Poly[2-n-alky-1,4-phenylene bis(4,4'-dimethylsibenzoate)]의 합성 및 물성

이수민; 정재희; 김기수; 이광섭

Polymer(Korea), Vol.17, No.4, 463-471, July, 1993

Export Citation

Poly[2-n-alky-1,4-phenylene bis(4,4'-dimethylsibenzoate)]의 합성 및 물성

Synthesis and Properties of Poly[2-n-alkyl-1,4-phenylene bis(4,4'-dimethylsibenzoate)]

이수민, 정재희, 김기수, 이광섭

초록

규연성 곁사슬이 도입된 실리콘 함유 방향족 폴리에스테르는 bis(4-chlorocarbonyl) dimetylsilan과 2-n-alkylhydroquinone의 용액, 용융 및 계면중축합 반응에 의해 합성하였다. 모든 중합체들은 THF, chloroform, DMF, p-chlorophenol 등과 간은 극성용매에 용해되었으며 용액점도는 곁사슬의 길이와 중합방법에 따라 0.23∼1.23dl/g으로 측정되었다. 이들 중합체들의 곁사슬의 용융에 기인한 성전이는 46∼99 ℃의 범위에서 관측할 수 있었는데 그 온도는 곁사슬의 길이가 증가하면서 감소하는 경향을 보였다. TGAA 곡선상에 나타난 초기 분해온도(T_id)는 질소가스 분위기하에서 307∼309 ℃이었으며, 800 ℃에서의 잔존 질량은 21.4∼35.2%로 겉사슬의 길이가 길어질수록 중합체내에서 방향족 성분의 양이 감소하여 낮은 값을 보였다. X-선 회절 실험 결과 알킨기가 치환된 중합체는 겉사슬의 격성화에 기인하여 약간의 결정성이 있음을 알 수 있었다.

Several silicon-containing aromatic polysters with flexible aide branches were synthesized by solution, melt and interfacial polycondensatlon of bis (4- chlorocarbonyphenyl)dimethylsilane with 2-n-alkylhydroquinones. All polymers were soluble In polar soluble in polar solvent like THF, chloroform, DMF, pchlorophrnol, etc, and their inherent viscosities ranged from 0.23 to 1.23 d1/g depfnding on the length of side branches, and polymerzation mothods. The phase transition duct to sidle chain melting of these polyesters were detectable at 46∼99℃, whose values decreased with increasing the length of side chains. The initial decomposition(7,4) in TGA curves appealed at 307∼309℃ in N₂ gas and residual weights at 800℃ were 21.4%∼35.2%. Wide angle X-ray diffractograms showed that alkylsubstituted polyesters have some crystallinity resulting from crystallization of flexible side branches.

[References]

Kipping FS, Proc. R. Soc. A, 159, 139 (1937)
Thomas TH, Kendrick TC, J. Polym. Sci. A: Polym. Chem., 2, 537 (1969)
Grassie N, McFarlame IG, Eur. Polym. J., 14, 875 (1978)
Watt JAC, Chem. Br., 6, 519 (1970)
Southwart DW, Hunt T, J. Inst. Rubber Ind., 2, 77 (1968)
Southwart DW, Hunt T, J. Inst. Rubber Ind., 4, 75 (1979)
Golduskii EA, Kuzminsk AS, Polym. Sci. Technol., 6, 75 (1979)
Merker RL, Scott MJ, J. Polym. Sci. A: Polym. Chem., 2, 15 (1964)
Breed LW, Elliot RL, Whitehead ME, J. Polym. Sci. A: Polym. Chem., 5, 2745 (1967)
Grassie N, McFarlame IG, Francey KF, Eur. Polym. J., 15, 415 (1979)
Breed LW, Elliot RL, Rosenberg H, U.S. Patent, 3,702,317 (1972)
Breed LW, Wiely JC, U.S. Patent, 3,803,086 (1974)
Kovacs HN, Delman AD, Simms BB, J. Polym. Sci. A: Polym. Chem., 6, 2103 (1968)
Kovacs HN, Delman AD, Simms BB, J. Polym. Sci. A: Polym. Chem., 6, 2117 (1968)
Pratt JR, Johnston NJ, Polym. Eng. Sci., 16, 309 (1976)
Ghatge ND, Jadhav JY, J. Polym. Sci. A: Polym. Chem., 21, 3055 (1983)
Ghatge ND, Jadhav JY, Chaven NN, Eur. Polym. J., 20, 1009 (1984)
Ghatge ND, Jadhav JY, Misra BM, J. Polym. Sci., 24, 103 (1986)
Jadhav JY, Makromol. Chem. Rapid Commun., 6, 457 (1985)
Lee SM, Kim KS, Lee KS, Lee SK, Polym.(Korea), 13(10), 888 (1989)
Kipping R, J. Chem. Soc., 95, 302 (1909)
Speck SB, J. Org. Chem., 18, 1689 (1953)
Ghatge ND, Jadhav JY, Syn. React. Inorg. Org. Chem., 14, 83 (1984)
Majnusz J, Lenz RW, Eur. Polym. J., 21, 565 (1985)
Ballauff M, Angew. Chem.-Int. Edit., 28, 253 (1989)
Lee KS, Lee BW, Jung JC, Lee SM, Polym.(Korea), 13(1), 47 (1989)
Lee KS, Won JC, Jung JC, Makromol. Chem., 190, 1547 (1989)
Lee KS, Kim HM, Rhee JM, Lee SM, Makromol. Chem., 192, 1033 (1991)
Lee KS, Rhee JM, Choi KY, Kim HM, Lee SM, Frontiers of Polymer Research, Plenum Press, NY, pp. 529-540 (1992)

