스피로아세탈을 포함하는 폴리에스테르의 합성 및 물성

이종문; 이광섭; 최길영

Polymer(Korea), Vol.14, No.5, 448-455, October, 1990

Export Citation

스피로아세탈을 포함하는 폴리에스테르의 합성 및 물성

Synthesis and Properties of Polyesters Containing Spiroacetal Unit

이종문, 이광섭, 최길영

초록

여러종류의 폴리스피로아세탈은 3,9-bis(4-hydroxypheny)-2, 4, 8, 10-tetraoxaspiroundecane[SAB]과 지방족 산염화물의 계면축중합반응에 의해 합성되었다. 이들 중합체의 대부분은 m-크레졸과 페놀/테트라크로로메탄(1 : 1)등과 같은 극성용매에 용해되었으며 용액점성도(η_inh)는 0.15∼0.29dl/g이었다. DSC에 의한 열분석결과 T_g는 60∼125℃에서 측정되었는데 이들은 중합체의 유연성 사슬길이가 증가할 수록 감소하는 경향을 나타냈다. TG 분석에 의하면 5% 무게감량이 305∼333℃ 범위에서 관찰되어 일반적인 아세탈 중합체보다 열안정성이 양호함을 알수 있었다. X-선 회절실험에서 중합체들이 상온에서 결정성임이 확인되었다.

Several polyspiroacetals were synthesized by interfacial polyconcensation from 3, 9-bis(4-hydorxyphenyl)-2, 4, 8, 10-tetraoxaspiroundecane [SAB] with aliphatic acid chloride. The majority of these polymer were soluble in polar solvents like m-cresol and phenol/tetrachloroethane(1 : 1), and the inherent viscosities were ranged from 0.15 to 0.29dl/g. The Tg''s were detectable at 60∼125℃, whose values decreased with increasing aliphatic chain length. 5% Weight loss in TG curve were detected at 305∼333℃ in N₂ gas atmosphere. X-ray diffractograms showed that all of the polymer are crystalline at room temperature.

[References]

Read J, J. Chem. Soc., 101, 2090 (1912)
Fairbourne A, Woodley JW, J. Chem. Soc., 130, 3240 (1926)
Mkhitaryan VG, J. Gen. Chem., 9, 1923 (1939)
Abbott LS, Faulkner D, Hollis CE, U.S. Patent, 2,739,972 (1956)
Conrad WE, Gesner BD, Levasseur LA, Murphy RF, Conrad HM, J. Org. Chem., 26, 3571 (1961)
Orth H, Kunststoffe, 41, 454 (1951)
Kress BH, U.S. Patent, 2,785,996 (1957)
Cohen SM, Lavin E, J. Appl. Polym. Sci., 6, 508 (1962)
Bailey WJ, Volpe AA, Polym. Prepr., 8, 92 (1967)
Kurita K, Hirakawa N, Dobashi T, Iwakura Y, J. Polym. Sci. A: Polym. Chem., 17, 2567 (1979)
Akar A, Talinli N, Makromol. Chem. Rapid Commun., 10, 127 (1989)
Komminoth P, Poppenwimmer K, Redel H, Robinson T, Ger, Offen. 2,151,724 (1972)
Miyamoto A, Matsukawa H, Ger. Offen., 2,343,800 (1974)
Matsukawa H, Saeki K, Ger. Offen. 2,404,412 (1974)
Yukuta T, Oobashi T, Yoshii H, Japan Kokal 75,91,462 (1975)
Magosch JH, Karl H, Rueter J, Ger. Offen. 2,448,954 (1976)
Heller J, Penhale DWH, Panburn SH, Prog. Biomed. Eng., 5, 175 (1988)
Hirose S, Hatakeyama T, Hatakeyama H, Sen-I Gakkaishi, 38, 507 (1982)
Lee KS, Won JC, Jung JC, Makromol. Chem., 190, 1547 (1989)
Ballauff M, Makromol. Chem. Rapid Commun., 7, 407 (1986)
Fletcher SE, Mortimer CT, Springall HD, J. Chem. Soc., 81, 580 (1959)
Ballauff M, Schmidt GG, Mol. Cryst. Liq. Cryst., 147, 163 (1987)
Lee KS, Lee BW, Jung JC, Lee SM, Polym.(Korea), 13(1), 47 (1989)

[Referenced By]

[1] Read J, J. Chem. Soc., 101, 2090 (1912)

[2] Fairbourne A, Woodley JW, J. Chem. Soc., 130, 3240 (1926)

[3] Mkhitaryan VG, J. Gen. Chem., 9, 1923 (1939)

[4] Abbott LS, Faulkner D, Hollis CE, U.S. Patent, 2,739,972 (1956)

[5] Conrad WE, Gesner BD, Levasseur LA, Murphy RF, Conrad HM, J. Org. Chem., 26, 3571 (1961)

[6] Orth H, Kunststoffe, 41, 454 (1951)

[7] Kress BH, U.S. Patent, 2,785,996 (1957)

[8] Cohen SM, Lavin E, J. Appl. Polym. Sci., 6, 508 (1962)

[9] Bailey WJ, Volpe AA, Polym. Prepr., 8, 92 (1967)

[10] Kurita K, Hirakawa N, Dobashi T, Iwakura Y, J. Polym. Sci. A: Polym. Chem., 17, 2567 (1979)

[11] Akar A, Talinli N, Makromol. Chem. Rapid Commun., 10, 127 (1989)

[12] Komminoth P, Poppenwimmer K, Redel H, Robinson T, Ger, Offen. 2,151,724 (1972)

[13] Miyamoto A, Matsukawa H, Ger. Offen., 2,343,800 (1974)

[14] Matsukawa H, Saeki K, Ger. Offen. 2,404,412 (1974)

[15] Yukuta T, Oobashi T, Yoshii H, Japan Kokal 75,91,462 (1975)

[16] Magosch JH, Karl H, Rueter J, Ger. Offen. 2,448,954 (1976)

[17] Heller J, Penhale DWH, Panburn SH, Prog. Biomed. Eng., 5, 175 (1988)

[18] Hirose S, Hatakeyama T, Hatakeyama H, Sen-I Gakkaishi, 38, 507 (1982)

[19] Lee KS, Won JC, Jung JC, Makromol. Chem., 190, 1547 (1989)

[20] Ballauff M, Makromol. Chem. Rapid Commun., 7, 407 (1986)

[21] Fletcher SE, Mortimer CT, Springall HD, J. Chem. Soc., 81, 580 (1959)

[22] Ballauff M, Schmidt GG, Mol. Cryst. Liq. Cryst., 147, 163 (1987)

[23] Lee KS, Lee BW, Jung JC, Lee SM, Polym.(Korea), 13(1), 47 (1989)