CN117050273A - 一种全生物基环氧树脂及其制备方法 - Google Patents
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Abstract
本发明公开了一种全生物基环氧树脂及其制备方法,属于高分子材料绿色合成技术领域。采用天然水杨酸作为固化剂,在纳米氧化锌的促进作用下对环氧植物油进行交联固化得到全生物基环氧树脂。本发明在以水杨酸作为固化剂的同时采用纳米氧化锌作为促进剂,不仅可以促进环氧植物油的交联固化反应,纳米氧化锌还可以作为填充物分散在交联聚合物网络结构中起到调节环氧树脂综合性能的目的。本发明对于采用酸类固化剂固化环氧树脂具有积极的借鉴作用,可以扩宽生物基环氧树脂的制备途径,所得的环氧树脂环保、无毒、可降解,且具有良好的力学性能,有望在绿色农业、生物材料和无溶剂涂料等领域得到广泛的应用。
Description
技术领域
本发明属于高分子材料绿色合成技术领域,具体涉及一种水杨酸在纳米氧化锌的协同作用下固化环氧植物油,从而实现在无溶剂的条件下制备全生物基环氧树脂高分子材料的方法。
背景技术
环氧树脂是一类重要的通用型热固性交联高分子材料,具有机械性能优异、接着强度良好、硬化收缩率低、 加工性能良好、电气性能良好和化学稳定性高等特点,被广泛应用于电子电器、建筑用材、医疗器械等领域。环氧树脂是指分子结构中两个或两个以上的环氧基,同时在固化剂的存在下形成三维网状固化物的高分子材料。我国在1956年开始开发和生产环氧树脂,尽管经过几十年的努力,我国生产的环氧树脂的品种众多,质量也得以不断提高,但目前商业用环氧树脂主要是基于双酚A二缩水甘油醚(BPA)等石油基产品。然而,石化原料不可再生,储存有限,不利于环氧树脂的长远发展和应用。并且,石化原料从开采到化学品的转化和应用,需要消耗大量的能量,还会对环境造成污染。因此,生物基环氧树脂的开发迫在眉睫,对人类生存和发展意义重大。
生物基环氧树脂主要是以淀粉、葡萄糖、纤维素、植物油等天然产物为起始原料,经过一系列化学反应最终合成的带有多个环氧基团的化合物,在进一步与有机胺、醇、羧酸等发生阴离子或阳离子开环聚合而获得不同的高分子材料。其中,环氧植物油来源广泛、制备简单且具有一定的疏水性能,被广泛用于合成热固性化合物,其所含的长脂肪链结构赋予了所得材料特定的特性,如弹性和柔韧性。全生物基环氧树脂的制备可以依赖于含有活性质子的生物质固化剂固化生物质基环氧化合物。理论上,水杨酸具有一个羧基和一个酚羟基,可以与环氧化合物反应制取环氧树脂。然而,与有机胺类化合物相比,羧基和酚羟基的反应活性较差,环氧树脂固化所需的温度较高。并且,水杨酸的熔点高(158 ~161℃),在较低温度下无法充分熔融和分散在环氧化合物中,降低了水杨酸与环氧化合物的反应程度,使得固化产物的机械性能较差。
虽然通过采用胺类、咪唑等促进剂有望提高水杨酸固化环氧植物油制取良好力学性能的树脂材料,但是这类物质大多具有毒性,会对其使用环境造成潜在危害,不利于绿色农业和生物制药等领域的应用。本发明报道了一种水杨酸协同纳米氧化锌固化环氧植物油制备全生物基环氧树脂的方法,其中使用的纳米氧化锌不仅无毒无害、成本低,还可以作为调色剂、增强填充物等。此外,商业水杨酸经过快速重结晶的过程,不仅可以除去杂质,还可以使水杨酸的晶体颗粒更小更均匀,有利于水杨酸在环氧植物油中的分散、熔融和反应。最终,通过改变纳米氧化锌、环氧植物油和水杨酸的添加量,以及调控反应条件,可以制取力学性能优异的全生物基环氧树脂。
发明内容
本发明的目的在于提供一种绿色的全生物基环氧树脂及其制备方法,采用水杨酸为固化剂,在纳米氧化锌的促进作用下固化环氧植物油,从而实现在无溶剂条件下制备力学性能优异的全生物基环氧树脂。
为实现上述目的,本发明采用如下技术方案:
一种全生物基环氧树脂的制备方法,包括以下步骤:
(1)水杨酸加入热乙醇溶液溶解后,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)将适量步骤(1)所得的水杨酸和适量的纳米氧化锌加入环氧植物油中,在20~60℃下搅拌混合2~20min,然后采用常温超声处理除去气泡,进一步放入真空干燥箱除去气泡;
(3)将步骤(2)所得的混合体系注入模具,在80~160℃温度下固化1h以上,制得所述的全生物基环氧树脂。
进一步地,所述环氧植物油包括环氧大豆油、环氧蓖麻油、环氧亚麻籽油等中的一种或多种,优选为环氧大豆油。
进一步地,所述金属氧化物为纳米氧化锌。
进一步地,所述的全生物基环氧树脂的制备方法,其特征在于:环氧植物油和水杨酸的添加量按环氧基和水杨酸的摩尔比为(0.4~1):1。
