CN115340675B - 一种利用邻苯二胺制备抗氧化剂的方法 - Google Patents
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Abstract
本发明涉及一种利用邻苯二胺制备抗氧化剂的方法,属于抗氧化剂技术领域,包括如下步骤:步骤一、将2‑(烯丙氧基)‑4‑羟基苯甲醛、邻苯二胺加入无水乙醇中,在冰水浴条件下,搅拌反应得到不饱和羟基单体;步骤二、将不饱和羟基单体、芳香胺和甲苯混合,加入反应瓶中,然后加入浓盐酸,反应得到抗氧化组分;步骤三、将抗氧化组分、8‑巯基笼型聚倍半硅氧烷和2‑羟基‑2‑甲基‑1‑苯基‑1‑丙酮加入二氯甲烷中,反应得到抗氧化剂。本发明以SH‑POSS为基体,与抗氧化组分发生接枝反应,将抗氧组分接枝到8‑巯基笼型聚倍半硅氧烷上,以制备的抗氧化剂作为添加剂,解决了添加剂单一性的缺陷。
Description
技术领域
本发明属于抗氧化剂技术领域,具体地,涉及一种利用邻苯二胺制备抗氧化剂的方法。
背景技术
由于高分子材料在加工和储存过程中不可避免地受到热、氧等的影响,导致材料的老化,降低材料的性能。为了避免这些变化,通常在高分子材料制作过程中需要加入抗氧化剂(也称为稳定剂)。现有技术中,润滑油主要起润滑、辅助冷却、防锈、清洁、密封和缓冲等作用,润滑油一般由基础油和添加剂两部分组成,基础油是润滑油的主要成分,决定着润滑油的基本性质,添加剂则是弥补和改善基础油性能方面的不足,赋予润滑油某些新的性能,是润滑油的重要组成部分,其种类和品质以及加入比例直接影响润滑油的使用性能。润滑油的性能要求越来越高,要求其能在高温、低温、高负荷、高速度、高能辐射、强氧化、强腐蚀等极端环境下长期可靠地工作。
现有技术中的润滑油添加剂如抗磨剂、抗油剂、防锈剂可改善润滑油的性能,但其存在性能单一的缺陷,添加剂添加太多又会对粘温性能和低温性能造成影响。
发明内容
为了解决背景技术中提到的技术问题,本发明提供一种利用邻苯二胺制备抗氧化剂的方法。
本发明的目的可以通过以下技术方案实现:
一种利用邻苯二胺制备抗氧化剂的方法,包括如下步骤:
步骤一、将2-(烯丙氧基)-4-羟基苯甲醛、邻苯二胺加入无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,反应结束后,减压浓缩除去溶剂,得到不饱和羟基单体;通过其与2-(烯丙氧基)-4-羟基苯甲醛反应,引入了羟基和-C=N;羟基可参会后续反应,引入具有抗氧化作用的烷基苯胺结构;
步骤二、将0.5g不饱和羟基单体、2mmol芳香胺和10mL甲苯混合,加入反应瓶中,然后加入0.4mL浓盐酸,在保护气体保护下,加热回流反应2-3h,反应结束后,除去溶剂,得到抗氧化组分;芳香胺中的氨基和不饱和羟基单体中羟基,形成Ph-NH-Ph结构,其中Ph为苯环,作为抗氧化组分中起到抗氧化作用的结构。
步骤三、将抗氧化组分、8-巯基笼型聚倍半硅氧烷和2-羟基-2-甲基-1-苯基-1-丙酮加入二氯甲烷中,然后在紫外光照射条件下,搅拌60-80min,反应结束后减压浓缩除去溶剂,得到抗氧化剂。
进一步地,步骤一中2-(烯丙氧基)-4-羟基苯甲醛、邻苯二胺的摩尔比为2:1。
进一步地,芳香胺为苯胺、对甲基苯胺、对甲氧基苯胺中的一种。
进一步地,步骤二中不饱和羟基单体、芳香胺的用量比为0.5g:2mmol。
