내구성유연제에 관한 연구 (I) -알킬이미다졸린 유도체의 합성-

Studies on the Durable Softners (I) -Synthesis of Alkyl Imidazoline Derivatives-

이미다졸린 핵에 유연성을 부여하기 위하여 소수성기로서 behenic acid를 선택하고 3종류의 polyalkylene polyamine 과 반응시켜 1, 2-이치환 이미다졸린 화합물인 1-behenoyl-aminoethyl-2-heneicosylimidazoline(BHI), 1-behenoylbis(aminoethyl)-2-heneicosylimidazoline(BBI) 및 1-behenoyltris(aminoethyl)-2-heneicosylimidazoline(BTI)을 합성하였다. 동 화합물들을 4급화 시켜 1, 2-이치환 이미다졸린 염화물인 1-behenoylaminoethyl-1-glycidyl-2-heneicosylimidazolinium chloride(BHIC), 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 $210^{\circ}C$에서 8시간이었으며 BHIC, BBIC 및 BTIC 합성에서 BHIC는 BHI-epichlorohydrin의 mole ratio가 1:1.3, BBIC와 BTIC는 mole ratio가 1:1.5 이상일 때 완전 4급화가 이루어졌다. BHIC, BBIC 및 BTIC에서 유연제 BHICS, BBICS 및 BTICS를 제조한 후 아크릴 섬유에 유연처리를 하여 유연성을 측정한 결과 양호한 유연제임이 밝혀졌다.

1, 2-Disubstituted imidazolines, such as 1-behenoyl-aminoethyl-2-heneicosylimidazoline(BHI), 1-behenoylbis(aminoethyl)-2-heneicosylimidazoline(BBI), and 1-behenoyltris(aminoethyl)-2-henoicosylimidazoline(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-heneicosylimidazolinium chloride(BHIC), 1-behenoylbis(aminoethyl)-1-glycidyl-2-henoicosylimidazolinium chloride(BBIC), and 1-behenoyltris(aminoethyl)-1-glycidyl-2-henoicosylimidazolinium 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 $210^{\circ}C$. 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 form BHIC, BBIC, and BTIC was treated to acrylic fiber. It was found that were good softners as the softening property was measured.