CN112625208A - 一种三聚茚酮衍生物改性水性聚氨酯树脂及其制备方法 - Google Patents

一种三聚茚酮衍生物改性水性聚氨酯树脂及其制备方法 Download PDF

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CN112625208A
CN112625208A CN202011507570.1A CN202011507570A CN112625208A CN 112625208 A CN112625208 A CN 112625208A CN 202011507570 A CN202011507570 A CN 202011507570A CN 112625208 A CN112625208 A CN 112625208A
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polyurethane resin
waterborne polyurethane
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张武
康伦国
姚东生
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Shaoguan Union Chemical Co Ltd
Union Foshan Chemical Co Ltd
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Abstract

本发明提供一种三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计，其组成为：多异氰酸酯15.0～40.0份、三聚茚酮衍生物0.5～1.5份、多元醇4.0～8.0份、多元胺类扩链剂0.8～2.5份、低聚物多元醇12.0～45.0份、羟基硅油1.0～3.0份、2‑苯基‑2‑丙醇1.5～4.5份、蓖麻油2.5～8.0份、二羟甲基丙酸1.8～5.5份、二月桂酸二丁基锡0.01～0.1份、丙酮5.0～15.0份、中和剂1.2～6.0份、去离子水52.0～100.0份；本发明的一种三聚茚酮衍生物改性水性聚氨酯树脂，具有良好的附着力、硬度高、抗冲击性佳、耐盐雾好、发光性好及表面张力低等性能，自洁性能好，且具有良好的杀菌、抗菌功能；作为发光涂料以及荧光涂料时，无需外加发光材料与荧光剂，性能持久，可用于内外墙涂料、特种功能涂料等。