进一步地,步骤三中抗氧化组分、8-巯基笼型聚倍半硅氧烷和2-羟基-2-甲基-1-苯基-1-丙酮的用量比为5.2-5.4g:5g:0.5g。
进一步地,浓盐酸的质量分数为37%。
进一步地,保护气体为氮气、氩气中的一种。
本发明的有益效果:
本发明以8-巯基笼型聚倍半硅氧烷(SH-POSS)为基体,与抗氧化组分发生接枝反应,将具有抗氧化作用的抗氧组分接枝到8-巯基笼型聚倍半硅氧烷上,以制备的抗氧化剂作为添加剂。一方面,由于POSS的纳米微粒近似笼型,可以实现摩擦副之间的滑动运动向滚动运动的转变:而且有机碳链与摩擦副表面金属元素结合,形成一层易剪切的润滑油膜,起到减摩抗磨效果;另一方面,本发明制备的抗氧化组分中以邻苯二胺为基础原料,引入了羟基和-C=N,其中-C=N中的N杂原子和大共轭结构,可与多种金属形成牢固的配位键,从而紧密地吸附于金属表面,具有优异的缓蚀性能;解决了添加剂单一性的缺陷。
具体实施方式
下面将结合本发明实施例,对本发明实施例中的技术方案进行清楚、完整地描述,显然,所描述的实施例仅仅是本发明一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有作出创造性劳动前提下所获得的所有其它实施例,都属于本发明保护的范围。
一种利用邻苯二胺制备抗氧化剂的方法,包括如下步骤:
步骤一、称取2mmol2-(烯丙氧基)-4-羟基苯甲醛、1mmol邻苯二胺加入50mL无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,反应结束后,减压浓缩除去溶剂,得到不饱和羟基单体;
步骤二、将0.5g不饱和羟基单体、2mmol芳香胺和10mL甲苯混合,加入反应瓶中,然后加入0.4mL质量分数37%的浓盐酸,在保护气体保护下,加热回流反应2-3h,反应结束后,除去溶剂,得到抗氧化组分;
步骤三、将5.2-5.4g抗氧化组分、5g8-巯基笼型聚倍半硅氧烷和0.5g2-羟基-2-甲基-1-苯基-1-丙酮加入100mL二氯甲烷中,然后在紫外光照射波长λ为365nm条件下,搅拌60-80min,反应结束后,减压浓缩除去溶剂,得到抗氧化剂。
其中,芳香胺为苯胺、对甲基苯胺、对甲氧基苯胺中的一种。
其中,保护气体为氮气、氩气中的一种。
实施例1
一种利用邻苯二胺制备抗氧化剂的方法,包括如下步骤:
步骤一、称取2mmol2-(烯丙氧基)-4-羟基苯甲醛、1mmol邻苯二胺加入50mL无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,反应结束后,减压浓缩除去溶剂,得到不饱和羟基单体;
步骤二、将0.5g不饱和羟基单体、2mmol苯胺和10mL甲苯混合,加入反应瓶中,然后加入0.4mL质量分数37%的浓盐酸,在氮气保护下,加热回流反应2h,反应结束后,除去溶剂,得到抗氧化组分;
步骤三、将5.2g抗氧化组分、5g8-巯基笼型聚倍半硅氧烷和0.5g2-羟基-2-甲基-1-苯基-1-丙酮加入100mL二氯甲烷中,然后在紫外光照射波长λ为365nm条件下,搅拌60min,反应结束后,减压浓缩除去溶剂,得到抗氧化剂。
实施例2
一种利用邻苯二胺制备抗氧化剂的方法,包括如下步骤:
步骤一、称取2mmol2-(烯丙氧基)-4-羟基苯甲醛、1mmol邻苯二胺加入50mL无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,反应结束后,减压浓缩除去溶剂,得到不饱和羟基单体;
