Wang P Y, Llewellyn-Thomas E
J Biomed Mater Res. 1978 Nov;12(6):831-41. doi: 10.1002/jbm.820120606.
Previous work in this series has shown that some aromatic and n-alkyl isocynates can significantly improve the adhesion of a fast-setting polyurethane prepolymer to internal tissue. In the present study, several acyl or aroyl anhydrides, chlorides, and a triaryl chloroalkane have been found to effect various degrees of improvement in the adhesion of fast-setting prepolymer to tissue. To determine the influence of minor structural changes on adhesion, the isomers of methyl phenyl isocynate and chlorobenzoyl chloride were investigated. The isomers were found to give the same extent of improvement in adhesion of the prepolymer as the parent compound without the methyl or chloro substituents. Among all the reactive monofunctional compounds studied, benzoyl chloride and its chlorobenzoyl derivatives are the most effective. When primed on tissue or admixed as little as a 3% additive in some polymer preparations, these aroyl chlorides can promote the adhesion of many ordinary adhesives to internal tissue. The effectiveness is attributed to the modification of hydrophilic tissue surface by the hydrophobic benzoyl group attached to tissue after reaction. The prosthetic benzoyl group makes the tissue/polymer interface more compatible and the compatibility results in good adhesion.
本系列之前的研究表明,一些芳香族和正烷基异氰酸酯可显著提高速凝聚氨酯预聚物与内部组织的粘附力。在本研究中,已发现几种酰基或芳酰基酸酐、氯化物以及一种三芳基氯代烷烃能在不同程度上提高速凝预聚物与组织的粘附力。为确定微小结构变化对粘附力的影响,对甲基苯基异氰酸酯和氯苯甲酰氯的异构体进行了研究。结果发现,这些异构体在预聚物粘附力提高程度上与没有甲基或氯取代基的母体化合物相同。在所有研究的反应性单官能化合物中,苯甲酰氯及其氯苯甲酰衍生物最为有效。当涂覆在组织上或在某些聚合物制剂中作为低至3%的添加剂混合时,这些芳酰氯可促进许多普通粘合剂与内部组织的粘附。其有效性归因于反应后附着在组织上的疏水性苯甲酰基对亲水性组织表面的改性。假体苯甲酰基使组织/聚合物界面更具相容性,而这种相容性导致良好的粘附力。