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Development of Biodegradable Engineering Plastics

Research Project

Project/Area Number 12650868
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 高分子合成
Research InstitutionKyoto Institute of Technology

Principal Investigator

MIYAMOTO Masatoshi  Kyoto Institute of Technology, Department of Polymer Chemistry, Associate Professor, 繊維学部, 助教授 (70149524)

Project Period (FY) 2000 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2002: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 2001: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 2000: ¥1,200,000 (Direct Cost: ¥1,200,000)
Keywordscyclic dipeptide / biodegradable aliphatic polyeste / aspartic acid / Lipase PS / enzymatic hydrolysis / tensile strength and elongation / cyclic diketopiperazine / グルタミン酸 / リシン / 生分解性ポリエステル / ジペプチド環 / アスパラギン酸環状2量体 / 重縮合
Research Abstract

Biodegradable ahphatic polyesters are used for both biomedical and general purposes. However, their mechanical and thermal properties are insufficient in comparison with aromatic polyesters. It is well known that the introduction of rigid rings into the polymer backbone improves both thermal and mechanical properties, although small aromatic compounds produced by the hydrolysis of such a material can be harmful. Therefore, to improve thermal properties of ahphatic polyesters, dimethyl 3, 6-diketopiperazine-2, 5-diacetate (DDK), which has a rigid 6-membered ring, was synthesized from aspartic acid and used as the dicarboxylic acid component for aliphatic polyesters.
First, a homopolymer (P(DDK-TEG)) was prepared from DDK and tetraethylene glycol (TEG). The molecular weight of P(DDK-TEG) was low because of the low solubility of DDK as well as the low thermal stability of the resulting homopolymer.
Next, DDK was introduced to PBS by the copolycondensation with dimethyl succinate and 1, 4-butanediol. The products were soluble in chloroform as far as their DDK content did not exceed 10 mol%. The copolymer showed improved thermal stability: its 5% weight loss temperature was found to be 341℃ under nitrogen, while that of PBS was 307℃. The introduction of the rigid unit into the copolymer backbone reduces the mobility of the chain above the melting point, which is considered to retard its thermal decomposition. A film was prepared from a copolymer, whose DDK content was 6.8 mol% and Mw was 100, 000. This sample was successfully hydrolyzed by Lipase PS^【○R】, although the degradation rate was lower than that of PBS. The non-enzymatic degradation of the copolymer proceeded much faster than that of PBS did, which is explained by the highly polar nature of the DDK unit: it is so hydrophilic that it assists the penetration of water into the sample which results in the acceleration of non-enzymatic hydrolysis.

Report

(4 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • 2000 Annual Research Report

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Published: 2000-04-01   Modified: 2016-04-21  

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