kruse, and J. W. Way (to E. I. du Pont de Nemours & Co., Inc.).
- 52U.S. Pats. 4,783,545 (Nov. 8, 1988), 4,837,233 (June 6, 1989), and 4,871,706 (Oct. 3, 1989), L. C. Glaeser, J. F. Brazdil, and M. A. Toft (all to The Standard Oil Co.).
- 53Brit. Pats. 1,336,135 (Nov. 7, 1973), N. Harris and W. L. Wood; 1,336,136 (Nov. 7, 1973), N. Harris (both to Power-Gas Ltd.).
- 54U.S. Pat. 3,833,638 (Sept. 3, 1974), W. R. Knox, K. M. Taylor, and G. M. Tullman (to Monsanto Co.).
- 55U.S. Pats. 4,849,537 (July 18, 1989) and 4,849,538 (July 18, 1989), R. Ramachandran, D. L. MacLean, and D. P. Satchell Jr. (both to The BOC Group, Inc.).
- 56U.S. Pat. 4,609,502 (Sept. 2, 1986), S. Khoobiar (to The Halcon SD Group, Inc.).
- 57U.S. Pat. 3,751,443 (Aug. 7, 1973), K. E. Khchelan and co-workers.
- 58 J. Perkowski, Przem. Chem. 51, 17 (1972).
- 59U.S. Pat. 4,746,753 (May 24, 1988), J. F. Brazdil, D. D. Suresh, and R. K. Grasselli (to The Standard Oil Co.).
- 60U.S. Pat. 4,503,001 (Mar. 5, 1985), R. K. Grasselli, A. F. Miller, and H. F. Hardman (to The Standard Oil Co.).
- 61U.S. Pat. 4,228,098 (Oct. 14, 1980), K. Aoki and co-workers, (to Asahi Kasei Kogyo Kabushiki Kaisha).
- 62 World Acrylonitrile and Derivatives Supply/Demand Report, PCI-Fibres & Raw Materials, 1998.
- 63 D. W. Bessing and co-workers, Anal. Chem. 21, 1073 (1949).
- 64 J. Janz and N. E. Duncan, Anal. Chem. 25, 1410 (1953).
- 65 S. E. Aarato and E. Bittera, Munkavedelem 18(10–12), 50 (1972).
- 66 L. K. Austin and G. P. Cunningham, J. Coat. Technol. 52(665), 49 (1980).
- 67 G. W. Daves and W. F. Hamner, Anal. Chem. 29, 1035 (1957).
- 68 L. I. Petrova and co-workers, Gig. Sanit. 37(1), 63 (1972).
- 69 J. M. Stepanek and V. M. Cerna, Analyst 83, 345 (1958).
- 70 J. M. Stepanek, V. M. Cerna, and V. J. Patkova, Analyst 84, 65 (1959).
- 71 D. R. Marrs, R. L. Capbell, J. M. Boyko, A. L. Parish Jr., and N. W. Standish, in SPE National Technical Conference, Nov. 13–15, 1978, pp. 131–136.
- 72 J. E. Going and co-workers, Environmental Monitoring Near Industrial Sites: Acrylonitrile, Final Report No. EPS/560/6-7/003, Dec. 1978, PB 928, NTIS, U.S. Department of Commerce, Washington, D.C., 285 pp.
- 73 ASTM E299-97, Annual Book of ASTM Standards, American Society for Testing and Materials, Philadelphia, Pa., 1999.
- 74 Material Safety Data Sheet Number 1386, BP Chemicals Inc., Cleveland, Ohio, 1989.
- 75 Assessment of Human Exposures to Atmospheric Acrylonitrile, SRI International, Menlo Park, Calif., 1979.
- 76 Code Federal Regulations, Title 29, Chapter XVII, Part 1910, Subpart 1045, Occupational Safety and Health Standards for General Industry.
- 77 E. L. Miller, in SPE National Technical Conference: Plastics in Packaging and Acrylonitrile—A Dual Meeting, Chicago, Ill., Nov. 13–15, 1978, pp. 2261–2231.
- 78U.S. Pat. 3,193,480 (July 6, 1965), M. M. Baizer and co-workers, (to Monsanto Chemical Co.).
- 79U.S. Pats. 3,597,481 (Aug. 3, 1971), 3,631,104 (Dec. 28, 1971), and Re. 31,430 (Oct. 25, 1983), B. A. Tefertiller and C. E. Habermann (all to The Dow Chemical Company).
- 80U.S. Pat. 4,048,226 (Sept. 13, 1977), W. A. Barber and J. A. Fetchin (to American Cyanamid Co.).
- 81U.S. Pat. 4,086,275 (Apr. 25, 1978), K. Matsuda and W. A. Barber (to American Cyanamid Co.).
- 82U.S. Pat. 4,178,310 (Dec. 11, 1979), J. A. Fetchin and K. H. Tsu (to American Cyanamid Co.).
- 83 J. Barton, I. Capek, and P. Hrdlovic, J. Polym. Sci., Polym. Chem. Ed. 13, 2671 (1975).
- 84 N. S. Batty and J. T. Guthrie, J. Polym. Sci., Polym. Chem. Ed. 25, 2539 (1980).
- 85U.S. Pat. 3,879,360 (Apr. 22, 1975), L. patron and co-workers, (to Montedison Fibre S.p.A.).
- 86U.S. Pat. 3,821,178 (June 28, 1974), P. Melacini and co-workers, (to Montedison Fibre S.p.A.).
- 87U.S. Pat. 3,787,365 (Jan. 22, 1974), P. Melacini and co-workers, (to Montedison Fibre S.p.A.).
- 88 G. Burillo, A. Chapiro, and E. Mankowski, J. Polym. Sci., Polym. Chem. Ed. 18, 327 (1980).
