용해성 전구체를 통한 Sulfonated Poly(phenylene sulfide)의 합성과 암모니아가스 흡착

손원근; 김현석; 박수길

Journal of the Korean Industrial and Engineering Chemistry, Vol.10, No.5, 666-671, August, 1999

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용해성 전구체를 통한 Sulfonated Poly(phenylene sulfide)의 합성과 암모니아가스 흡착

Synthesis of Sulfonated Poly(phenylene sulfide) via Soluble Precursor and its Ammonia Gas Adsorption

손원근, 김현석, 박수길

초록

본 연구에서 술폰화된 poly(phenylene sulfide)(SPPS)는 10%의 발연황산으로 PPST를 술폰화한 후 NaOH 수용액으로 demethylation하여 제조하였다. 유기용매에 용해되는 PPST는 methyl-(phenylthio)phenyl sulfoxide(MPPSO)의 자가축합 반응으로 합성되었다. SPPS는 1200 cm^-1에서 -SO₃H의 비대칭 O=S=O 신축진동에 의한 흡수피크와 621 cm^-1에서 S-O 신축진동에 의한 흡수피크가 관찰된 것으로 보아 술폰산기가 도입된 것을 알 수 있다. PPST의 술폰화를 150℃에서 12시간 반응했을 때 반복단위당 1.48개의 술폰산기가 도입되었으며, 고온 GPC로 측정된 PPST와 SPPS의 중량평균분자량(Mw)은 각각 118323rhk 131204이었다. SPPS의 암모니아 가스 흡착능은 9.67 mmol NH₃/g이었고, 활성탄, 실리카겔보다 월등히 높았다.

In this work, sulfonated poly(phenylene sulfide) (SPPS) was prepared by demethylation with aqueous NaOH solution after poly[methyl[4-(phenylthio)phenyl]sulfonium trifluoromethanesulfonate](PPST) was sulfonated with fumic sulfonic acid(10% SO₃-H₂SO₄). PPST soluble in organic solvents was synthesiszed by self-condensation polymerization of methyl-(phenylthio)phenyl sulfoxide(MPPSO). SPPS showed IR bands of asymmetric O=S=O stretching at 1200 cm^-1 and S-O stretching at 621 cm^-1 from -SO₃H group. From the result, it could be known that sulfonic acid groups were introduced to poly(phenylene sulfide). when PPST was sulfonated for 12hr at 150℃, 1.48 sulfonic acid groups were introduced per repeat unit. The weight average molecular weight(Mw) of PPST and SPPS determined by high temperature GPC were 118323 and 131204, respectively. The SPPS exhibited adsorption capacity of ammonia gas 9.67 mmol NH₃/g and it was much higher than that of active carbon or silica gel.

Keywords:Ion exchanger;Sulfonated poly(phenylene sulfide);Gas adsorption;Ammonia adsorption

[References]

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[1] 金子克美, 尾關壽美男, 井上勝也, Chem. Soc. Jpn., 12, 2315 (1985)

[2] Kaneko K, Ozeki S, Inouye K, Nippon Kagaku Kaishi, 1351 (1985)

[3] Goupil JM, Hemidy JF, Cornet D, Zeolites, 2, 47 (1982)

[4] Toshima N, Asanuma H, Yamaguchi K, Hirai H, Bull. Chem. Soc. Jpn., 62, 563 (1989)

[5] Tuenter G, van Leeuwen WF, Leo JM, Ind. Eng. Chem. Prod. Res. Dev., 25, 633 (1986)

[6] Yoshkado S, Solid State Ion., 9-10, 1305 (1983)

[7] Yoshkado S, Solid State Ion., 40-41, 142 (1992)

[8] Hori T, Saito K, Frusaki S, Sugo T, Okamoto J, Chem. Soc. Jpn., 12, 1792 (1986)

[9] Tsuneda S, Saito K, Furusaki S, J. Membr. Sci., 58, 221 (1991)

[10] Okamoto J, Sugo T, Katakai A, Omichi H, J. Appl. Polym. Sci., 30, 2967 (1985)

[11] Asanuma H, Takemura A, Toshima N, Hirai H, Ind. Eng. Chem. Res., 29(11), 2267 (1990)

[12] Toshima N, Asanuma H, Hirai H, Bull. Chem. Soc. Jpn., 62, 893 (1989)

[13] Park JS, Nho YC, Jin JH, Polym.(Korea), 22(1), 39 (1998)

[14] Park JS, Kwon OH, Nho YC, Polym.(Korea), 21(5), 718 (1997)

[15] Park JS, Nho YC, Polym.(Korea), 21(2), 325 (1997)

[16] Park JS, Nho YC, Polym.(Korea), 22(1), 47 (1998)

[17] Ueda M, J. Polym. Sci. A: Polym. Chem., 31, 853 (1993)

[18] Miyataka K, Iyotani H, Yamamoto K, Tsuchida E, Ind. Eng. Chem. Res., 36, 6969 (1996)

[19] Turner JC, Meares P, Weldon KA, Ind. Eng. Chem. Res., 34(8), 2817 (1995)

[20] Tsuchida E, Shouji E, Yamamoto K, Macromolecules, 26, 7144 (1993)

[21] Edmonde JT, Hill HW, U.S. Patent, 3,354,129 (1967)