CAJ | 학술논문

以脱氢枞酸、脱氢枞胺马来酸、丙烯海松酸、马来海松酸为原料,分别与胆碱反应合成了4种松香基胆碱季铵盐表面活性剂(Ⅰ1~Ⅳ1),同时分别与四甲基氢氧化铵反应合成了4种不含羟基松香基四甲基氢氧化铵季铵盐表面活性剂(Ⅰ2~Ⅳ2)。采用IR、1H NMR及13C NMR表征了产物的结构,并对其临界胶束浓度( CMC)、表面张力(γCMC )、乳化性能、泡沫性能、亲水亲油平衡值( HLB)等表面活性及抑菌性能进行了研究。结果表明,Ⅰ1、Ⅱ1、Ⅲ1和Ⅳ1的CMC值为6.9、2.0、3.8和8.0 mmol/L,对应γCMC为37.9、35.1、40.0和42.4 mN/m；Ⅰ2、Ⅱ2、Ⅲ2和Ⅳ2的CMC值为9.4、5.2、6.2和10.0 mmol/L,对应γCMC为39.7、39.0、43.1和45.1 mN/m。通过比较可知,带有羟基的季铵盐表面活性剂的CMC值和γCMC均小于相应不含羟基的季铵盐表面活性剂,说明羟基的存在能够提高表面活性剂的表面活性。8种松香基季铵盐表面活性剂的HLB值均大于18,具有较好的亲水性。表面活性剂Ⅱ1起泡性较好,起泡高度达到202 mm,5 min后对应的泡沫高度为165 mm。季铵盐Ⅲ1、Ⅲ2、Ⅳ1和Ⅳ2对表皮葡萄球菌具有良好的抑制效果,最小抑菌浓度为2 mg/L,优于市售的新洁尔灭和氨苄青霉素钠。羟基的存在对松香基季铵盐的抑菌性能无明显影响。
이탈경종산、탈경종알마래산、병희해송산、마래해송산위원료,분별여담감반응합성료4충송향기담감계안염표면활성제(Ⅰ1~Ⅳ1),동시분별여사갑기경양화안반응합성료4충불함간기송향기사갑기경양화안계안염표면활성제(Ⅰ2~Ⅳ2)。채용IR、1H NMR급13C NMR표정료산물적결구,병대기림계효속농도( CMC)、표면장력(γCMC )、유화성능、포말성능、친수친유평형치( HLB)등표면활성급억균성능진행료연구。결과표명,Ⅰ1、Ⅱ1、Ⅲ1화Ⅳ1적CMC치위6.9、2.0、3.8화8.0 mmol/L,대응γCMC위37.9、35.1、40.0화42.4 mN/m；Ⅰ2、Ⅱ2、Ⅲ2화Ⅳ2적CMC치위9.4、5.2、6.2화10.0 mmol/L,대응γCMC위39.7、39.0、43.1화45.1 mN/m。통과비교가지,대유간기적계안염표면활성제적CMC치화γCMC균소우상응불함간기적계안염표면활성제,설명간기적존재능구제고표면활성제적표면활성。8충송향기계안염표면활성제적HLB치균대우18,구유교호적친수성。표면활성제Ⅱ1기포성교호,기포고도체도202 mm,5 min후대응적포말고도위165 mm。계안염Ⅲ1、Ⅲ2、Ⅳ1화Ⅳ2대표피포도구균구유량호적억제효과,최소억균농도위2 mg/L,우우시수적신길이멸화안변청매소납。간기적존재대송향기계안염적억균성능무명현영향。
Choline was reacted with dehydroabietic acid, N-( dehydroabietyl) maleamic acid, acrylopimaric acid and maleopimaric acid, respectively, to prepare four rosinyl choline quaternary ammonium surfactants (Ⅰ1 -Ⅳ1 ) . And tetramethyl ammonium hydroxide was reacted with the four compounds respectively to prepare four rosinyl quaternary ammonium surfactants without hydroxyl groups (Ⅰ2 -Ⅳ2 ) . Their structures were characterized by IR, 1H NMR , 13C NMR spectra. Their critical micelle concentration ( CMC) , surface tension (γCMC ) , emulsifying ability, foaming ability, HLB value and bactericidal activity were evaluated. The results showed that CMC values ofⅠ1 ,Ⅱ1 ,Ⅲ1 ,Ⅳ1 were 6. 9, 2. 0, 3. 8 and 8. 0 mmol/L, the correspondingγCMC values were 37. 9, 35. 1, 40. 0 and 42. 4 mN/m. The CMC values of Ⅰ2 , Ⅱ2 , Ⅲ2 , Ⅳ2 were 9. 4, 5. 2, 6. 2 and 10. 0 mmol/L, the correspondingγCMC values were 39. 7, 39. 0, 43. 1 and 45. 1 mN/m. By comparison, CMC values andγCMC of quaternary ammonium salt surfactants with hydroxy groups were smaller than those of quaternary ammonium salt surfactants without hydroxyl groups. It could be seen that the existence of the hydroxyl groups could improve the surface activities of surfactants. HLB values of eight rosin-based quaternary ammonium salts were greater than 18. This showed that they had good hydrophilicity. The foaming ability of Ⅱ1 was better than the others, and foaming height was 202 mm, and then it turned to 165 mm after 5 min. Ⅲ1 , Ⅲ2 , Ⅳ1 and Ⅳ2 exhibited excellent antibacterial activity against Staphyloccocus epidermidis with minimum inhibition concentration of 2 mg/L, and the antibacterial activities were superior to the Bromogeramine and Ampicillin sodium. It showed that the existence of hydroxyl groups did not affect antibacterial activities of rosin-based quaternary ammonium salt.