- 89
D. N. Bort,
G. F. Zvereva, and
S. I. Kuchanov,
Polym. Sci. U.S.S.R
20,
2050
(1978).
10.1016/0032-3950(78)90330-1 Google Scholar
- 90 L. H. Garcia-Rubio, A. E. Hamielec, and J. F. MacGregor, J. Appl. Polym. Sci. 23, 1413 (1979).
- 91 L. H. Garcia-Rubio and A. E. Hamielec, J. Appl. Polym. Sci. 23, 1397 (1979).
- 92U.S. Pat. 2,847,405 (Aug. 12, 1958), W. C. Mallison (to American Cyanamid Co.).
- 93U.S. Pat. 2,462,354 (Feb. 22, 1949), M. M. Brubaker (to E. I. du Pont de Nemours & Co., Inc.).
- 94 K. Sugiyama, J. Maromol. Sci., A: Chem. Ed. 13(1), 13 (1979).
- 95 L. J. Young, in Ref. (3), pp. II-128–II-139.
- 96 N. G. Gaylord, J. Macromol. Sci., A: Chem. Ed. 6, 259 (1972).
- 97 G. B. Kharas and co-workers, J. Polym. Sci., Polym. Chem. Ed. 16, 3233 (1978).
- 98 C. S. Hsia Chen, J. Polym. Sci., Polym. Chem. Ed. 14, 2109 (1976).
- 99 Y. N. Sharma, V. G. Gandhi, and I. S. Bhardwaj, J. Polym. Sci., Polym. Chem. Ed. 18, 59 (1980).
- 100 A. Henglein, Makromol. Chem. 14, 128 (1954).
- 101 A. Chapiro, J. Polym. Sci. 23, 377 (1957).
- 102 A. D. Jenkins, Pure Appl. Chem. 46, 45 (1976).
- 103 H. Craubner, J. Polym. Sci., Polym. Chem. Ed. 18, 2011 (1980).
- 104 Noshay and J. E. McGrath, Block Copolymers: Overview and Critical Survey, Academic Press, Inc., New York, 1977.
- 105 W. R. Krigbaum and N. Tokita, J. Polym. Sci. 43, 467 (1960).
- 106 G. Henrici-Olive and S. Olive, Adv. Polym. Sci. 32, 123 (1979).
- 107 R. Chiang, in J. Brandrup and E. H. Immergut, eds., Polymer Handbook, 1st ed., John Wiley & Sons, Inc., New York, 1966, pp. V1-69–70.
- 108 S. Minami, Appl. Polym. Symp. 25, 145 (1974).
- 109 S. Kenyon and McC. J. Rayford, J. Appl. Polym. Sci. 23, 717 (1979).
- 110 E. V. Thompson, Am. Chem. Soc. Div., Polym. Chem. Prepr. 19, 952 (1979).
- 111 L. K. H. Van Beek, J. Appl. Polym. Sci. 9, 553 (1965).
- 112 E. V. Thompson, Am. Chem. Soc. Div., Polym. Chem. Prepr. 20, 952 (1979).
- 113 R. M. Kimmel and R. D. Andrews, J. Appl. Phys. 36, 3063 (1965).
- 114 Y. Ishida, O. Amano, and Takayanagi, Kolloid-Z. 172, 129 (1960).
- 115 Y. Ishida and co-workers, Kolloid Z. Z. Polym. 199, 67 (1964).
- 116 K. Gupta and co-workers, Eur. Polym. J. 15, 129 (1979).
- 117 K. Ogura, S. Kawamura, and H. Sobue, Macromolecules 4, 79 (1971).
- 118 P. Bajaj, D. C. Gupta, and A. K. Gupta, J. Appl. Polym. Sci. 25, 1673 (1980).
- 119 R. M. Gohil, K. C. Patel, and R. D. Patel, Colloid Polym. Sci. 254(10), 859 (1976).
- 120 Y. Imai and co-workers, J. Polym. Sci., Polym. Lett. Ed. 8, 281 (1970).
- 121 Y. Joh, J. Polym. Sci., Polym. Chem. Ed. 17, 4051 (1979).
- 122 P. Dunn and B. C. Ennis, J. Appl. Polym. Sci. 14, 1795 (1970).
- 123 V. G. Hinrichsen, Angew. Makromol. Chem. 20(285), 121 (1971).
- 124 B. G. Frushour, Polym. Bull. (Berlin) 4, 305 (1981).
- 125 B. G. Frushour, Polym. Bull. (Berlin) 7, 1 (1982).
- 126 P. J. Flory, J. Chem. Phys. 17, 233 (1949).
- 127 R. K. Eby, J. Appl. Phys. 34, 2442 (1963).
- 128 S. H. Carr, in SPE 35th Annual Technical Conference, Montreal, Que. Canada, Apr. 25–28, 1977, pp. 373–375.
- 129 S. I. Stupp and S. H. Carr, Colloid Polym. Sci. 257, 913 (1979).
- 130 C. E. Schildknecht, Vinyl and Related Polymer, John Wiley & Sons, Inc., New York, 1963, p. 271.
- 131 S. M. Allen and co-workers, J. Membr. Sci. 2, 153 (1977).
- 132 G. S. Huvard and co-workers, J. Membr. Sci. 6, 185 (1980).
- 133 G. Ranade, V. Stannett, and W. J. Koros, J. Appl. Polym. Sci. 25, 2179 (1980).
- 134 V. Stannett and co-workers, Polym. Eng. Sci. 20, 300 (1980).
- 135U.S. Pat. 2,579,451 (Dec. 18, 1951), A. E. Polson (to E. I. du Pont de Nemours & Co., Inc.).
- 136U.S. Pat. 2,682,525 (June 29, 1954), H. L. Jackson (to E. I. du Pont de Nemours & Co., Inc.).
