CN1110965A - 1，2，4，5-苯四酸的盐及其制备方法和用途 - Google Patents

1，2，4，5-苯四酸的盐及其制备方法和用途 Download PDF

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CN1110965A
CN1110965A CN95100094A CN95100094A CN1110965A CN 1110965 A CN1110965 A CN 1110965A CN 95100094 A CN95100094 A CN 95100094A CN 95100094 A CN95100094 A CN 95100094A CN 1110965 A CN1110965 A CN 1110965A
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R·格拉斯
E·沃尔夫
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Abstract

本发明涉及1，2，4，5-苯四酸的盐、其制备及其 在制备无光环氧化物和混合粉末涂料方面的应用，所 述1，2，4，5-苯四酸的盐包括1mol1，2，4，5-苯四酸和0.5—2mol上式所代表的盐，式中R、R1、R2、R3和R4相同或不同，为氢、具有1—8个碳原子的(环)烷基和芳烃基，以及R1和R2和R3和R4可以形成可含氧原子作杂原子的接合环。

Description

本发明涉及1，2，4，5-苯四酸的新盐、其制备方法以及其在制备无光环氧化物和混合粉末涂料方面的用途。
DE-A  2324696描述了无光涂料的制备方法，其中环氧树脂用1，2，4，5-苯四酸与环状脒（咪唑啉、四氢嘧啶）的盐来固化。对于固化，需要180-200℃的温度。
人们对具有DE-A  2324696的1，2，4，5-苯四酸盐的优点并能在低约20℃的条件下固化的固化剂十分感兴趣，这是目前用DE-A  2324696的盐所不可能做到的。因此，本发明的目的在于发现具有DE-A  2324696的1，2，3，4-苯四酸盐的优点而无其缺点的固化剂。
令人惊讶的是，用1，2，4，5-苯四酸与胍形成的盐能够达到所述目的。
因此本发明涉及1，2，4，5-苯四酸的盐，其特征在于，它们包括1mol  1，2，4，5-苯四酸和0.5-2mol下式所代表的胍：
Figure 951000942_IMG3
式中R、R1、R2、R3和R4相同或不同，为氢、具有1-8个碳原子的（环）烷基和芳烃基，以及R1和R2和R3和R4可以形成可含氧原子作杂原子的接合环。
适于制备本发明的1，2，4，5-苯四酸的盐的胍的例子有四甲基胍、四甲基环己基胍、N，N′，N″-三苯基胍和N，N′-二环己基-4-吗啉甲酰胺。按照本发明的盐中的碱性氮含量为1-10mmol NH2/g;羧基含量为3-13mmol/g。
本发明化合物是这样的物质：无色至亮黄色（在某些情况下），熔点为140至约250℃。它们按已知的方法来制备，即将所述胺组分分批在沸腾温度加至溶于水或乙醇的1，2，4，5-苯四酸中。
待胺加完后，再继续加热约1小时，然后将该混合物冷却至室温。若使用乙醇，则将生成的沉淀滤出并于60℃在真空干燥箱中干燥。在水中，该反应产物是可溶的，用已知方法例如蒸馏法或喷雾干燥法将水去除。
因此，本发明还涉及上述本发明的1，2，4，5-苯四酸的盐的制备方法，它包括将1mol  1，2，4，5-苯四酸与0.5-2mol所述胍于50-100℃在水和/或乙醇中反应，反应结束后，将反应产物由溶剂中分出或用喷雾干燥法分出反应产物。
如前所述，本发明化合物适于制备如例如DE-A  2324696中所述的无光环氧化物和混合粉末涂料。
本发明还涉及所述本发明1，2，4，5-苯四酸的盐在制备无光混合粉末涂料方面的应用，除含COOH的聚酯和，若有必要，嵌有ε-己内酰胺的异佛尔酮二异氰酸酯加成物外，该环氧树脂还含0.5-12%（重量）的1，2，4，5-苯四酸，优选1-7%（重量），更优选2.0-5.5%（重量）。
最后，本发明涉及所述本发明1，2，4，5-苯四酸的盐在制备无光环氧化物粉末涂料方面的应用，该环氧树脂含3-12%（重量）的1，2，4，5-苯四酸的盐，优选4-7%（重量）。
所用的聚环氧化物是固态的树脂状物质，在60-150℃范围内熔化，优选70-110℃，每分子平均含有1个以上1，2-环氧基团。原则上，所有每分子含有1个以上1，2-环氧基团的化合物均是合适的，但优选由双酚A和表氯醇反应获得的环氧当量为400-3000、优选800-1000的可商购的环氧树脂。
含羧基的聚合物是由多元醇和多元羧酸和/或其衍生物制得的聚酯-多元羧酸。这些酸性聚酯的熔点范围在60-160℃，优选80-120℃，其酸值在10-150mg  KOH/g范围内变动，优选30-60mg  KOH/g;OH值应在10mg  KOH/g以下。
