수용성 폴리아민 내구성 대전방지제의 합성과 그의 특성화

김승진; 김한구; 근장현; 박홍수

Journal of the Korean Industrial and Engineering Chemistry, Vol.5, No.3, 466-477, June, 1994

Export Citation

수용성 폴리아민 내구성 대전방지제의 합성과 그의 특성화

Synthesis and Characterization of Water-soluble Polyamine Durable Antistatic Agent

김승진, 김한구, 근장현, 박홍수

초록

흡습성, 유연성 및 대전방지 효능을 지닌 것으로 알려진 PEG 600과 에퍼클로로히드린을 BF₃ 촉매로서 반응시켜 PEG 600-diglycidyl ether(PDE)를 합성하였다. 다음 PDE에 높은 전도성의 지방족 아민이며 경화제인 트리에틸렌테트라민으로서 공반응시켜 수용성인 긴 사슬의 폴리아민(PDET)을 얻고, PDET의 겔화방지와 수용액 안정성을 좋게 하기 위하여 아세트산프로 양이온화시켜 수용성의 제4급 암모늄 폴리아민(PDETA)을 합성하였다. 위에서 각각 합성된 PDET-2, -5, -6과 PDETA-2, -4에 각각 물을 첨가하여 대전방지제 PDET-2A, -5A, -6A, PDETA-2A, -4A를 제조하였다. 제조된 대전방지제를 PET 직물에 단독 혹은 수지병용으로 처리한 후 세탁횟수에 따른 표면전기저항과 반감기 특성의 시험결과, PDETA-2A와 -4A는 50회 세탁 후에도 대전방지 성능에 큰 변화가 없어서 내구성 대전방지제임을 확인하였다. 또한 세탁전의 표면전기저항 간이 각각 1×10⁷Ω, 2×10⁷이었고, 반감기 특성값은 0.8초와 1.1초로 나타나 양호한 대전방지제임이 입증되었다.

PEG 600-diglycidyl ethers(PDE) were synthesized using BF₃ catalyst by the reaction of epichlorohydrin and PEG 600 which is known to have the hygroscopicity, softening property, and antistatic property. Water-soluble long chain polyamines(PDET) were synthesized by coreaction of PDE and triethylenetetramine which is high conductive aliphatic amine curing agent. To prevent the gelation of the PDET and increase the water-solution stability, water-soluble quaternary ammonium polyamines were synthesized by cationation of PDET with acetic acid. Antistatic agents PDET-2A, PDET-5A, PDET-6A, PDETA-2A and PDETA-4A were prepared by the mixing of PDET-2, PDET-5, PDET-6, PDETA-2 and PDETA-4 with water. Synthesized antistatic agents were treated on PET textiles with and without resin. Then surface electrical resistivity and half life characteristics value were tested. As the results there were no remarkable decreasing changes in antistatic abilities of the textiles treated with PDETA-2A and PDETA-4A after 50 times washing. So PDETA-2A and PDETA-4A were proved to be durable antistatic agents. Surface electrical resistivity of the textiles treated with PDETA-2A and PDETA-4A before washing were 1×10⁷Ω and 2×10⁷Ω, respectively, and half life characteristics values were 0.8sec and 1.1sec, respectively. Therefore PDETA-2A and PDETA-4A were proved to be good antistatic agents.

[References]

Holms FH, Heap SA, J. Soc. Dyers Color, 83, 12 (1967)
Henshall AE, J. Soc. Dyers Color, 76, 525 (1960)
Marshall RM, Park SM, Dardoufas KC, U.S. Patent, 3,814,627 (1974)
Graff KW, U.S. Patent, 3,925,426 (1975)
Park HS, Kim YG, Kim JT, Bea JS, Choi HC, Polym.(Korea), 14(2), 153 (1990)
Tamber M, Cope JL, Jerome JL, U.S. Patent, 4,737,156 (1988)
Maity NC, Kartha KPR, Srivastava HC, Colourage, 31, 11 (1984)
Ozaki M, Ona I, Jap. Kokai, 8,823,976 A2 (1988)
Vigo TL, Bruno JS, J. Appl. Polym. Sci., 37, 371 (1989)
Park HS, Kim YG, Kim JT, Bea JS, Choi HC, Polym.(Korea), 14(3), 211 (1990)
Park HS, Park DW, Kim WJ, HWAHAK KONGHAK, 28(4), 403 (1990)
Keun JH, Kim YG, Park HS, J. Korean Fiber Soc., 28, 715 (1991)
Oh SJ, Park HS, Bea JS, J. Korean Fiber Soc., 29, 429 (1992)
Magat EE, Sharkey WH, U.S. Patent, 3,475,898 (1969)
Magat EE, Tanner D, U.S. Patent, 3,329,557 (1967)
Valko EI, Tesoro GC, Text. Res. J., 29, 21 (1959)
Ganmo S, Kogyo Kagaku Zasshi, 69, 1504 (1966)
Mcsherry WF, Drake GL, Cooper AB, Markezich AR, Am. Dyest. Reptr., 63, 52 (1974)
Venkatesh GM, Das TK, Pal S, Atira Tech. Dig., 13, 4 (1979)
Alvey FB, J. Appl. Polym. Sci., 13, 1473 (1969)
Bellamy LJ, "The Infra-red Spectra of Complex Molecules," 4th ed., Methuen & Co. Ltd., London (1966)
Hummel D, "Identification and Analysis of Surface-Active Agents by Infra-red an Chemical Methods," John Wiley & Sons Inc., Sydney (1962)
Shechter L, Wynstra J, Ind. Eng. Chem., 48, 86 (1956)
Smith IT, Polymer, 2, 95 (1961)
Batzer H, Zahir SA, J. Appl. Polym. Sci., 19, 601 (1975)
Romanchick WA, Geibel JF, Org. Coat. Appl. Polym. Sci. Proc., 46, 410 (1982)
Park HS, J. Korean Soc. Text. Eng. Chem., 26, 19 (1989)
Steiger FH, Text. Res. J., 27, 721 (1958)
Hearle JWS, Peters RH, "Moisture in Textiles," p. 123, Butterworth Publications Ltd., London (1960)
Diemunsh J, Chabert J, Bull. Inst. Text., 102, 887 (1962)
Sereda PJ, Feldman RF, J. Text. Inst. Trans., 55, T288 (1964)
Sugiyama SZ, Surface, 21, 36 (1983)