进一步地,所述的全生物基环氧树脂的制备方法,其特征在于:纳米氧化锌的添加量为环氧树脂质量百分含量的1~8%。
进一步地,所述环氧大豆油的环氧值≥6.0%、酸值≤5.0 mg KOH/g。
本发明的有益效果在于:
(1)本发明采用天然水杨酸作为环氧树脂固化剂,减少了对化石资源的依赖,符合绿色可持续发展的理念。
(2)本发采用纳米氧化锌为固化促进剂,不仅可以促进环氧植物油的交联固化反应,还可以作为填充物分散在交联聚合物网络结构中起到调节环氧树脂综合性能。
(3)本发明反应过程中不实用有机溶剂,减少了对环境的污染。
(4)本发明通过选择环氧单体种类,可以调控聚酯材料的性能。
附图说明
图1为所得全生物基环氧树脂的样品图,其中(a)、(b)、(c)、(d)分别对应实施例1、实施例2、实施例3、实施例4。
图2为实施例3制得的全生物基环氧树脂的红外光谱图。
具体实施方式
为了使本发明所述的内容更加便于理解,下面结合具体实施方式对本发明所述的技术方案做进一步的说明,但是本发明不局限于此。
实施例1
(1)水杨酸加入热乙醇溶液溶解后,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)按环氧大豆油与将步骤(1)所得的水杨酸的官能团摩尔比为R=(羧基/环氧基)为0.4,以氧化锌添加量为7wt%加入体系中,在50℃下搅拌混合5min,然后采用常温超声处理除去气泡,进一步放入真空干燥箱除去气泡。将所得的混合体系注入模具,在120℃温度下固化1h,制得所述的全生物基环氧树脂。
实施例2
(1)水杨酸加入热乙醇溶液溶解后,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)按环氧大豆油与将步骤(1)所得的水杨酸的官能团摩尔比为R=(羧基/环氧基)为0.5,以氧化锌添加量为7wt%加入体系中,在50℃下搅拌混合5min,然后采用常温超声处理除去气泡,进一步放入真空干燥箱除去气泡。将所得的混合体系注入模具,在120℃温度下固化1h,制得所述的全生物基环氧树脂。
实施例3
(1)水杨酸加入热乙醇溶液溶解后,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)按环氧大豆油与将步骤(1)所得的水杨酸的官能团摩尔比为R=(羧基/环氧基)为0.6,以氧化锌添加量为7wt%加入体系中,在50℃下搅拌混合5min,然后采用常温超声处理除去气泡,进一步放入真空干燥箱除去气泡。将所得的混合体系注入模具,在120℃温度下固化1h,制得所述的全生物基环氧树脂。
图2中显示在1658cm-1处为SAL的C=O振动峰,R(羧基/环氧基)=0.6,催化剂含量为7%的树脂样品在1741cm-1处为酯基的C=O振动峰。
实施例4
(1)水杨酸加入热乙醇溶液溶解后,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)按环氧大豆油与将步骤(1)所得的水杨酸的官能团摩尔比为R=(羧基/环氧基)为0.7,以氧化锌添加量为7wt%加入体系中,在50℃下搅拌混合5min,然后采用常温超声处理除去气泡,进一步放入真空干燥箱除去气泡。将所得的混合体系注入模具,在120℃温度下固化1h,制得所述的全生物基环氧树脂。
按实施例所述方法制备标准拉伸样条,然后按GB/T1040.3-2006以10 mm/min的实验速度进行力学性能测试,结果见表1。
由表1可以看出,本发明提供的环氧大豆油基环氧树脂具有良好的力学强度。
以上所述仅为本发明的较佳实施例,凡依本发明申请专利范围所做的均等变化与修饰,皆应属本发明的涵盖范围。
Claims (5)
1.一种全生物基环氧树脂,其特征在于:以水杨酸作为固化剂,同时采用纳米氧化锌作为促进剂。
2.一种制备如权利要求1所述的全生物基环氧树脂的方法,其特征在于:包括以下步骤:
(1)将水杨酸溶于热乙醇溶液中,加入冷水使水杨酸快速重结晶,过滤后冷冻干燥、研磨,获得重结晶水杨酸;
(2)在环氧植物油中加入重结晶水杨酸和纳米氧化锌,20~60℃搅拌混合2~20min,常温超声除气泡后真空干燥除气泡;
(3)80~160℃固化1h以上,制得所述的全生物基环氧树脂。
3.根据权利要求2所述的方法,其特征在于:所述的环氧植物油为环氧大豆油、环氧蓖麻油、环氧亚麻籽油中的至少一种。
4.根据权利要求2所述的方法,其特征在于:环氧植物油和水杨酸的用量按环氧基和水杨酸的摩尔比计为0.4~1:1。
5.根据权利要求2所述的方法,其特征在于:纳米氧化锌的添加量为全生物基环氧树脂质量百分数的1~8%。
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