- 137U.S. Pat. 2,682,524 (June 29, 1954), D. D. Coffman (to E. I. du Pont de Nemours & Co., Inc.).
- 138
W. Kerr and
H. Fernow,
J. Prakt. Chem.
160,
281
(1942).
10.1002/prac.19421601001 Google Scholar
- 139 J. R. McCartney, Mod. Plast. 30, 118, 179 (July 1953).
- 140
F. L. M. Schouteden,
Makromol. Chem.
24(1),
15
(1957).
10.1002/macp.1957.020240102 Google Scholar
- 141 F. L. Schouteden, Chim. Ind. (Paris) 79, 749 (1958).
- 142 R. A. Hayes, J. Polym. Sci. 11, 531 (1953).
- 143 H. Sobue and Y. Tajima, Kogyo Kogaku Zasshi 63, 660 (1960).
- 144 L. H. Peebles Jr., in N. Bikales, ed., Encylopedia of Polymer Science and Technology, 1st ed., Vol. 1, Wiley-Interscience, New York, 1976, pp. 1–25.
- 145 A. H. DiEdwardo, Am. Chem. Soc., Div. Org. Coat. Plast. Chem. Prepr. 38, 692 (1978).
- 146 M. M. Coleman and R. J. Petcaich, J. Polym. Sci., Polym. Phys. Ed. 16, 821 (1978).
- 147 Y. Tsuchiya and K. Sumi, J. Appl. Polym. Sci. 21, 975 (1977).
- 148 W. D. Woolley, S. A. Ames, and P. J. Fardell, Fire Mater 3(2), 110 (1979).
- 149 E. Kobayashi, J. Furukawa, and S. Nagata, J. Polym. Sci., Polym. Chem. Ed. 17, 2093 (1979).
- 150 W. Y. Chiang, Proc. Natl. Sco. Council (Republic of China) 2(2), 170 (1978).
- 151 J. M. Courtney, G. B. Park, I. A. Fairweather, and R. M. Lindsay, Biomater. Med. Dev. Artif. Organs 4, 263 (1976).
- 152 S. Woods, Candian Packaging 39(9), 48 (1986).
- 153 Barex Resins Technical Data Sheets, BP Amoco Chemicals, Apr. 2000.
- 154 P. R. Lund and T. J. Bond, Soc. Plast. Eng. Tech. Pap. 24, 61 (1975).
- 155 R. C. Adams and S. J. Waisala, in TAPPI Pap. Synth. Conf. Prepr., Atlanta, Ga., 1975, p. 79.
- 156Jpn. Pat. 85 097,823 (May 31, 1985) (to Mitsui Toatsu Chemicals, Inc.).
- 157U.S. Pat. 4,452,835 (June 5, 1984), G. Vasudevan (to Union Carbide Corp.).
- 158Ger. Pat. 2,656,993 (June 22, 1978), R. E. Isley (to The Standard Oil Co.).
- 159 J. A. Carlson Jr. and L. Borla, Mod. Plast. 57(6), 117 (1980).
- 160 N. W. Johnston, Appl. Polym. Symp. 25, 19 (1974).
- 161 H. K. Acharya, N. Krishnaswamy, and B. D. Dasare, J. Appl. Polym. Sci. 23, 2945 (1979).
- 162 E. Oikawa and T. Ohsaki, Desalination 25(2), 187 (1978).
- 163 D. B. Bailey and P. N. Heinrichs, J. Polym. Sci., Chem. Ed. 16, 3185 (1978).
- 164 J. E. Turner, M. Shen, and C. C. Lin, J. Appl. Polym. Sci. 25, 1287 (1980).
- 165 E. I. Stout and co-workers, J. Appl. Polym. Sci. 21, 2565 (1977).
- 166 W. P. Lindsay, in TAPPI Annual Meeting Preprints, Atlanta, Ga., 1977, pp. 203–205.
- 167U.S. Pat. 4,134,863 (Jan. 16, 1979), G. F. Fanta, E. I. Stout, and W. M. Doane (to U.S. Department of Agriculture).
- 168U.S. Pat. 3,985,616 (Oct. 12, 1976), M. W. Weaver and co-workers, (to U.S. Department of Agriculture).
- 169 W. Tsuji, A. Hirai, and M. Hosono, J. Appl. Polym. Sci. 20, 2837 (1976).
- 170 A. Hirai and co-workers, J. Appl. Polym. Sco. 20, 3365 (1976).
- 171 J. W. Brickman, TAPPI 60(6), 99 (1977).
- 172 F. I. Abdel-Hay, C. G. Beddows, and J. T. Guthrie, Polym. Bull. (Berlin) 2, 607 (1980).
- 173 F. Sundardi, J. Appl. Polym. Sci. 22, 3163 (1978).
- 174 L. J. Young, in Ref. (15), 2nd ed., pp. II-128–II-139; see also R. Z. Greenley, in Ref. (15) 3rd ed., 1989, pp. II-165–II-171.
- 175U.S. Pat. 3,926,871 (Dec. 16, 1975), L. W. Hensley and G. S. Li (to The Standard Oil Co.).
- 176U.S. Pat. 4,195,135 (Mar. 25, 1980), G. S. Li and J. F. Jones (to The Standard Oil Co.).
- 177U.S. Pat. 3,997,709 (Dec. 14, 1976), W. Y. Aziz, L. E. Ball, and G. S. Li (to The Standard Oil Co.).
- 178Fr. Pat. 2,207,938 (June 21, 1974) (to Polysar Ltd.).
- 179Can. Pat. 991,787 (June 22, 1976), M. H. Richmond and H. G. Wright (to Polysar Ltd.).
- 180U.S. Pat. 4,301,112 (Nov. 17, 1981), M. M. Zwick (to American Cyanamid Co.).