Description

一种三聚茚酮衍生物改性水性聚氨酯树脂及其制备方法
技术领域
本发明涉及一种改性水性聚氨酯树脂的制备方法，尤其涉及到一种三聚茚酮衍生物改性水性聚氨酯树脂，属于水性合成树脂技术领域。
背景技术
聚氨酯是由低聚物多元醇、小分子多元醇、多异氰酸酯和扩链剂反应而成，反应原料及工艺因素对聚氨酯材料形态有很大影响，低聚物多元醇提供软性链段，多异氰酸酯提供硬链段，这种软硬结合的结构使得聚氨酯既具有高弹性又具有高硬度，从而达到研究者对特殊聚合物树脂的设计。聚氨酯同时具有良好的耐溶剂性，耐磨性和抗曲挠性，因而被广泛应用于涂料、胶黏剂、泡沫塑料、油墨及橡胶等领域。随着科技水平的不断进步和人们环保意识的不断增强，对涂料的环保要求越来越高，不含或少含挥发性有机物体系己成为新的发展方向，溶剂型树脂正逐步被水性树脂所替代，水性树脂的开发与研究越来越受到人们的重视。
除了降低有机化合物的挥发，随着现代社会需求的增长，对于涂料的功能化要求也越来越多。除传统保护作用外，希望在装饰美观、标记、温度检测、湿度及有机气体检测等领域也得到应用。荧光具有灵敏响应性与直观性，使得涂料有荧光性质。传统的荧光涂料按其掺杂的荧光颜料的组成不同，分为有机荧光涂料和无机荧光涂料两大类。后者在有机聚合物中的分散性较差，制备涂料不易得到较好的力学性能。
发明内容
三聚茚酮是高度对称，并且具有大的刚性共轭结构的稠环芳烃，具有良好的荧光性能，本发明先将三聚茚酮制备成三聚茚酮衍生物，然后再通过化学反应与聚氨酯结构以化学键相连，性能稳定，同时三聚茚酮衍生物中含有席夫碱结构，具有良好的抗菌、杀菌功能；引入二羟甲基丙酸DMPA，能与中和剂中和后形成稳定的改性的水性聚氨酯树脂。
本发明的首要目的提供一种三聚茚酮衍生物改性水性聚氨酯树脂。
本发明的另一目的提供一种三聚茚酮衍生物改性水性聚氨酯树脂的制备方法。
为了解决上面所述的技术问题，本发明采取以下技术方案：本发明涉及一种三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计，其组成为：多异氰酸酯15.0～40.0份、三聚茚酮衍生物0.5～1.5份、多元醇4.0～8.0份、多元胺类扩链剂0.8～2.5份、低聚物多元醇12.0～45.0份、羟基硅油1.0～3.0份、2-苯基-2-丙醇1.5～4.5份、蓖麻油2.5～8.0份、二羟甲基丙酸1.8～5.5份、二月桂酸二丁基锡0.01～0.1份、丙酮5.0～15.0份、中和剂1.2～6.0份、去离子水52.0～100.0份。
所述的三聚茚酮衍生物由三聚茚酮与2-羟基乙胺通过反应制得。
所述的多元醇为丙二醇、丁二醇、环己二醇、己二醇、新戊二醇、二缩二乙二醇、2,4-二乙基-1,5-戊二醇、2-乙基-1,3-己二醇、三羟甲基丙烷、三羟甲基乙烷、季戊四醇、木糖醇、山梨醇中的一种或几种组合。
所述的低聚物多元醇为分子量在800～3000之间的聚四氢呋喃二元醇、聚碳酸酯多元醇、聚己内酯多元醇、聚醚二元醇、聚环氧丙烷多元醇中的一种或几种的组合。
所述的中和剂为三乙胺、氨水、二甲基乙醇胺中的一种或几种的组合。
所述的多元胺类扩链剂为乙二胺、己二酸二肼、水合肼中的一种或几种的组合。
所述的多异氰酸酯为甲苯二异氰酸酯、异佛尔酮二异氰酸酯、六亚甲基二异氰酸酯、苯二亚甲基二异氰酸酯、环己烷二亚甲基二异氰酸酯中的一种或几种的组合。
所述的三聚茚酮衍生物改性水性聚氨酯树脂的制备方法，包括以下步骤：
a、在反应器中，按配方的重量份依次加入多元醇、低聚物多元醇、蓖麻油，加热升温后，真空脱水；
b、加入二羟甲基丙酸、三聚茚酮衍生物和羟基硅油，降温，通入氮气，滴加多异氰酸酯，在0.5～1.0h内滴加完毕，搅拌反应0.5h；
c、然后滴加配方量的二月桂酸二丁基锡，升温至80～82℃反应2～2.5h，视体系粘度补加丙酮，加入2-苯基-2-丙醇，升温至84～88℃反应，测定NCO值，当测定的值与理论设计值接近时终止反应；
d、继续搅拌降温，缓慢滴加中和剂，搅拌反应后，加入计算量的去离子水，继续搅拌分散均匀；
e、在搅拌条件下加入多元胺类扩链剂，高速搅拌分散1h，然后低速搅拌，减压下蒸脱丙酮，即制得一种三聚茚酮衍生物改性水性聚氨酯树脂。
本发明所述的三聚茚酮衍生物，其制备步骤如下：
按配方量(三聚茚酮与2-羟基乙胺的摩尔比优选为1:3)，在多功能反应釜中，加入三聚茚酮和适量乙醇，升温至80～82℃搅拌均匀；另外按配方量称取2-羟基乙胺，加入反应釜中，然后加入少量冰醋酸，继续回流反应12.0～14.0h，冷却，重结晶，过滤，真空干燥，制得三聚茚酮衍生物。
本发明的一种三聚茚酮衍生物改性水性聚氨酯树脂，具有良好的附着力、硬度高、抗冲击性佳、耐盐雾好、发光性好及表面张力低等性能，自洁性能好；作为发光涂料以及荧光涂料时，无需外加发光材料与荧光剂，性能持久，可用于内外墙涂料、特种功能涂料等。
具体实施方式
下面结合实施例对本发明的三聚茚酮衍生物改性水性聚氨酯树脂做进一步的描述。可以理解的是，此处所描述的具体实施例仅仅用于解释相关发明，而非对该发明的限定。
实施例1
一种三聚茚酮衍生物改性水性聚氨酯树脂，其制备工艺如下：
一种三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计,其组分为：异佛尔酮二异氰酸酯25.0份、三聚茚酮衍生物1.2份、环己二醇5.0份、乙二胺1.5份、聚四氢呋喃二元醇28.0份、羟基硅油1.5份、2-苯基-2-丙醇2.5份、蓖麻油4.2份、二羟甲基丙酸3.4份、二月桂酸二丁基锡0.06份、丙酮12.0份、三乙胺3.2份、去离子水80.0份。