[Referenced By]

[1] Holms FH, Heap SA, J. Soc. Dyers Color, 83, 12 (1967)

[2] Henshall AE, J. Soc. Dyers Color, 76, 525 (1960)

[3] Marshall RM, Park SM, Dardoufas KC, U.S. Patent, 3,814,627 (1974)

[4] Graff KW, U.S. Patent, 3,925,426 (1975)

[5] Park HS, Kim YG, Kim JT, Bea JS, Choi HC, Polym.(Korea), 14(2), 153 (1990)

[6] Tamber M, Cope JL, Jerome JL, U.S. Patent, 4,737,156 (1988)

[7] Maity NC, Kartha KPR, Srivastava HC, Colourage, 31, 11 (1984)

[8] Ozaki M, Ona I, Jap. Kokai, 8,823,976 A2 (1988)

[9] Vigo TL, Bruno JS, J. Appl. Polym. Sci., 37, 371 (1989)

[10] Park HS, Kim YG, Kim JT, Bea JS, Choi HC, Polym.(Korea), 14(3), 211 (1990)

[11] Park HS, Park DW, Kim WJ, HWAHAK KONGHAK, 28(4), 403 (1990)

[12] Keun JH, Kim YG, Park HS, J. Korean Fiber Soc., 28, 715 (1991)

[13] Oh SJ, Park HS, Bea JS, J. Korean Fiber Soc., 29, 429 (1992)

[14] Magat EE, Sharkey WH, U.S. Patent, 3,475,898 (1969)

[15] Magat EE, Tanner D, U.S. Patent, 3,329,557 (1967)

[16] Valko EI, Tesoro GC, Text. Res. J., 29, 21 (1959)

[17] Ganmo S, Kogyo Kagaku Zasshi, 69, 1504 (1966)

[18] Mcsherry WF, Drake GL, Cooper AB, Markezich AR, Am. Dyest. Reptr., 63, 52 (1974)

[19] Venkatesh GM, Das TK, Pal S, Atira Tech. Dig., 13, 4 (1979)

[20] Alvey FB, J. Appl. Polym. Sci., 13, 1473 (1969)

[21] Bellamy LJ, "The Infra-red Spectra of Complex Molecules," 4th ed., Methuen & Co. Ltd., London (1966)

[22] Hummel D, "Identification and Analysis of Surface-Active Agents by Infra-red an Chemical Methods," John Wiley & Sons Inc., Sydney (1962)

[23] Shechter L, Wynstra J, Ind. Eng. Chem., 48, 86 (1956)

[24] Smith IT, Polymer, 2, 95 (1961)

[25] Batzer H, Zahir SA, J. Appl. Polym. Sci., 19, 601 (1975)

[26] Romanchick WA, Geibel JF, Org. Coat. Appl. Polym. Sci. Proc., 46, 410 (1982)

[27] Park HS, J. Korean Soc. Text. Eng. Chem., 26, 19 (1989)

[28] Steiger FH, Text. Res. J., 27, 721 (1958)

[29] Hearle JWS, Peters RH, "Moisture in Textiles," p. 123, Butterworth Publications Ltd., London (1960)

[30] Diemunsh J, Chabert J, Bull. Inst. Text., 102, 887 (1962)

[31] Sereda PJ, Feldman RF, J. Text. Inst. Trans., 55, T288 (1964)

[32] Sugiyama SZ, Surface, 21, 36 (1983)