- 181U.S. Pat. 4,025,581 (May 24, 1977), J. A. Powell and A. Williams (to Rohm and Haas Co.).
- 182Jpn. Pat. 79 058,794 (May 11, 1979), H. Furukawa and S. Matsumura (to Kanegafuchi Chemical Industry Co., Ltd.).
- 183Fr. Pat. 2,389,644 (Dec. 1, 1978), P. Hubin-Eschger, (to ATO-Chimie S.A.).
- 184Jpn. Pat. 75 124,970 (Oct. 1, 1975), A. Kobayashi and M. Ohya (to Kureha Chemical Industry Co., Ltd.).
- 185Jpn. Pat. 87 013,425 (Jan. 22, 1987), M. Fujimoto, T. Yamashita, and T. Matsumoto (to Kanebo NSC K.K.).
- 186U.S. Pat. 4,000,359 (Dec. 28, 1976), W. A. Watts and J. L. Wang (to Goodyear Tire and Rubber Co.).
- 187U.S. Pat. 3,832,335 (Sept. 27, 1974), J. W. Bayer (to Owens-Illinois, Inc.).
- 188Jpn. Pat. 74 021,105 (May 29, 1974), M. Takahashi, K. Yanagisawa, and T. Mori (to Sekisui Chemical Co., Ltd.).
- 189U.S. Pat. 3,959,550 (May 25, 1976), M. S. Guillod and R. G. Bauer (to Goodyear Tire and Rubber Co.).
- 190Fr. Pat. 2,041,137 (Mar. 5, 1971), Q. A. Trementozzi (to Monsanto Co.).
- 191Ger. Pat. 2,134,814 (May 31, 1972), T. Yamawaki, M. Hayashi, and K. Endo (to Mitsubishi Chemical Industries Co., Ltd.).
- 192U.S. Pat. 3,725,120 (Apr. 3, 1973), C. A. Suter (to Goodyear Tire and Rubber Co.).
- 193Ger. Pat. 1,546,809 (Jan. 31, 1974), D. S. Dixler (to Air Products and Chemicals, Inc.).
- 194Jpn. Pat. 87 256,871 (Nov. 9, 1987), H. Sakai and T. Kotani (to Asahi Chemical Industry Co., Ltd.).
- 195Ger. Pat. 2,436,137 (Feb. 13, 1975), B. N. Hendy (to Imperial Chemical Industries Ltd.).
- 196U.S. Pat. 4,596,856 (June 24, 1986), M. M. Wu, E. J. Dewitt, and G. S. Li (to The Standard Oil Co. (Ohio)).
- 197U.S. Pat. 4,603,186 (Jul. 29,1986), M. M. Wu, E. J. Dewitt, and G. S. Li (to The Standard Oil Co. (Ohio)).
- 198U.S. Pat. 4,638,042 (Jan 20, 1987), G. S. Li, M. M. Wu, and E. J. Dewitt (to The Standard Oil Co. (Ohio)).
- 199U.S. Pat. 4,681,916 (Jul. 21, 1987), M. M. Wu, E. J. Dewitt, and G. S. Li (to The Standard Oil Co. (Ohio)).
- 200U.S. Pat. 4,681,917 (Jul. 21, 1987), G. S. Li, M. M. Wu, and E. J. Dewitt (to The Standard Oil Co. (Ohio)).
- 201U.S. Pat. 4,761,455 (Aug. 2, 1988), M. M. Wu, E. J. Dewitt, and G. S. Li (to The Standard Oil Co. (Ohio)).
- 202U.S. Pat. 4,677,164 (Jun. 30, 1987), G. S. Li, M. M. Wu, and E. J. Dewitt (to The Standard Oil Co. (Ohio)).
- 203
S. Yabumoto,
K. Ishii, and
K. Arita,
J. Polym. Sci., Part A
1,
1577
(1969).
10.1002/pol.1969.150070702 Google Scholar
- 204 N. G. Gaylord, S. S. Dixit, and B. K. Patnaik, J. Polym. Sci., Part B 9, 927 (1971).
- 205 N. G. Gaylord and co-workers, J. Macromol. Sci. Chem. 6, 1495 (1972).
- 206 K. Arita, T. Ohtomo, and Y. Tsurumi, J. Polym. Sci., Polym. Lett. Ed. 19, 211 (1981).
- 207 C. D. Eisenbach and co-workers, Angew. Makromol. Chem. 145/146, 125 (1986).
- 208 H. Hirai, J. Polym. Sci. Macromol. Rev. 11, 47 (1976).
- 209 A. Henglein, Makromol. Chem. 14, 128 (1954).
- 210 A. Chapiro, J. Polym. Sci. 23, 377 (1957).
- 211 A. D. Jenkins, Pure Appl. Chem. 46, 45 (1976).
- 212 H. Craubner, J. Polym. Sci., Polym. Chem. Ed. 18, 2011 (1980).
- 213 G. Krasnoselskaya and B. L. Erusalimskii, Vysokomol. Soedin., Ser. B 29, 442 (1987).
- 214 J. Chiefari and co-workers, Macromololecules 31, 5559 (1998).
- 215 K. Matyjaszewski, J. Macromo. Sci., Part A 10, 1785 (1997).
- 216 M. Baumert and co-wokers, in Polymeric Materials Science and Engineering, vol. 79 (Fall Meeting 1998).
- 217 K. Tharanikkarasu and G. Radhakrishnan, J. Polym. Chem. 34 9, 1723 (1996).
- 218 T. Fukuda and co-workers, Macromolecules 29, 3050 (1996).
- 219 I. Q. Li and co-workers, Macromolecules 30, 5195 (1997).
- 220 M. Minagawa and co-workers, Polymer 36, 2343 (1995).
