Styrenic Polymers연구(I), Poly(styrene-co-maleic anhydride)의 이미드화와 열적 성질

안태완; 박이순; 이상수; 김기현

Journal of the Korean Industrial and Engineering Chemistry, Vol.3, No.1, 179-187, March, 1992

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Styrenic Polymers연구(I), Poly(styrene-co-maleic anhydride)의 이미드화와 열적 성질

Studies on the Styrenic Polymers(1), Imidization of Poly (styrene-co-maleic anhydrides) and Their Thermal Properties

안태완, 박이순, 이상수, 김기현

초록

Poly(styrene-co-maleic anhydride), SMA를 DMF 용매에 약 10%(w/w) 용액으로 한 다음 aniline, p-toluidine 및 p-chloroaniline 등으로 maleic anhydride 반복 단위를 imide화 하였다. 이미드화에 있어서 환화 탈수제(cyclodehydration agents)를 사용하였으며 최적 반응조건은 다음과 같았다. (a) 반응온도:80℃ (b) 환화 탈수제의 몰비:SMA내 anhydride/acetic anhydride/sodium acetate/triethyl amino = 1.0/2.0/0.2/l.1. 생성된 imide-modified SMA (SMI) 시료들은 이미드화도가 증가됨에 따라 T_g가 증가하였으나 그 변화 정도는 크지 않았다. SMI의 T_g는 이미드화에 사용된 아민의 종류에 따라 aniline < p-toluidine < p-chloroaniline의 순으로 T_g가 증가하였다.

Poly(styrene-co-maliec anhydride) was reacted with aromatic amines such as aniline, p-toluidine, and p-chloroaniline in 10% (w/w) DMF solution to convert maleic anhydride units into maleimides. Optimum reaction conditions for cyclodehydration step of imide ring formation were : (a) reaction temp. of 80℃ (b) mole ratios of cyclodehydration agents : anhydride units in SMA/acetic anhydride/sodium acetate/triethyl amine= 1.0/2.0/0.2/l.1. T_g of SMI(imide modified SMA) was increased with increasing degree of imidization, but T_g leveled off in the early stage of imide content. And T_g of SMI was increased with the following order of amines used for imidization reagents : aniline < p-toluidine < p-chloroaniline.

[References]

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[1] Kulich D, Kelly P, J. Pace Ency. Polym. Sci. Tech., 1, 388 (1985)

[2] Mod. Plast. Ins., 13, 29 (1983)

[3] European. Patent, 164,874 (1985)

[4] Fles D, J. Polym. Sci. A: Polym. Chem., 27, 3227 (1989)

[5] Ger. Patent, 2,747,822 (1979)

[6] Stass WH, U.S. Patent, 4,436,871 (1984)

[7] Keitz JD, Barlow JW, Paul DR, J. Appl. Polym. Sci., 29, 3131 (1984)

[8] Ikuma S, Aoki Y, Watanabe N, U.S. Patent, 4,598,126 (1986)

[9] Aoki Y, Macromolecules, 21, 1277 (1988)

[10] Krawiec W, Makromol. Chem., 116(10), 2141 (1989)

[11] Turner SR, J. Polym. Sci., 22, 2281 (1984)

[12] Keana JF, J. Org. Chem., 48, 2261 (1983)

[13] The Aldrich Library of IR Spectra, Third Ed. (1981)

[14] Yang CP, Wang SS, J. Polym. Sci. A: Polym. Chem., 27, 15 (1989)