Applications of α, ω-telechelic polydimethylsiloxane as cross-linkers for preparing high-temperature vulcanized silicone rubber
Fuying Dong
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorXianpeng Wang
Shandong Provincial Key Laboratory of Biomedical Polymers, Shandong Academy of Pharmaceutical Sciences, Jinan, 250101 P. R. China
Search for more papers by this authorShuaijie Li
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorJiawen Hao
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorCorresponding Author
Xinde Tang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Correspondence
Xinde Tang, Institute of New Materials, Shandong Jiaotong University, Jinan 250357, P. R. China.
Email: [email protected]
Shengyu Feng, Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan 250100, P. R. China.
Email: [email protected]
Search for more papers by this authorRui Kuang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorYanmin Wang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorCorresponding Author
Shengyu Feng
Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan, 250100 P. R. China
School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100 P. R. China
Correspondence
Xinde Tang, Institute of New Materials, Shandong Jiaotong University, Jinan 250357, P. R. China.
Email: [email protected]
Shengyu Feng, Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan 250100, P. R. China.
Email: [email protected]
Search for more papers by this authorFuying Dong
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorXianpeng Wang
Shandong Provincial Key Laboratory of Biomedical Polymers, Shandong Academy of Pharmaceutical Sciences, Jinan, 250101 P. R. China
Search for more papers by this authorShuaijie Li
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorJiawen Hao
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorCorresponding Author
Xinde Tang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Correspondence
Xinde Tang, Institute of New Materials, Shandong Jiaotong University, Jinan 250357, P. R. China.
Email: [email protected]
Shengyu Feng, Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan 250100, P. R. China.
Email: [email protected]
Search for more papers by this authorRui Kuang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorYanmin Wang
Institute of New Materials, Shandong Jiaotong University, Jinan, 250357 P. R. China
Search for more papers by this authorCorresponding Author
Shengyu Feng
Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan, 250100 P. R. China
School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100 P. R. China
Correspondence
Xinde Tang, Institute of New Materials, Shandong Jiaotong University, Jinan 250357, P. R. China.
Email: [email protected]
Shengyu Feng, Key Laboratory of Special Functional Aggregated Materials and Key Laboratory of Colloid and Interface Chemistry (Shandong University), Ministry of Education, Jinan 250100, P. R. China.
Email: [email protected]
Search for more papers by this authorAbstract
Multiamino-terminated telechelic polydimethylsiloxane (MATTPS) was synthesized via aza-Micheal reaction and amidation reaction and subsequently employed as cross-linkers of polysiloxane containing γ-chloropropyl groups (CPPS) for preparing a series of high-temperature vulcanized silicone rubber (MCSR/MATTPS). The curing, mechanical, and thermal properties of MCSR/MATTPS were studied through rheometry, mechanical testing, and thermogravimetric analysis (TGA). MCSR/MATTPS exhibits optimal mechanical properties with a tensile strength of 9.52 MPa and tear strength of 45.4 kN/m when the molar ratio of [N–H]/[CH2CH2CH2Cl] is of 1, which is attributed to the formation of concentrative cross-linking in the three-dimensional polymer networks. The thermal behaviors of MCSR/MATTPS display a two-step weight loss process by heating in nitrogen whereas more than two weight loss process in air. TGA results indicate that the introduction of aliphatic long chain and carbonyl groups in the structure of MATTPS has little negative effect on the thermal stability of MCSR/MATTPS.
REFERENCES
- 1Li QG, Huang XJ, Liu H, Shang SB, Song ZQ, Song J. Properties enhancement of room temperature vulcanized silicone rubber by rosin modified aminopropyltriethoxysilane as a cross-linking agent. ACS Sustainable Chem Eng. 2017; 5(11): 10002-10010.
- 2Vernerus DC, Kolev DN. Anisotropic thermal conductivity in cross-linked polybutadienes subjected to uniaxial elongation. Macromolecules. 2009; 42(7): 2594-2598.
- 3Qi Y, Kim J, Nguyen TD, Lisko B, Purohit PK, McAlpine MC. Enhanced piezoelectricity and stretchability in energy harvesting devices fabricated from buckled PZT ribbons. Nano Lett. 2011; 11(3): 1331-1336.