- 221 G. Optiz and co-workres, Acta Polym. 47(2/3), 67 (1996).
- 222 J. E. Turner, M. Shen, and C. C. Lin, J. Appl. Polym. Sci. 25, 1287 (1980).
- 223 E. I. Stout, D. Trimnell, W. M. Doane, and C. R. Russell, J. Appl. Polym. Sci. 21, 2565 (1977).
- 224 F. Sundardi, J. Appl. Polym. Sci. 22, 3163 (1978).
- 225U.S. Pat. 4,134,863 (Jan. 16, 1979), G. F. Fanta, E. I. Stout, and W. M. Doane (to U.S. Department of Agriculture).
- 226 A. C. Orchard and L. J. Bates, BHR Group Conf. Ser. Pub. 3, 1993, pp. 59–66.
- 227 K. M. Abrham and M. Alamgir, in Proc. of the 35th Int. Power Sources Symp., 1992, pp. 264–266.
- 228 F. Sebesta and coworkers, Acta Polytec. 38 (3), 119 (1998).
- 229 Ref. (1), p. 29.
- 230 J. L. Ziska, in R. Juran, ed., Modern Plastics Encyclopedia, Vol. 65, No. 11, McGraw-Hill, Inc., New York, 1989, p. 105.
- 231 D. M. Bennett, in Ref. (272), in p. 96.
- 232 F. L. Reithel, in Ref. (232), p. 105.
- 233 B. N. Hendy, in N. A. J. Platzer, ed., Copolymers, Polyblends, and Composites ( Adv. Chem. Ser. 142), American Chemical Society, Washington, D.C., 1975, p. 115.
- 234 W. J. Hall and H. K. Chi, in SPE National Technical Conference: High Performance Plastics, Cleveland, Ohio, Oct. 5–7, 1976, pp 1–5.
- 235 N. W. Johnston, Polym. Prepr., Am. Chem. Soc. 14(1), 46 (1973).
- 236 N. W. Johnston, J. Macromol. Sci., C: Rev. Macromol. Chem. 14, 215 (1976).
- 237 J. A. Sauer and C. C. Chen, Polym. Eng. Sci. 24, 786 (1984).
- 238 W. Hanson and R. L. Zimmerman, Ind. Eng. Chem. 49, 1803 (1957).
- 239Brit. Pat. 590,247 (July 11, 1947) (to Bakelite Ltd.).
- 240 R. F. Blanks and B. N. Shah, Polym. Prepr., Am. Chem. Soc. 17, 407 (1976).
- 241 S. A. Jabarin and E. A. Lofgren, Polym. Eng. Sci. 26, 405 (1986).
- 242 M. Kopic, F. Flajsman, and Z. Janovic, J. Macromol. Sci., A: Chem. 24(1), 17 (1987).
- 243 H. U. Khan and G. S. Bhargava, J. Polym. Sci., Polym. Lett. Ed. 22(2), 95 (1984).
- 244 H. U. Khan, V. K. Gupta, and G. S. Bhargava, Polym. Commun. 24(6), 191 (1983).
- 245 V. H. Gerrens, H. Ohlinger, and R. Fricker, Makromol. Chem. 87, 209 (1965).
- 246 Y. Shimura, I. Mita, and H. Kambe, J. Polym. Sci., Polym. Lett. Ed. 2, 403 (1964).
- 247 R. Cooper, in J. I. Kroschwitz, ed., Encyclopedia of Polymer Science and Engineering, 2nd ed., Vol. 10, Wiley-Interscience, New York, 1987, pp. 1–19.
- 248 L. H. Garcia-Rubio, J. F. MacGregor, and A. E. Hamielec, Polym. Prepr., Am. Chem. Soc. 22, 292 (1981).
- 249 K. Tsuchida, Nempo—Fukui-ken Kogyo Shikenjo 1980, 74 (1981).
- 250 G. Gloeckner and R. Konigsveld, Makromol. Chem., Rapid Commun. 4, 529 (1983).
- 251 G. Gloeckner, Pure Appl. Chem. 55, 1553 (1983).
- 252 M. Alonso, F. Recasens, and L. Puiganer, Chem. Eng. Sci. 41, 1039 (1986).
- 253 K. Hidaka, Shokuhin Eiseigaku Zasshi 22, 536 (1981).
- 254 R. G. Fordyce and E. C. Chapin, J. Am. Chem. Soc. 69, 581 (1947).
- 255 W. V. Smith, J. Am. Chem. Soc. 70, 2177 (1948).
- 256 P. J. Flory, Principles of Polymer Chemistry, Cornell University Press, Ithaca, N.Y., 1957, Chapt. V.
- 257 C. H. Basdekis, ABS Plastics, Reinhold Publishing Corp., New York, 1964, p. 47.
- 258Brit. Pat. 1,328,625 (Aug. 30, 1973) (to Daicel Ltd.).
- 259
R. V. Kucher and co-worker,
Polym. Sci. U.S.S.R
20,
2793
(1978).
10.1016/0032-3950(78)90461-6 Google Scholar
- 260 M. Suzuki, H. Miyama, and S. Fujimoto, Bull. Chem. Soc. Jpn. 35, 60 (1962).
- 261 H. Miyama and S. Fujimoto, J. Polym. Sci. 54, S32 (1961).
- 262 G. Mino, J. Polym. Sci. 22, 369 (1956).
- 263 F. R. Mayo and F. M. Lewis, J. Am. Chem. Soc. 66, 1594 (1944).
- 264 E. T. Mertz, T. Alfrey, and G. Goldfinger, J. Polym. Sci. 1, 75 (1946).
- 265 A. Guyot and J. Guillot, J. Macromol. Sci., A: Chem. 1, 793 (1967).