本实施例中一种三聚茚酮衍生物改性水性聚氨酯树脂的制备方法，包括以下步骤：
a、在反应器中，按配方的重量份依次加入环己二醇、聚四氢呋喃二元醇、蓖麻油，加热升温后，真空脱水；
b、加入二羟甲基丙酸、三聚茚酮衍生物和羟基硅油，降温，通入氮气，滴加异佛尔酮二异氰酸酯，在0.5～1.0h内滴加完毕，搅拌反应0.5h；
c、然后滴加配方量的二月桂酸二丁基锡，升温至80～82℃反应2～2.5h，视体系粘度补加丙酮，加入2-苯基-2-丙醇，升温至84～88℃反应，测定NCO值，当测定的值与理论设计值接近时终止反应；
d、继续搅拌降温，缓慢滴加三乙胺，搅拌反应后，加入计算量的去离子水，继续搅拌分散均匀；
e、在搅拌条件下加入乙二胺，高速搅拌分散1h，然后低速搅拌，减压下蒸脱丙酮，即制得一种三聚茚酮衍生物改性水性聚氨酯树脂，记为样品1。
实施例2
一种三聚茚酮衍生物改性水性聚氨酯树脂，其制备工艺如下：
一种三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计,其组分为：六亚甲基二异氰酸酯21.0份、三聚茚酮衍生物1.0份、新戊二醇5.5份、己二酸二肼1.4份、聚碳酸酯多元醇31.0份、羟基硅油2.0份、2-苯基-2-丙醇3.0份、蓖麻油4.9份、二羟甲基丙酸3.9份、二月桂酸二丁基锡0.08份、丙酮13.0份、氨水2.8份、去离子水85.0份。
本实施例中一种三聚茚酮衍生物改性水性聚氨酯树脂的制备方法，包括以下步骤：
a、在反应器中，按配方的重量份依次加入新戊二醇、聚碳酸酯多元醇、蓖麻油，加热升温后，真空脱水；
b、加入二羟甲基丙酸、三聚茚酮衍生物和羟基硅油，降温，通入氮气，滴加六亚甲基二异氰酸酯，在0.5～1.0h内滴加完毕，搅拌反应0.5h；
c、然后滴加配方量的二月桂酸二丁基锡，升温至80～82℃反应2～2.5h，视体系粘度补加丙酮，加入2-苯基-2-丙醇，升温至84～88℃反应，测定NCO值，当测定的值与理论设计值接近时终止反应；
d、继续搅拌降温，缓慢滴加氨水，搅拌反应后，加入计算量的去离子水，继续搅拌分散均匀；
e、在搅拌条件下加入己二酸二肼，高速搅拌分散1h，然后低速搅拌，减压下蒸脱丙酮，即制得一种三聚茚酮衍生物改性水性聚氨酯树脂，记为样品2。
实施例3
一种三聚茚酮衍生物改性水性聚氨酯树脂，其制备工艺如下：
一种三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计,其组分为：甲苯二异氰酸酯27.0份、三聚茚酮衍生物0.9份、二缩二乙二醇5.0份、三羟甲基丙烷1.5份、水合肼1.4份、聚环氧丙烷多元醇38.0份、羟基硅油1.8份、2-苯基-2-丙醇2.5份、蓖麻油6.0份、二羟甲基丙酸4.0份、二月桂酸二丁基锡0.06份、丙酮14.0份、二甲基乙醇胺5.0份、去离子水95.0份。
本实施例中一种三聚茚酮衍生物改性水性聚氨酯树脂的制备方法，包括以下步骤：
a、在反应器中，按配方的重量份依次加入二缩二乙二醇、三羟甲基丙烷、聚环氧丙烷多元醇、蓖麻油，加热升温后，真空脱水；
b、加入二羟甲基丙酸、三聚茚酮衍生物和羟基硅油，降温，通入氮气，滴加甲苯二异氰酸酯，在0.5～1h内滴加完毕，搅拌反应0.5h；
c、然后滴加配方量的二月桂酸二丁基锡，升温至80～82℃反应2～2.5h，视体系粘度补加丙酮，加入2-苯基-2-丙醇，升温至84～88℃反应，测定NCO值，当测定的值与理论设计值接近时终止反应；
d、继续搅拌降温，缓慢滴加二甲基乙醇胺，搅拌反应后，加入计算量的去离子水，继续搅拌分散均匀；
e、在搅拌条件下加入水合肼，高速搅拌分散1h，然后低速搅拌，减压下蒸脱丙酮，即制得一种三聚茚酮衍生物改性水性聚氨酯树脂，记为样品3。
性能指标测试：将上述实例中样品1、样品2、样品3与常规的水性聚氨酯树脂4，按照表1的原料配方制备成涂料，对应的涂料样品分别记为涂料1、涂料2、涂料3、涂料4，并分别测试其性能。
表1：涂料配方
原料名称 规格 用量/％
水 去离子水 10.0
润湿剂 Pe100 0.3
水性树脂 样品水性树脂 83.0
成膜助剂 醇酯十二 6.0
消泡剂 NXZ 0.3
流平剂 BYK370 0.4
将按照相关标准，对配置好的涂料进行性能指标测试，测试结果如表2所示。
其中，附着力：按照GB/T1720-1988的规定进行测试；
铅笔硬度：按照GB/T6739-2006的规定进行检测；
耐水性：按照GB/T1733-93的规定进行检测；
耐盐雾性：按照GB/T1771-1991的规定进行检测；
接触角：按照GB/T30693-2014的规定进行检测；
耐碱性(10％NaOH)：按照GB/T1763-1979的规定进行检测。
表2：涂层的性能技术指标
Figure BDA0002845363190000071
Figure BDA0002845363190000081
由表2可以看出本发明的实施例样品的耐盐雾性、铅笔硬度、耐水性、附着力等性能超过常规水性聚氨酯树脂；本发明实施例接触角大于90°，这表明本发明实施例制得的三聚茚酮衍生物改性水性聚氨酯树脂表面张力低，具有自洁性能，同时发光性能明显好于常规水性聚氨酯树脂。
以上描述仅为本申请的较佳实施例以及对所运用技术原理的说明；本领域技术人员应当理解，本申请中所涉及的发明范围，并不限于上述技术特征的特定组合而成的技术方案，同时也应涵盖在不脱离所述发明构思的情况下，由上述技术特征或其等同特征进行任意组合而形成的其它技术方案。例如上述特征与本申请中公开的(但不限于)具有类似功能的技术特征进行互相替换而形成的技术方案。

