胺基化合物修饰戊二醛交联壳聚糖树脂的合成及其红外光谱研究

Preparation and FTIR Properties of Amino Compounds Modified Glutaraldehyde Crosslinked Chitosan Resin Activated with Cyanuric Chloride

研究了以三聚氯氰为活化剂,正丁胺、二甲胺、三甲胺、三乙胺、苯甲胺、对甲基苯胺、对氨基苯磺酸修饰戊二醛交联壳聚糖的制备及其红外光谱。壳聚糖1155cm-1的糖苷键ν(C—O—C)吸收峰、899cm-1的环振动吸收峰和1030cm-1的伯羟基ν(C—OH)吸收峰基本不变。在3430～3440cm-1的ν(O—H)和ν(N—H)吸收峰稍有变化,1400～1384cm-1的δ(C—H)吸收峰变化较明显。氨基化修饰交联壳聚糖仲羟基的ν(C—OH)吸收峰由1095cm-1移至1060～1070cm-1。三聚氯氰活化交联壳聚糖在803～812cm-1和1584～1590cm-1出现均三嗪环骨架振动吸收峰。随取代度和脱乙酰度不同,壳聚糖的酰胺Ⅰ,Ⅱ,Ⅲ峰强度变化明显。伯仲胺修饰交联壳聚糖在1517～1530cm-1出现质子化氨基δ(N—H)吸收峰,三甲胺、三乙胺修饰交联壳聚糖此峰消失或减弱,但在1400～1500cm-1出现一组ν(C—N)吸收峰。

The preparation and IR properties of I-butylamine, dimethylamine, trimethylamine, triethylamine, benzylamine, 4-methylaniline and 4-aminobenzenesulfonic acid modified glutaraldehyde crosslinked chitosan activated with cyanuric chloride were studied. The absorption of nu((O-H)) and nu((N-H)) at 3 430-3 440 cm(-1), nu((C-O-C)) at 1 155 cm(-1), nu((C-OH)) at 1030 cm(-1) and nu((C-O)) of beta-D-glucose at 899 cm(-1) were not shifted obviously. The absorption of delta((C-H)) at 1 400-1 384 cm(-1) and nu((C-OH)) at 1 095 cm(-1) varied markedly. The nu((O-N)) absorption of crosslinked chitosan was at 1640-1650 cm(-1). The skeleton vibration absorption of 1,3,5-triazine ring was at 803-812 cm(-1) and 1 584-1 590 cm(-1). With different deacetylation or substitution, the amide I, II, III absorption at 1 650, 1600 and 1 310 cm(-1) varied obviously. When modified with 1-butylamine, dimethylamine, benzylamine, 4-methylaniline and 4-aminobenzenesulfonic acid, strong absorption of delta((NH3+)) appeared at 1517-1530 cm(-1), which was weakened or disappeared when modified with trimethylamine or triethylamine, but a series of new absorption of nu((C-N)) appeared at 1 400-1 500 cm(-1).