- 266
A. Guyot and
J. Guillot,
J. Macromol. Sci., A: Chem.
2,
889
(1968).
10.1080/10601326808051448 Google Scholar
- 267 J. A. Seiner and M. Litt, Macromolecules 4, 308 (1971).
- 268 B. Sandner and E. Loth, Faserforsch Textiltech. 27, 571 (1976).
- 269 D. J. T. Hill, J. H. O'Donnell, and P. W. O'Sullivan, Macromolecules 15, 960 (1982).
- 270 G. S. Prementine and D. A. Tirrell, Macromolecules 20, 3034 (1987).
- 271 C. C. Lin, W. Y. Chiu, and C. T. Wang, J. Appl. Polym. Sci. 23, 1203 (1978).
- 272 T. Kikuta, S. Omi, and H. Kubota, J. Chem. Eng. Jpn. 9, 64 (1976).
- 273Brit. Pat. 1,093,349 (Nov. 29, 1967), T. M. Fisler (to Ministerul Industriei Chimice).
- 274U.S. Pat. 3,772,257 (Nov. 13, 1973), G. K. Bochum and co-workers, (to Knapsack A.G.).
- 275U.S. Pat. 4,439,589 (Mar. 27, 1984), H. Alberts, R. Schubart, and A. Pischtschan (to Bayer A.G.).
- 276
A. Guyot,
J. Guillot,
C. Pichot, and
L. R. Gurerrero, in
D. R. Bassett and
A. E. Hamielec, eds.,
Emulsion Polymers and Emulsion Polymerization
(ACS Symp. Ser. 165),
American Chemical Society,
Washington, D.C.,
1981,
p. 415.
10.1021/bk-1981-0165.ch026 Google Scholar
- 277 J. Snuparek Jr. and F. Krska, J. Appl. Polym. Sci. 21, 2253 (1977).
- 278Ger. Pat. 141,314 (Apr. 23, 1980), H. P. Thiele and co-workers (to VEB Chemische Werke Buna).
- 279Pol. Pat. PL 129,792 (Nov. 15, 1985), P. Penczek, E. Wardzinska, and G. Cynkowska (to Instytut Chemii Przemyslowej).
- 280U.S. Pat. 4,251,412 (Feb. 17, 1981), G. P. Ferrini (to B. F. Goodrich Co.).
- 281U.S. Pat. 4,255,307 (Mar. 10, 1981), J. R. Miller (to B. F. Goodrich Co.).
- 282U.S. Pat. 4,228,119 (Oct. 14, 1980), I. L. Gomez and E. F. Tokas (to Monsanto Co.).
- 283U.S. Pat. 4,215,024 (July 29, 1980), I. L. Gomez and E. F. Tokas (to Monsanto Co.).
- 284U.S. Pat. 4,215,085 (July 29, 1980), I. L. Gomez (to Monsanto Co.).
- 285U.S. Pat. 4,252,764 (Feb. 24, 1981), E. F. Tokas (to Monsanto Co.).
- 286U.S. Pat. 3,248,455 (Apr. 26, 1966), J. E. Harsch and co-workers (to U.S. Rubber Co.).
- 287Brit. Pat 1,034,228 (June 29, 1966) (to U.S. Rubber Co.).
- 288U.S. Pat. 3,249,569 (May 3, 1966), J. Fantl (to Monsanto Co.).
- 289U.S. Pat. 3,547,857 (Dec. 15, 1970), A. G. Murray (to Uniroyal, Inc.).
- 290Brit. Pat. 971,214 (Sept. 30, 1964) (to Monsanto Co.).
- 291U.S. Pat. 4,193,903 (Mar. 18, 1980), B. E. Giddings, E. Wardlow Jr., and B. L. Mehosky (to The Standard Oil Co.).
- 292U.S. Pat. 3,738,972 (June 12, 1973), K. Moriyama and T. Osaka (to Daicel Ltd.).
- 293Brit. Pat. 1,328,625 (Aug. 30, 1973), K. Moriyama and S. Takahashi (to Daicel Ltd.).
- 294Jpn. Pat. 78 082,892 (July 21, 1978), S. Kato and M. Momoka (to Denki Kagaku Kogyo K.K.).
- 295Jpn. Pat. 79 020,232 (July 20, 1979), S. Kato and M. Momoka (to Denki Kagaku Kogyo K.K.).
- 296Jpn. Pat. 79 119,588 (Sept. 17, 1979), K. Kido and co-workers, (to Kureha Chemical Industry Co., Ltd.).
- 297Jpn. Pat. 82 167,303 (Oct. 15, 1982) (to Toshiba Machine Co.).
- 298U.S. Pat. 3,198,775 (Aug. 3, 1965), R. E. Delacretaz, S. P. Nemphos, and R. L. Walter (to Monsanto Co.).
- 299U.S. Pat. 3,258,453 (June 28, 1966), H. K. Chi (to Monsanto Co.).
- 300U.S. Pat. 3,287,331 (Nov. 22, 1966), Y. C. Lee and L. P. Paradis (to Monsanto Co.).
- 301U.S. Pat. 3,681,310 (Aug. 1, 1972), K. Moriyama and T. Moriwaki (to Daicel Ltd.).
- 302U.S. Pat. 3,243,407 (Mar. 29, 1966), Y. C. Lee (to Monsanto Co.).
- 303U.S. Pat. 3,331,810 (July 18, 1967), Y. C. Lee (to Monsanto Co.).
- 304U.S. Pat. 3,331,812 (July 18, 1967), Y. C. Lee and S. P. Nemphos (to Monsanto Co.).
- 305U.S. Pat. 3,356,644 (Dec. 5, 1967), Y. C. Lee (to Monsanto Co.).
- 306U.S. Pat. 3,491,071 (Jan. 20, 1970), R. Lanzo (to Montecatini Edison SpA).