Claims (8)

1.一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的三聚茚酮衍生物改性水性聚氨酯树脂，按重量份计，其组成为：多异氰酸酯15.0～40.0份、三聚茚酮衍生物0.5～1.5份、多元醇4.0～8.0份、多元胺类扩链剂0.8～2.5份、低聚物多元醇12.0～45.0份、羟基硅油1.0～3.0份、2-苯基-2-丙醇1.5～4.5份、蓖麻油2.5～8.0份、二羟甲基丙酸1.8～5.5份、二月桂酸二丁基锡0.01～0.1份、丙酮5.0～15.0份、中和剂1.2～6.0份、去离子水52.0～100.0份；
其中，所述的三聚茚酮衍生物由三聚茚酮与2-羟基乙胺通过反应制得。
2.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的多元醇为丙二醇、丁二醇、环己二醇、己二醇、新戊二醇、二缩二乙二醇、2,4-二乙基-1,5-戊二醇、2-乙基-1,3-己二醇、三羟甲基丙烷、三羟甲基乙烷、季戊四醇、木糖醇、山梨醇中的一种或几种组合。
3.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的低聚物多元醇为分子量在800～3000之间的聚四氢呋喃二元醇、聚碳酸酯多元醇、聚己内酯多元醇、聚醚二元醇、聚环氧丙烷多元醇中的一种或几种的组合。
4.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的中和剂为三乙胺、氨水、二甲基乙醇胺中的一种或几种的组合。
5.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的多元胺类扩链剂为乙二胺、己二酸二肼、水合肼中的一种或几种的组合。
6.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的多异氰酸酯为甲苯二异氰酸酯、异佛尔酮二异氰酸酯、六亚甲基二异氰酸酯、苯二亚甲基二异氰酸酯、环己烷二亚甲基二异氰酸酯中的一种或几种的组合。
7.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的三聚茚酮衍生物改性水性聚氨酯树脂，其制备工艺如下：
a、在反应器中，按配方的重量份依次加入多元醇、低聚物多元醇、蓖麻油，加热升温后，真空脱水；
b、加入二羟甲基丙酸、三聚茚酮衍生物和羟基硅油，降温，通入氮气，滴加多异氰酸酯，在0.5～1.0h内滴加完毕，搅拌反应0.5h；
c、然后滴加配方量的二月桂酸二丁基锡，升温至80～82℃反应2～2.5h，视体系粘度补加丙酮，加入2-苯基-2-丙醇，升温至84～88℃反应，测定NCO值，当测定的值与理论设计值接近时终止反应；
d、继续搅拌降温，缓慢滴加中和剂，搅拌反应后，加入计算量的去离子水，继续搅拌分散均匀；
e、在搅拌条件下加入多元胺类扩链剂，高速搅拌分散1h，然后低速搅拌，减压下蒸脱丙酮，即制得一种三聚茚酮衍生物改性水性聚氨酯树脂。
8.如权利要求1所述的一种三聚茚酮衍生物改性水性聚氨酯树脂，其特征在于：所述的三聚茚酮衍生物，其制备步骤如下：
按配方量(三聚茚酮与2-羟基乙胺的摩尔比优选为1:3)，在多功能反应釜中，加入三聚茚酮和适量乙醇，升温至80～82℃搅拌均匀；另外按配方量称取2-羟基乙胺，加入反应釜中，然后加入少量冰醋酸，继续回流反应12.0～14.0h，冷却，重结晶，过滤，真空干燥，制得三聚茚酮衍生物。
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CN114133524A (zh) * 2021-12-02 2022-03-04 合众（佛山）化工有限公司 含羟基卟啉衍生物改性水性聚氨酯树脂及其制备方法
CN113980225A (zh) * 2021-12-09 2022-01-28 合众（佛山）化工有限公司 一种羟丙基二淀粉磷酸酯改性水性聚氨酯树脂及其制备方法
CN114213618A (zh) * 2021-12-23 2022-03-22 合众（佛山）化工有限公司 一种端羟基液体聚丁二烯橡胶改性水性聚氨酯树脂及其制备方法

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