用于制备按照本发明所使用的聚酯-多元羧酸的多元羧酸的例子有草酸、己二酸、2，2，4-（2，4，4-）三甲基己二酸、壬二酸、癸二酸、癸烷二羧酸、十四烷双酸、富马酸、邻苯二甲酸、间苯二酸、对苯二酸、1，2，4-苯三酸和1，2，4，5-苯四酸。用于所述酸性聚酯的多元醇如下：乙二醇，1，2-和1，3-丙二醇，1，2-、1，3-1，4-和2，3-丁二醇，1，5-戊二醇，3-甲基-1，5-戊二醇，新戊二醇，1，6-己二醇，1，12-十二烷二醇，2，2，4-（2，4，4-）三甲基-1，6-己二醇，三羟甲基丙烷，甘油，季戊四醇，1，4-二羟甲基环己烷，环己烷-1，4-二醇，二甘醇，三甘醇和二丙二醇。当然也可以使聚酯与多元羧酸和/或多元羧酸酐反应来获得聚酯-多元羧酸;所述聚酯含羟基，用已知方法由多元羧酸和多元醇来制备。
各粉末涂料粘合剂组分的量可大幅变动。
若仅使用市售基于双酚A（加表氯醇）的环氧树脂，则固化剂的浓度为3-12%。若使用双酚A二缩水甘油酯环氧树脂和含羧基的聚酯类的混合物，则比例取决于所述羧基聚酯的酸值。例如，就30-50mg  KOH/g酸值而言，环氧树脂与羧基聚酯的重量比通常为60∶40至80∶20，优选70∶30。在这些环氧树脂/羧基聚酯混合物中的本发明盐的浓度为2-10%（重量）。为制备所述粉末涂料，首先在挤压机中于80-130℃将粘合剂与匀涂剂、颜料以及UV稳定剂和氧化稳定剂一起混合均匀。冷却至室温后，将挤出物研碎，得到粉末涂料，其平均粒度应为约40-80μm，优选50μm。
将如此制得的粉末涂料在适当基材上涂布可以按已知方法例如静电粉末喷涂法或流化床烧结法来进行。为固化，在将所述粉末涂料用上述方法之一进行涂布后，将该涂布的基材于150-220℃加热30-6分钟。这样制得的涂布层具有以下特性：非常好的匀涂性、显著的耐溶剂性和无光泽的表面，可以根据需要在很宽的范围内调节光泽度。
Ⅰ.本发明盐的制备
通用制备方法
列于下表中的1，2，4，5-苯四酸的盐制备如下：
将胺滴加至1，2，4，5-苯四酸的水溶液中，在加完后再继续加热（于60-80℃）约1小时，然后经蒸馏除去水。待完全除去水后，于80℃在真空干燥箱中进行干燥。
Figure 951000942_IMG4
Ⅱ.环氧树脂
在涂布实例中所使用的环氧树脂化合物是一种基于双酚A的化合物，它具有下列特性：
实施例特性 Ⅱ.1
当量环氧值羟基值熔融范围 900-10000.1-0.1110.3496-104℃
Ⅲ.环氧树脂粉末涂料
为制备所述粉末涂料，将磨制的产物-固化剂、环氧树脂和匀涂剂母料-与白色颜料（TiO2）在混合器中混合均匀，随后在挤压机中于90-110℃均化;所述匀涂剂母料按以下方法制得：将10%（重量）的基于聚丙烯酸丁酯的匀涂剂以熔融物形式与环氧树脂混匀，固化后粉碎。冷却后将挤出物分级并在圆锥磨（pin mill）中磨制成粒度＜100μm的粉末。将如此制得的粉末用静电粉末喷涂设备在60kV涂布至已清除油渍和，若合适的话，经预处理的钢板上，在循环空气实验室干燥箱中烘剂。
下表中的缩写代表：
LT＝层厚度（μm）
CH＝划格法附着力试验    （DIN  53151）
EI＝Erichsen压痕（mm）    （DIN  53156）
GG60°≮＝加德纳光泽度    （ASTM-D  523）
Imp.rev＝反面冲击（Impact  reverse）    （g.m）
所述涂料配方的计算按下式进行：
%(重量)EP=环氧化物
B-C=EP    B=%(重量)粘合剂
C=%(重量)交联剂
B=100-A    A=%(重量)添加剂
[40%(重量)白色颜料(TiO2),
0.5%(重量)匀涂剂]
涂层实施例
Ⅳ.含羧基的聚酯
为制备混合粉末涂料，使用具有以下特性的下述含羧基的聚酯：
I    II
酸值:    52-58mg  KOH/g    36mg  KOH/g
熔点范围:    104-106℃    91-94℃
玻璃化转变
温度:    约58℃    64℃
160℃时的粘度:    33400毫帕·秒    58000毫帕·秒
Ⅴ.混合粉末涂料
原料的加工、制备和涂布按与Ⅲ类似的方法进行。
实施例1
按所述的方法，制备具有以下配方的粉末涂料，涂布，并在170-200℃之间的温度下烘制。
390.0重量份按照Ⅱ.1的环氧化物
75.0重量份按照Ⅰ.1的交联剂
400.0重量份白色颜料（TiO2）
50.0重量份匀涂剂母料
75.0重量份按照Ⅳ.1的聚酯
Figure 951000942_IMG6
实施例2
按所述的方法，制备具有以下配方的粉末涂料，涂布，并在180-200℃之间的温度下烘制。
350.0重量份按照Ⅱ.1的环氧化物
55.0重量份按照Ⅰ.1的交联剂
400.0重量份白色颜料（TiO2）
50.0重量份匀涂剂母料
145.0重量份按照Ⅳ.1的聚酯
Figure 951000942_IMG7
涂层实施例