- 307Jpn. Pat. 83 103,506 (June 20, 1983) (to Mitsubishi Rayon, Ltd.).
- 308Jpn. Pat. 88 039,908 (Feb. 20, 1988) (to Mitsui Toatsu Chemicals, Inc.).
- 309Belg. Pat. 904,985 (Oct. 16, 1986), S. Ikuma (to Mitsubishi Monsanto Chemical Co.).
- 310U.S. Pat. 3,141,868 (July 21, 1964), E. P. Fivel (to Resines et Verms Artificiels).
- 311U.S. Pat. 3,201,365 (Aug. 17, 1965), R. K. Charlesworth and co-workers (to The Dow Chemical Company).
- 312U.S. Pat. 2,941,985 (June 21, 1960), J. L. Amos and C. T. Miller (to The Dow Chemical Company).
- 313U.S. Pat. 3,031,273 (Apr. 24, 1962), G. A. Latinen (to Monsanto Co.).
- 314U.S. Pat. 2,745,824 (May 15, 1956), J. A. Melchore (to American Cyanamid Co.).
- 315Jpn. Pat. 73 021,783 (Mar. 19, 1973), H. Sato and co-workers, (to Toray K.K., Ltd.).
- 316
R. L. Zimmerman,
J. S. Best,
P. N. Hall, and
A. W. Hanson, in
R. F. Gould, ed.,
Polymerization and Polycondensation Processes
(Adv. Chem. Ser. 34),
American Chemical Society,
Washington, D.C.,
1962,
p. 225.
10.1021/ba-1962-0034.ch018 Google Scholar
- 317Jpn. Pat. 87 179,508 (Aug. 6, 1987), N. Ito and co-workers (to Mitsui Toatsu Chemicals, Inc.).
- 318Jpn. Pat. 83 037,005 (Mar. 4, 1983) (to Mitsui Toatsu Chemicals, Inc.).
- 319U.S. Pat. 3,067,812 (Dec. 11, 1962), G. A. Latinen and R. H. M. Simon (to Monsanto Co.).
- 320U.S. Pat. 3,211,209 (Oct. 12, 1965), G. A. Latinen and R. H. M. Simon (to Monsanto Co.).
- 321 F. M. Peng, in J. I. Kroschwitz, ed., Encyclopedia of Polymer Science and Engineering, 2nd ed., Vol. 1, Wiley-Interscience, New York, 1985, p. 463.
- 322 United States Food and Drug Administration, Fed. Regist. 52, 33802–33803 (Sept. 8, 1987).
- 323 United States Food and Drug Administration, Fed. Regist. 43, 2586 (Jan. 17, 1978).
- 324 National Institute for Occupational Safety and Health, “A Recommended Standard for Occupational Exposure to Acrylonitrile,” DHEW Publ. No. 78116, U.S. Government Printing Office, Washington, D.C., 1978.
- 325 N. I. Sax and R. J. Lewis Sr., Dangerous Properties of Industrial Materials, 7th ed., Van Nostrand Reinhold Co., Inc., New York, 1989.
- 326 R. E. Lenga, The Sigma-Aldrich Library of Chemical Safety Data, Sigma-Aldrich Corp., Milwaukee, Wis., 1985.
- 327 M. Sittig, ed., Priority Toxic Pollutants, Noyes Data Corporation, Park Ridge, N.J., 1980.
- 328 “Threshold Limit Values for Chemical Substances in the Work Environment Adopted by ACGIH for 1985–86,” American Conference of Government Industrial Hygienists, Cincinnati, Ohio, 1985.
- 329 “Criteria for Recommended Standard Occupational Exposure to Styrene”, U.S. Department of Health and Human Services (NIOSH), Washington, D.C., Rept. 83–119, pp. 18, 227, 1983; available from NTIS, Springfield, Va.
- 330 J. Santodonato and co-workers, Monograph on Human Exposure to Chemicals in the Work Place; Styrene, PB86-155132, Syracuse, N.Y., July 1985.
- 331 Chem. Eng. News 67(25), 45 (June 19, 1989).
- 332 SRI Report, SRI International, Menlo Park, Calif., July 1998.
- 333Jpn. Pat. 76 000,581 (Jan. 6, 1976), M. Nishizawa and co-workers (to Toray Industries, Inc.).
- 334Jpn. Pat. 82 185,144 (Nov. 15, 1982) (to Gunze Ltd.).
- 335Jpn. Pat. 81 117,652 (Sept. 16, 1981) (to Asahi Chemical Industry Co., Ltd.).
- 336U.S. Pat. 4,389,437 (June 21, 1983), G. P. Hungerford (to Mobil Oil Corp.).
- 337Jpn. Pat. 88 041,139 (Feb. 22, 1988) (to Mitsui Toatsu Chemicals, Inc.).
- 338Jpn. Pat. 83 119,858 (July 16, 1983) (to Toyobo Co., Ltd.).
- 339Jpn. Pat. 83 183,465 (Oct. 26, 1983) (to Dainippon Printing Co., Ltd.).
- 340Jpn. Pat. 84 012,850 (Jan. 23, 1984) (to Asahi Chemical Industry Co., Ltd.).
- 341Jpn. Pat. 85 009,739 (Jan. 18, 1985) (to Toyo Seikan Kaisha, Ltd.).
- 342Eur. Pat. Appl. EP 138,194 (Apr. 24, 1985), J. H. Im and W. E. Shrum (to The Dow Chemical Company).
- 343U.S. Pat. 4,364,759 (Dec. 21, 1982), A. A. Brooks, J. M. S. Henis, and M. K. Tripodi (to Monsanto Co.).
- 344Jpn. Pat. 84 202,237 (Nov. 16, 1984) (to Toyota Central Research and Development Laboratories, Inc.).
