지방족 copolyester 및 copolyesteramide의 합성과 분해성(2)

김우식; 현석희; 전일련; 강혜정; 이치규; 김승환

Journal of the Korean Industrial and Engineering Chemistry, Vol.7, No.3, 481-489, June, 1996

Export Citation

지방족 copolyester 및 copolyesteramide의 합성과 분해성(2)

Synthesis and Degradability of Aliphatic Copolyester and Aliphatic Copolyesteramide(2)

김우식, 현석희, 전일련, 강혜정, 이치규, 김승환

초록

이 연구에서는 촉매로서 tetraphenyltin을 사용하여 D,L-lactide (2-LA)와 β-methyl-δ-valerolactone(MVL)의 공중합체를 합성하고 그 물성을 조사하였다. 공중합체중의 lactic acid반복단위(LA)의 조성은 단량체 공급에서의 LA조성보다 높았다. 공중합체중의 그 조성은 공중합시간의 증가와 더불어 감소하였다. 그 공중합체의 수율과 분자량은 공급조성중의 LA의 증가와 더불어 증가하였다. 이들 결과는 공중합에 있어서 2-LA의 반응성이 MVL의 반응성보다 크다는 것을 뜻한다. 공중합체의 수평균분자량은 54,000에서 63,000의 범위에 있었고 다분산성지수는 1.7에서 2.1의 범위에 해당하였다. 공중합체는 융점을 나타내지 않았고 유리전이온도만 나타내었다. Lipase에 의한 공중합체의 분해성의 경향은 L-lactide-MVL 공중합체의 분해성의 경향과 거의 같았다.

D,L-lactide (2-LA) was copolymerized with β-methyl-δ-valerolactone (MVL) using tetraphenyltin as a catalyst and the properties of the copolymers were investigated. The composition of the repeating unit of lactic acid in the copolymers was higher than that in the monomer feeds. The composition of the lactic acid unit in the copolymers decreased with increasing copolymerization time. The yield and the molecular weight of the copolymer increased with increasing 2-LA in the feed composition. These results suggest that the reactivity of 2-LA is larger than that of MVL. The number average molecular weight was in the range of 54,000 to 63,000 and the polydispersity index was in the range of 1.7 to 2.1. The copolymers did not show melting point, but glass transition temperature. The degradable tendency of the copolymers with lipase was almost equal to that of L-lactide-MVL copolymer.

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[1] Williams DF, Mort E, J. Bioeng., 1, 231 (1977)

[2] Makono K, anakawa M, Endo T, Chem. Pharm. Bull., 33, 1195 (1985)

[3] Tokiwa Y, Suzuki T, Takeda K, Agric. Biol. Chem., 50, 1323 (1986)

[4] Feng XD, Song CX, Chen WY, J. Polym. Sci. C: Polym. Lett., 21, 593 (1983)

[5] Song CX, Feng XD, Macromolecules, 17, 2764 (1984)

[6] Gripma DW, Pennings AJ, Polym. Bull., 25, 325 (1991)

[7] Horri Y, Takahashi Y, Yamaguchi A, Nishishita T, Macromolecules, 26, 4388 (1993)

[8] Gliding DK, Reed AM, Polymer, 20, 1459 (1979)

[9] Konn FE, Ummen JGV, Feijen J, Eur. Polym. J., 19, 1081 (1993)

[10] Dunsing R, Kricheldorf HR, Polym. Bull., 14, 491 (1985)

[11] Leensiag JW, Gogoiewski S, Pennings AJ, J. Appl. Polym. Sci., 29, 2829 (1984)

[12] Dittrich W, Schulty RC, Angew. Makromol. Chem., 241, 109 (1971)

[13] Kricheldorf HR, Dunsing R, Makromol. Chem., 187, 1611 (1986)

[14] Vion JM, Jerome R, Teyssie P, Aubin M, Prudhomme RE, Macromolecules, 19, 1828 (1986)

[15] Fukuzaki H, Yoshida M, Asano M, AibaY, KaetsuI, Eur. Polym. J., 24, 1029 (1988)

[16] Kim WS, Kim SG, Kim SJ, Ji BC, Polym.(Korea), 19(1), 11 (1995)

[17] Nakayama A, Kawasaki N, Arvanitoyannis I, "Proceedings of the Third International Scientific Workshop on Biodegradable Plastics and Polymers," 5570, Osaka, Japan (1993)

[18] Nakayama A, Kawasaki N, Arvanitoyannis I, Iyoda J, Yamamoto N, Polymer, 36(6), 1295 (1995)