- 4Fray ME, Prowans P, Puskas JE, Altstädt V. Biocompatibility and fatigue properties of polystyrene−polyisobutylene−polystyrene, an emerging thermoplastic elastomeric biomaterial. Biomacromolecules. 2006; 7(12): 844-850.
- 5Stieghorst J, Majaura D, Wevering H, Doll T. Toward 3D printing of medical implants: reduced lateral droplet spreading of silicone rubber under intense IR curing. ACS Appl Mater Interfaces. 2016; 8(12): 8239-8246.
- 6Schoenfisch MH, Zhang HP, Frost MC, Meyerhoff ME. Nitric oxide-releasing fluorescence-based oxygen sensing polymeric films. Anal Chem. 2002; 74(23): 5937-5941.
- 7Al-Marzouqi MH, Marzouk SAM, El-Naas MH, Abdullatif N. CO2 removal from CO2−CH4 gas mixture using different solvents and hollow fiber membranes. Ind Eng Chem Res. 2009; 48(7): 3600-3605.
- 8Dunham ML, Bailey DL, Mixer RY. New curing system for silicone rubber. Ind Eng Chem Res. 1957; 49(9): 1373-1376.
- 9Schmidt LE, Mattozzi A, Krivda A, Hillborg H, Saj P, Kornmann X. High temperature vulcanized silicone rubber, 2010, US7851525.
- 10Ota K. Heat-curable silicone rubber composition for rubber laminate, 2012, US8337983.
- 11Uehara H, Saitoh M, Morita R, Akiyama E, Yamanobe T. In situ NMR measurement of novel silicone elastomer obtained by cross-linking of silicones having phenylene backbone and hyperbranched molecular architectures. Macromolecules. 2014; 47(3): 888-896.
- 12Girshevitz O, Nitzan Y, Sukenik CN. Solution-deposited amorphous titanium dioxide on silicone rubber: a conformal, crack-free antibacterial coating. Chem Mater. 2008; 20(4): 1390-1396.
- 13Sodkhomkhum R, Ervithayasuporn V. Synthesis of poly(siloxane/double-decker silsesquioxane) via dehydrocarbonative condensation reaction and its functionalization. Polymer. 2016; 86: 113-119.
- 14Magennis EP, Hook AL, Williams P, Alexander MR. Making silicone rubber highly resistant to bacterial attachment using thiol-ene grafting. Appl Mater Interfaces. 2016; 8(45): 30780-30787.
- 15Jalili K, Abbasi F, Milchev A. Surface microdynamics phase transition and internal structure of high-density, ultrathin PHEMA-b-PNIPAM diblock copolymer brushes on silicone rubber. Macromolecules. 2013; 46(13): 5260-5278.
- 16Rajendra V, Gonzaga F, Brook MA. Nearly monodisperse silica microparticles form in silicone (pre)elastomer mixtures. Langmuir. 2012; 28(2): 1470-1477.
- 17Chen YK, Wang YH, Xu CH, Wang YP, Jiang CY. New approach to fabricate novel fluorosilicone thermoplastic vulcanizate with bicrosslinked silicone rubber-core/fluororubber-shell particles dispersed in poly(vinylidene fluoride): structure and property. Ind Eng Chem Res. 2016; 55(6): 1701-1709.
- 18Wu YZ, Feng SY, Bei YL, Liu P. Preparation of aminopropyl polysiloxane-based heat-curable silicone rubber. J Appl Polym Sci. 2001; 80(12): 2341-2346.
- 19Diao S, Dong FY, Meng J, Ma PQ, Zhao YY, Feng SY. Preparation and properties of heat-curable silicone rubber through chloropropyl/amine crosslinking reactions. Mater Chem Phys. 2015; 153: 161-167.
- 20Dong FY, Diao S, Ma DP, Zhang SY, Feng SY. Preparation and characterization of 3-chloropropyl polysiloxane-based heat-curable silicone rubber using polyamidoamine dendrimers as cross-linkers. React Funct Polym. 2015; 96: 14-20.
- 21Dong FY, Ma DP, Feng SY. Aminopropyl-modified silica as cross-linkers of polysiloxane containing γ-chloropropyl groups for preparing heat-curable silicone rubber. Polym Test. 2016; 52: 124-132.