- 345Jpn. Pat. 85 202,701 (Oct. 14, 1985), T. Kawai and T. Nogi (to Toray Industries, Inc.).
- 346 H. Kawato and co-workers, Kenkyu Hokoku–Asahi Garasu Kogyo Gijutsu Shoreikai 49, 77 (1986).
- 347Eur. Pat. Appl. EP 141,584 (May 15, 1985), R. W. Baker (to Bend Research, Inc.).
- 348 Y. S. Ku and S. O. Kim, Yakhak Hoechi 31(3), 182 (1987).
- 349U.S. Pat. 4,330,635 (May 18, 1982), E. F. Tokas (to Monsanto Co.).
- 350Ger. Pat. 3,523,612 (Jan. 23, 1986), N. Sakata and I. Hamada (to Asahi Chemical Industry Co., Ltd.).
- 351Jpn. Pat. 84 024,752 (Feb. 8, 1984) (to Kanebo Synthetic Fibers, Ltd.).
- 352Ger. Pat. 3,512,638 (Feb. 27, 1986), H. J. Kress and co-workers (to Bayer A.G.).
- 353Jpn. Pat. 88 089,403 (Apr. 20, 1988) (to Sumitomo Chemical Co., Ltd.).
- 354Jpn. Pat. 82 059,075 (Dec. 13, 1982) (to Nichimen Co., Ltd.).
- 355 S. Milkov and T. Abadzhieva, Fiz. Khim. Mekh. 11, 81 (1983).
- 356 M. Gadalla and M. E. El-Derini, Polym. Eng. Sci. 24, 1240 (1984).
- 357Ger. Pat. 2,652,427 (May 26, 1977), G. E. Cartier and J. A. Snelgrove (to Monsanto Co.).
- 358Jpn. Pat. 82 137,359 (Aug. 24, 1982) (to Nippon Electric Co., Ltd.).
- 359Jpn. Pat. 83 001,143 (Jan. 6, 1983) (to Fujitsu Ltd.).
- 360Jpn. Pat. 88 040,169 (Feb. 20, 1988), Y. Takahashi and co-workers, (to Sharp Corp.).
- 361Jpn. Pat. 86 092,453 (May 10, 1986), Y. Ichihara and Y. Uratani (to Mitsubishi Petrochemical Co., Ltd.).
- 362Braz. Pat. 87 818 (Dec. 22, 1987), T. P. Christini (to E. I. du Pont de Nemours & Co., Inc.).
- 363Jpn. Pat. 84 018,750 (Jan. 31, 1984) (to Sanyo Chemical Industries, Ltd.).
- 364Jpn. Pat. 84 080,447 (May 9, 1984) (to Mitsubishi Rayon Co., Ltd.).
- 365 P. Albihn and J. Kubat, Plast. Rubber Process. Appl. 3, 249 (1983).
- 366U.S. Pat. 4,327,012 (Apr. 27, 1982), G. Salee (to Hooker Chemicals and Plastics Corp.).
- 367Jpn. Pat. 83 217,536 (Dec. 17, 1983) (to Asahi Chemical Industry Co., Ltd.).
- 368Eur. Pat. Appl. EP 96,301 (Dec. 21, 1983), H. Peters and co-workers (to Bayer A.G.).
- 369 Y. Fujita and co-workers, Kobunshi Ronbunshu 43(3), 119 (1986).
- 370 H. Takahashi and co-workers, J. Appl. Polym. Sci. 36, 1821 (1988).
- 371Ger. Pat. 2,830,232 (Mar. 29, 1979), W. J. Peascoe (to Uniroyal, Inc.).
- 372Jpn. Pat. 79 083,088 (July 2, 1979), S. Ueda and co-workers, (to Asahi-Dow Ltd.).
- 373Ger. Pat. 2,826,925 (Jan. 17, 1980), J. Swoboda, G. Lindenschmidt, and C. Bernhard (to BASF A.G.).
- 374U.S. Pat. 3,944,631 (Mar. 16, 1976), A. J. Yu and R. E. Gallagher (to Stauffer Chemical Co.).
- 375 H. Bartl and co-workers, in ACS National Meeting, Division of Industrial Engineering Chemistry, Atlanta, Ga., Mar. 29–Apr. 3, 1981. Paper 15.
- 376Jpn. Pat. 79 083,049 (July 2, 1979), S. Ueda and co-workers, (to Asahi-Dow Ltd.).
- 377U.S. Pat. 4,071,577 (Jan. 31, 1978), J. R. Falender, C. M. Mettler, and J. C. Saam (to Dow Corning Corp.).
- 378 Mod. Plast. 60(1), 92 (1983).
- 379U.S. Pat. 4,224,207 (Sept. 23, 1980), J. C. Falk (to Borg-Warner Corp.).
- 380U.S. Pat. 4,169,195 (Sept. 25, 1979), M. K. Rinehart (to Borg-Warner Corp.).
- 381Jpn. Pat. 81 016,541 (Feb. 17, 1981) (to Asahi-Dow Ltd.).
- 382Ger. Pat. 2,916,668 (Nov. 13, 1980), J. Hambrecht, G. Lindenschmidt, and W. Regel (to BASF A.G.).
- 383Jpn. Pat. 80 157,604 (Dec. 8, 1980) (to Daicel Chemical Industries, Ltd.).
- 384 T. C. Wallace, in SPE Regional Technical Conference, Las Vegas, Nev., Sept. 16–18, 1975.
“Acrylonitrile Polymers” in EPST 1st ed., Vol. 1, pp. 375–425, by C. H. Bamford and G. C. Eastmond, University of Liverpool; “Acrylonitrile Polymers” in EPSE 2nd ed., Vol. 1, pp. 426–470, by F. M. Peng, Monsanto Co.