18.97.9.171
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내구성유연제에 관한 연구 (Ⅰ) - 알킬이미다졸린 유도체의 합성 -
Studies on the Durable Softners (Ⅰ) - Synthesis of Alkyl Imidazoline Derivatives -
박홍수 , 김영근 , 편무실 ( Hong Soo Park , Young Geun Kim , Moo Sil Pyoun )
공업화학 vol. 1 iss. 2 197-206(10pages)
UCI I410-ECN-0102-2009-570-007309956

이미다졸린 핵에 유연성을 부여하기 위하여 소수성기로서 behenic acid를 선택하고 3종류의 polyalkylene polyamine과 반응시켜 1, 2-이치환 이미다졸린 화합물인 1-behenoyl-aminoethyl-2-heneicosylimidasoline(BHI), 1-behenoylbis(aminoethyl)-2-henoicosylimidazoline(BBI) 및 1-behenoyltris(aminoethyl)-2-heneicosylimidazoline(BTI)을 합성하였다. 동화합물들을 4급화 시켜 1,2-이치환 이미다졸린 염화물인 1-behenoylaminoethyl-1-glyci-dbl -2-heneicosylimidazolinium chloride (BHlC), 1-behenoylbis(aminoethyl)-1-glycidyl-2-heneicosylimidazolinium chloride(BBIC) 및 1-behenoyltris(aminoethyl)-1-glycidyl-2-heneicosylimidazolinium chloride(BTIC)를 합성하였다. BHI, BBI 및 BTI 합성의 최적조건은 210℃에서 8시간이었으며 BHIC, BBIC 및 BTIC 합성에서 BHIC는 BHI-epichlorohydrin 의 mole ratio가 1 : 1. 3, BBIC와 BTIC 는 mole ratio 가 1 : 1. 5 이상일 때 완전 4급화가 이루어졌다. BHIC, BBIC 및 BTIC 에서 유연제 BHICS, BBICS 및 BTICS 를 제조한 후 아크릴 섬유에 유연처리를 하여 유연성을 측정한 결과 양호한 유연제임이 밝혀졌다.

1, 2-Disoubstituted imidazolines, such as 1-behenoyl-amiroethyl-2- henoicosylimidazoline(BHI), 1-behenoylbis(aminoethyl)-2-henoicosylimidazoline(BBI), and 1-behenoyltris(aminoethyl)-2-henoicosy1imidazoline(BTI) were synthesized by reacting 3 kinds of polyalkylene polyamines with behenic acid to provide the softness to imidazoline ring. 1,2-Disubstituted imidazolinium chlorides, such as 1-behenoyl-aminoethyl-1-glycidyl-2-heneicosylimidazolimum chloride (BHIC), 1-behenoylbis(aminoethyl)-1-glycidyl-2-heneicosylimidazolimum chloride (BBIC), and 1-behenoyltris(aminoethyl)-1-glycidyl-2-heneicosylimidazolinium chloride(BTIC) were prepared by quaternizing 1, 2-disubstituted imidazoline compounds. The optimum condition for the preparation of BHI, BBI, and BTI was 8 hrs at 210℃. In the synthesis of BHIC, the completely quaternized product was obtained by reacting BHI-epichlorohydrin with 1 : 1.3 mole ratio, and mole ratios higher than 1 : 1. 5 were required in the preparation of BBIC and BTIC. BHICS, BBICS, and BTICS softners from BHIC, BBIC, and BTIC was treated to acrylic fiber. It was found that they were good softners as the softening property was measured.

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