CN111072795A - 3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的新用途 - Google Patents
3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的新用途 Download PDFInfo
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Abstract
本发明提供3,5‑二(9‑咔唑基)苯基‑(4‑甲基苯基)甲酮的新用途,即作为光引发剂在紫外光固化组合物中的应用。研究发现该化合物具有较强的紫外光吸收性能,能有效吸收270~360nm的紫外光。因咔唑基团有较强的分子内电子转移特性,将其进入二苯甲酮骨架的结构中,可以增大共轭体系的给电子能力,使得分子内电子转移程度增大,提高其光引发剂效率,从而能够提高二苯甲酮类化合物的稳定性和感光活性。同时可以减少苯的释放、迁移,有效缓解固化过程中的氧阻聚及固化涂层变黄现象。作为紫外光引发剂在光固化组合物中具有良好的引发活性、表面固化能力。
Description
技术领域
本发明涉及含有咔唑基二苯甲酮化合物的新用途,具体涉及3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮作为紫外光引发剂的应用。
背景技术
近年来作为一种环境友好的光固化技术得到了蓬勃发展,已被广泛应用于涂料、油墨、粘合剂、电子器件、光纤材料等许多领域。光引发剂是光固化体系的主要成份,光固化产品的发展在一定程度上依赖于体系中光引发剂的发展,开发新型、高效且稳定的光引发剂成为紫外光固化技术关键之一。二苯甲酮(BP)是一种结构简单、价格便宜的光引发剂,但其分子量小,在固化过程中容易挥发、迁移,氧阻聚现象较为明显。而且无取代基的苯环容易被氧化成醌而使固化涂层变黄。因此,在实际应用中人们对二苯甲酮类光引发剂提出了新的结构和性能的要求,期待功能优异的产品出现。
发明内容
本发明的目的在于提供3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的新用途。
中国专利(CN107501164 A)曾公开了3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮及其制备方法。3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的结构式如下:
本发明通过对3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮进行综合性评价的研究发现,该化合物具有较强的紫外光吸收性能,能有效吸收270~360nm的紫外光(图1),而且具有无色、无气味等特点。因此,该化合物有望作为紫外光引发剂应用于光固化组合物(涂料、油墨、黏合剂等)中。
所述的光固化组合物中,除了含有3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮,还含有:
A、至少一种乙烯类不饱和化合物预聚体;
B、至少一种乙烯类不饱和化合物单体;
C、助剂。
所述乙烯类不饱和化合物预聚体为环氧丙烯酸酯树脂、聚酯丙烯酸酯树脂或聚氨酯丙烯酸酯树脂。
所述的乙烯类不饱和化合物单体为一元或二元以上脂肪醇丙烯酸酯。
所述的光固化组合物中3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的含量为1-3%,优选含量1.5%。
所述的助剂优选为三乙醇胺。
所述的组合物为涂料、油墨或黏胶剂。
本发明的有益效果:3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮化合物具有较强的紫外光吸收性能,能有效吸收270~360nm的紫外光;在二苯甲酮骨架结构中进入具有较强的分子内电子转移特性的咔唑基团可以增大共轭体系的给电子能力,使得分子内电子转移程度增大,提高其光引发剂效率,从而能够提高二苯甲酮类化合物的稳定性和感光活性。同时可以减少苯的释放、迁移,有效缓解固化过程中的氧阻聚及固化涂层变黄现象。另外还具有无色、无气味等特点。因此,该化合物可作为紫外光引发剂应用于光固化组合物如涂料、油墨、黏合剂中。
附图说明
图1 3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的紫外光谱
具体实施方式
以下实施例用来具体说明3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮作为紫外引发剂在紫外光固化涂料中的应用,但不限于以下实施例的用途。
实施例1:
实验配方:
工作条件:
在装有搅拌器的容器内加入3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮3g,三乙醇胺2g,1,6-己二醇二丙烯酸酯44g,搅拌均匀后,再加入环氧丙烯羧酸树脂50g,继续搅拌使之分散均匀后,静止5-10分钟,即得到透明的光固化涂料。将该涂料用涂刷器在玻璃板上涂膜,膜的厚度为75um,在中压汞灯进行照射固化,汞灯功率是400W。
实施例2:
实验配方:
工作条件同实施例1。
实施例3:
实验配方:
工作条件同实施例1。
对比例1
实验配方:
工作条件同实施例1。
对比例2
实验配方:
工作条件同实施例1。
对比例3
实验配方:
工作条件同实施例1。
对上述实施例1-3、对比例1-3组合物的固化涂层进行性能测试:
a:表干时间测试:指干法或棉球法。
b:硬度测试:铅笔硬度法按GB/T6739-1996测试。使用涂膜铅笔划痕硬度仪,观察漆膜划痕痕迹,以未见划痕的铅笔为涂膜的铅笔硬度。
c:附着力测试:划格法测定(参照GB 9286—88)。通过划格实验方法判定涂膜附着力好坏。根据破坏程度可分为0~5级6个等级,最好为0级,膜面没有任一个小格脱落,5级为极差,膜面产生了严重的剥落。
表1固化涂层性能评价结果
实验 | 实施例1 | 实施例2 | 实施例3 | 对比例1 | 对比例2 | 对比例3 |
光引发剂含量 | 3% | 2% | 1.5% | 2% | 2% | 1.5% |
固化时间 | 3s | 5s | 5s | 5s | 8s | 10s |
外观 | 光滑透明 | 光滑透明 | 光滑透明 | 光泽度低 | 有针眼 | 有针眼 |
硬度 | 5H | 5H | 4H | 3H | 3H | 2H |
附着力 | 1 | 1 | 2 | 3 | 3 | 4 |
从表一可得知:光引发剂用量相同时,实施例及对比例中固化速度基本相同;当减少光引发剂的用量时,实施例3的固化时间短,且得到的固化膜具有优良的附着力和硬度、表面光滑均匀,无刺激性气味等优点,充分表明本发明的光引发剂具有较强的光引发活性,是一类非常具有发展前景的紫外光引发剂。
Claims (8)
1.3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮作为紫外光引发剂的应用。
2.如权利要求1所述的应用,是3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮作为紫外光引发剂在光固化组合物中的应用。
3.如权利要求2所述的应用,所述的光固化组合物中,除了含有3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮,还含有:
A、至少一种乙烯类不饱和化合物预聚体;
B、至少一种乙烯类不饱和化合物单体;
C、助剂。
4.如权利要求3所述的应用,所述乙烯类不饱和化合物预聚体为环氧丙烯酸酯树脂、聚酯丙烯酸酯树脂或聚氨酯丙烯酸酯树脂。
5.如权利要求3所述的应用,所述的乙烯类不饱和化合物单体为一元或二元以上脂肪醇丙烯酸酯。
6.如权利要求3所述的应用,所述的光固化组合物中3,5-二(9-咔唑基)苯基-(4-甲基苯基)甲酮的含量为1-3%。
7.如权利要求3所述的应用,所述的助剂为三乙醇胺。
8.如权利要求2-7任一项所述的应用,所述的光固化组合物为涂料、油墨或黏合剂。
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