Article

Synthesis of polyamides from sugar derived d-glucaric acid and xylylenediamines

Yuxin Wu

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

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Yukiko Enomoto,

Yukiko Enomoto

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

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Hisaharu Masaki,

Hisaharu Masaki

Ensuiko Sugar Refining Co., Ltd., 1-1-1 Fukuura, Kanazawa-ku Yokohama, Kanagawa 236-0004, Japan

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Tadahisa Iwata,

Corresponding Author

Tadahisa Iwata

[email protected]

orcid.org/0000-0003-2731-3958

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

Correspondence to: T. Iwata (E-mail: [email protected])Search for more papers by this author

Yuxin Wu,

Yuxin Wu

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

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Yukiko Enomoto,

Yukiko Enomoto

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

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Hisaharu Masaki,

Hisaharu Masaki

Ensuiko Sugar Refining Co., Ltd., 1-1-1 Fukuura, Kanazawa-ku Yokohama, Kanagawa 236-0004, Japan

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Tadahisa Iwata,

Corresponding Author

Tadahisa Iwata

[email protected]

orcid.org/0000-0003-2731-3958

Science of Polymeric Materials, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku Tokyo 113-8657, Japan

Correspondence to: T. Iwata (E-mail: [email protected])Search for more papers by this author

First published: 17 December 2018

https://doi.org/10.1002/app.47255

Citations: 6

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ABSTRACT

d-Glucaric acid (GA) is the one of aldaric acids and is an important bio-based building block for polymers. In this study, poly(m-xylylene-acetyl glucaramide) and poly(p-xylylene-acetyl glucaramide) were synthesized from GA acetate and two kind of aromatic diamines by solution polymerization. The chemical structures of the polyamides were analyzed by nuclear magnetic resonance spectroscopy. The weight-average molecular weights ranged from 3.3 × 10³ to 1.15 × 10⁴ with a polydispersity of 1.6–1.9, depending on monomer ratio or monomer concentration in solution. The 10% decomposition temperature of the polymers was about 210 °C. Differential scanning calorimetry revealed that the polyamides exhibited no peaks attributed to crystallization or melting point, which indicated that the polyamides were amorphous. No crystalline pattern was observed in the X-ray diffractograms, supporting this result. Polarized optical microscopy observation revealed that the polyamides exhibited melting-like behavior at above 150 °C, which was attributed to glass-transition behavior. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47255.

CONFLICT OF INTEREST

The authors declare no competing financial interests.

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April 15, 2019

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Synthesis of polyamides from sugar derived d-glucaric acid and xylylenediamines

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Synthesis of polyamides from sugar derived d-glucaric acid and xylylenediamines

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CONFLICT OF INTEREST

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