촉매존재하 지방족이염기산에스테르와 1,4-Butanediol간의 에스테르 교환반응

박상순; 민우기; 임완비; 강혜정; Sang Soon Park; Woo Ki Min; Wan Bin Im; Hye Jung Kang

Polymer(Korea), Vol.23, No.6, 791-799, November, 1999

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촉매존재하 지방족이염기산에스테르와 1,4-Butanediol간의 에스테르 교환반응

Transesterification Reaction between Aliphatic Dibasic Ester and 1,4-Butanediol in the Presence of Various Catalysts

박상순, 민우기, 임완비, 강혜정^†

산업자원부 기술표준원 유기화학과

Sang Soon Park, Woo Ki Min, Wan Bin Im, and Hye Jung Kang^†

Organic Chemistry Division, Agency for Technology and Standards, MOICE, Kwacheon 427-010, Korea

E-mail:

초록

Dimethyl succinate, dimethyl adipate, dimethyl glutarate의 혼합물인 지방족 이염기산에 스테르와 dimethyl terephthalate를 1,4-butanediol과 온도범위 190-210 ℃에서 무촉매 또는 촉매 존재 하에서 에스테르 교환반응시켰다. 반응도는 에스테르 교환반응시 반응기에서 계외로 유출되는 메탄올의 함량을 시간별로 무게를 측정한 후 이를 이론 유출량과의 비로 계산하였다. 또한 에스테르 교환반응에 대하여 반응물 형태, 촉매 종류, 몰비, 그리고 온도의존성 등을 살펴보았다.

The transesterification reaction of dibasic esters(mixtures of dimethyl succinate, dimethyl adipate, and dimethyl glutarate) and dimethyl terephthalate with 1,4-butanediol was investigated in the temperature range from 190 to 210 ℃ without and with metal catalysts. The extent of reaction was followed by the measurement of output of methanol which was distilled from the reactor. The effect of reactants, catalysts, molar ratios, and temperature dependence on the transesterification reaction were also studied.

Keywords:transesterification;dibasic esters;extent of reaction;metal catalyzed reaction

[References]

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Thaler WA, Winston WS, Sartori G, U.S. Patent, 4,946,594 (1990)
Kang HJ, Park SS, "G-7 1st report," MOENV (1997)
Park SS, In SS, Kim DK, Huh JR, Polym.(Korea), 17(5), 588 (1993)
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Park SS, Im SS, Kim DK, J. Polym. Sci. A: Polym. Chem., 32(15), 2873 (1994)
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Van Uitert LG, Fernelius WC, Douglas BE, J. Am. Chem. Soc., 75, 2736 (1953)
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[1] Park SS, Jun HW, Im SS, Polym. Eng. Sci., 38(6), 905 (1998)

[2] Tokiwa Y, Suzuki T, J. Appl. Polym. Sci., 26, 441 (1981)

[3] Thaler WA, Winston WS, Sartori G, U.S. Patent, 4,946,594 (1990)

[4] Kang HJ, Park SS, "G-7 1st report," MOENV (1997)

[5] Park SS, In SS, Kim DK, Huh JR, Polym.(Korea), 17(5), 588 (1993)

[6] Hovenkamp SG, J. Polym. Sci. A: Polym. Chem., 9, 3617 (1971)

[7] Park SS, Im SS, Kim DK, J. Polym. Sci. A: Polym. Chem., 32(15), 2873 (1994)

[8] Walker CC, J. Polym. Sci. A: Polym. Chem., 21, 623 (1983)

[9] Shah TH, Bhatty JI, Gamlen GA, J. Macromol. Sci.-Chem., 4, 431 (1984)

[10] Otton J, Ratton S, Vasney VA, Markova GD, Nametov KM, Bakhmutov VI, Vinogradova SV, Korshak VV, J. Polym. Sci. A: Polym. Chem., 27, 3535 (1989)

[11] Datye KV, Raje HM, J. Appl. Polym. Sci., 30, 205 (1985)

[12] Tomita K, Ida H, Polymer, 16, 185 (1975)

[13] Van Uitert LG, Fernelius WC, Douglas BE, J. Am. Chem. Soc., 75, 2736 (1953)

[14] de Donder T, Bull. Acad. Belg. Cl. Sci., 8, 197 (1922)

[15] Laidler KJ, "Chemical Kinetics," 3rd Ed., Harper Collins Publishers, New York (1987)

[16] Levenspiel O, "Chemical Reaction Engineering," 2nd ed., Chap. 2, p. 23, John Wiley & Sons, Singapore (1972)

[17] Vijayakumar CT, Ponnusamy E, Balakrishnan T, Kothandaraman H, J. Polym. Sci. A: Polym. Chem., 20, 2715 (1982)