Claims (4)

1、1，2，4，5-苯四酸的盐，其特征在于，它们包括1mol1，2，4，5-苯四酸和0.5-2mol下式所代表胍：
Figure 951000942_IMG2
式中R、R1、R2、R3和R4相同或不同，为氢、具有1-8个碳原子的(环)烷基和芳烃基，以及R1和R2和R3和R4可以形成可含氧原子作杂原子的接合环。
2、制备按照权利要求1的1，2，4，5-苯四酸的盐的方法，其特征在于，将1mol 1，2，4，5-苯四酸与0.5-2mol所述胍于50-100℃在水和/或乙醇中反应，反应结束后，用已知方法将反应产物由溶剂中分出。
3、按照权利要求1的1，2，4，5-苯四酸的盐在制备无光环氧化物粉末涂料方面的应用，其特征在于，所述环氧树脂含3-12%（重量）、优选4-7%（重量）的1，2，4，5-苯四酸的盐。
4、按照权利要求1的1，2，4，5-苯四酸的盐在制备无光混合粉末涂料方面的应用，其特征在于，除含COOH的聚酯和，若有必要，嵌有ε-己内酰胺的异佛尔酮二异氰酸酯加成物外，该环氧树脂还含0.5-12%（重量）的1，2，4，5-苯四酸，优选1-7%（重量），更优选2.0-5.5%（重量）。
CN95100094A 1994-01-14 1995-01-13 1，2，4，5-苯四酸的盐及其制备方法和用途 Pending CN1110965A (zh)

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DE102016203867A1 (de) * 2016-03-09 2017-09-14 Siemens Aktiengesellschaft Fester Isolationswerkstoff, Verwendung dazu und damit hergestelltes Isolationssystem

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EP0663384B1 (de) 1997-06-04
US5608016A (en) 1997-03-04
EP0663384A3 (de) 1995-09-06
ATE153996T1 (de) 1997-06-15
JPH07223998A (ja) 1995-08-22
US5556937A (en) 1996-09-17

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