[Referenced By]

[1] Kipping FS, Proc. R. Soc. A, 159, 139 (1937)

[2] Thomas TH, Kendrick TC, J. Polym. Sci. A: Polym. Chem., 2, 537 (1969)

[3] Grassie N, McFarlame IG, Eur. Polym. J., 14, 875 (1978)

[4] Watt JAC, Chem. Br., 6, 519 (1970)

[5] Southwart DW, Hunt T, J. Inst. Rubber Ind., 2, 77 (1968)

[6] Southwart DW, Hunt T, J. Inst. Rubber Ind., 4, 75 (1979)

[7] Golduskii EA, Kuzminsk AS, Polym. Sci. Technol., 6, 75 (1979)

[8] Merker RL, Scott MJ, J. Polym. Sci. A: Polym. Chem., 2, 15 (1964)

[9] Breed LW, Elliot RL, Whitehead ME, J. Polym. Sci. A: Polym. Chem., 5, 2745 (1967)

[10] Grassie N, McFarlame IG, Francey KF, Eur. Polym. J., 15, 415 (1979)

[11] Breed LW, Elliot RL, Rosenberg H, U.S. Patent, 3,702,317 (1972)

[12] Breed LW, Wiely JC, U.S. Patent, 3,803,086 (1974)

[13] Kovacs HN, Delman AD, Simms BB, J. Polym. Sci. A: Polym. Chem., 6, 2103 (1968)

[14] Kovacs HN, Delman AD, Simms BB, J. Polym. Sci. A: Polym. Chem., 6, 2117 (1968)

[15] Pratt JR, Johnston NJ, Polym. Eng. Sci., 16, 309 (1976)

[16] Ghatge ND, Jadhav JY, J. Polym. Sci. A: Polym. Chem., 21, 3055 (1983)

[17] Ghatge ND, Jadhav JY, Chaven NN, Eur. Polym. J., 20, 1009 (1984)

[18] Ghatge ND, Jadhav JY, Misra BM, J. Polym. Sci., 24, 103 (1986)

[19] Jadhav JY, Makromol. Chem. Rapid Commun., 6, 457 (1985)

[20] Lee SM, Kim KS, Lee KS, Lee SK, Polym.(Korea), 13(10), 888 (1989)

[21] Kipping R, J. Chem. Soc., 95, 302 (1909)

[22] Speck SB, J. Org. Chem., 18, 1689 (1953)

[23] Ghatge ND, Jadhav JY, Syn. React. Inorg. Org. Chem., 14, 83 (1984)

[24] Majnusz J, Lenz RW, Eur. Polym. J., 21, 565 (1985)

[25] Ballauff M, Angew. Chem.-Int. Edit., 28, 253 (1989)

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

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

[28] Lee KS, Kim HM, Rhee JM, Lee SM, Makromol. Chem., 192, 1033 (1991)

[29] Lee KS, Rhee JM, Choi KY, Kim HM, Lee SM, Frontiers of Polymer Research, Plenum Press, NY, pp. 529-540 (1992)