- 22Dong FY, Zhao PJ, Dou RT, Feng SY. Amine-functionalized POSS as cross-linkers of polysiloxane containing γ-chloropropyl groups for preparing heat-curable silicone rubber. Mater Chem Phys. 2018; 208: 19-27.
- 23Dong FY, Lu H, Feng SY, Tang XD. Preparation and characterization of silicone rubber through the reaction between γ-chloropropyl and amino groups with siloxane polyamidoamine dendrimers as cross-linkers. Polym Adv Technol. 2018; 29(2): 934-940.
- 24Bigot S, Kébir N, Plasseraud N, Burel F. Organocatalytic synthesis of new telechelic polycarbonates and study of their chemical reactivity. Polymer. 2015; 66: 127-134.
- 25Dasmahapatra AK, Reddy GD. Conformational transition of telechelic star polymers. Polymer. 2013; 54(9): 2392-2400.
- 26Manuel HJ, Gaymans RJ. Segmented block copolymers based on poly(butylene terephthalate) and telechelic polyesters and polyamides of dimerized fatty acids. Polymer. 1993; 43: 4325-4329.
- 27Li YW, Zhang WB, Janoski JE, et al. Anionic synthesis of mono- and heterotelechelic polystyrenes via thiol–ene “click” chemistry and hydrosilylation. Macromolecules. 2011; 44(9): 3328-3337.
- 28Verso FL, Likos CN. End-functionalized polymers: versatile building blocks for soft materials. Polymer. 2008; 49(6): 1425-1434.
- 29Chang YW, Eom JP, Kim JG, Kim HT, Kim DK. Preparation and characterization of shape memory polymer networks based on carboxylated telechelic poly(ɛ-caprolactone)/epoxidized natural rubber blends. J Ind Eng Chem Res. 2010; 16(2): 256-260.
- 30Ha H, Park J, Ha KR, Freeman BD, Ellison CJ. Synthesis and gas permeability of highly elastic poly(dimethylsiloxane)/graphene oxide composite elastomers using telechelic polymers. Polymers. 2016; 93: 53-60.
- 31Ha H, Park J, Ando S, et al. Gas permeation and selectivity of poly(dimethylsiloxane)/graphene oxide composite elastomer membranes. J Membr Sci. 2016; 518: 131-140.
- 32Metri V, Louhichi A, Yan JJ, et al. Physical networks from multifunctional telechelic star polymers: a rheological study by experiments and simulations. Macromolecules. 2018; 51(8): 2872-2886.
- 33Maxwell RS, Balazs B. Residual dipolar coupling for the assessment of cross-link density changes in γ-irradiated silica-PDMS composite materials. J Chem Phys. 2002; 116(23):10492-10502.
- 34Zuo YJ, Lu HF, Xue L, Wang XM, Ning L, Feng SY. Preparation and characterization of luminescent silicone elastomer by thiol–ene “click” chemistry. J Mater Chem C. 2014; 2(15): 2724-2734.
- 35Zhang P, Zhao F, Yuan Y, Shi XY, Zhao SG. Network evolution based on general-purpose diene rubbers/sulfur/TBBS system during vulcanization (I). Polymer. 2010; 51(1): 257-263.
- 36Feng SY, Jiang P, Yu SQ, Zhang SY, Chen JH, Du ZD. Effects of some phenylethynylsilicon compounds on heat-curable silicone rubber—IV. Tetraphenylethynylsilane. Eur Polym J. 1995; 31(3): 309-311.
- 37Xu CH, Feng SY. Synthesis and characterization of polysiloxane containing phenylethynyl groups. React Funct Polym. 2001; 47(2): 141-146.
- 38Thomas TH, Kendrick TC. Thermal analysis of polydimethylsiloxanes. I. Thermal degradation in controlled atmospheres. J Polym Sci part A-2: Polym Phys. 1969; 7(3): 537-549.
- 39Caminoa G, Lomakin SM, Lazzari M. Polydimethylsiloxane thermal degradation Part 1. Kinetic aspects. Polymer. 2001; 42(6): 2395-2402.