步骤二、将0.5g不饱和羟基单体、2mmol对甲基苯胺和10mL甲苯混合,加入反应瓶中,然后加入0.4mL质量分数37%的浓盐酸,在氮气保护下,加热回流反应3h,反应结束后,除去溶剂,得到抗氧化组分;
步骤三、将5.3g抗氧化组分、5g8-巯基笼型聚倍半硅氧烷和0.5g2-羟基-2-甲基-1-苯基-1-丙酮加入100mL二氯甲烷中,然后在紫外光照射波长λ为365nm条件下,搅拌70min,反应结束后,减压浓缩除去溶剂,得到抗氧化剂。
实施例3
一种利用邻苯二胺制备抗氧化剂的方法,包括如下步骤:
步骤一、称取2mmol2-(烯丙氧基)-4-羟基苯甲醛、1mmol邻苯二胺加入50mL无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,反应结束后,减压浓缩除去溶剂,得到不饱和羟基单体;
步骤二、将0.5g不饱和羟基单体、2mmol对甲氧基苯胺和10mL甲苯混合,加入反应瓶中,然后加入0.4mL质量分数37%的浓盐酸,在氮气保护下,加热回流反应3h,反应结束后,除去溶剂,得到抗氧化组分;
步骤三、将5.4g抗氧化组分、5g8-巯基笼型聚倍半硅氧烷和0.5g2-羟基-2-甲基-1-苯基-1-丙酮加入100mL二氯甲烷中,然后在紫外光照射波长λ为365nm条件下,搅拌80min,反应结束后,减压浓缩除去溶剂,得到抗氧化剂。
对实施例1-3制备的抗氧化剂进行测试;对比例中抗氧化剂选择烷基化二苯胺、纳米二氧化硅、硫磷丁辛伯烷基锌盐按照1:1.5:0.5混合而成;以重量份数为30%的添加量分散在聚α-烯烃基础油中形成润滑油,并分别对其进行相关性能测试;
防锈性能试验按照(JISK2510)B法,人工海水法,在60℃、24小时的条件下确认有无生锈。
氧化稳定性试验(Dry-T0ST)按照ASTM D7873的氧化稳定性试验Dry-TOST法),在150℃的环境下,测定试验开始起120h后的淤渣(>1μm)析出量。
四球实验:按照ASTMD-2783进行测试,测试烧结负荷PD值,测试磨斑直径d值。
测试结果如下表1所示:
表1
从测试数据可知本发明制备的抗氧化剂,具有良好的防锈性,且应用于润滑油中极压润滑性能和抗磨能力好。
在说明书的描述中,参考术语“一个实施例”、“示例”、“具体示例”等的描述意指结合该实施例或示例描述的具体特征、结构、材料或者特点包含于本发明的至少一个实施例或示例中。在本说明书中,对上述术语的示意性表述不一定指的是相同的实施例或示例。而且,描述的具体特征、结构、材料或者特点可以在任何的一个或多个实施例或示例中以合适的方式结合。
以上内容仅仅是对本发明所作的举例和说明,所属本技术领域的技术人员对所描述的具体实施例做各种各样的修改或补充或采用类似的方式替代,只要不偏离发明或者超越本权利要求书所定义的范围,均应属于本发明的保护范围。
Claims (4)
1.一种利用邻苯二胺制备抗氧化剂的方法,其特征在于,包括如下步骤:
步骤一、将2-(烯丙氧基)-4-羟基苯甲醛、邻苯二胺加入无水乙醇中,在冰水浴条件下,搅拌反应1h,然后升温至20℃,搅拌反应3h,得到不饱和羟基单体;2-(烯丙氧基)-4-羟基苯甲醛、邻苯二胺的摩尔比为2:1;
步骤二、将不饱和羟基单体、芳香胺和甲苯混合,加入反应瓶中,然后加入浓盐酸,在保护气体保护下,加热回流反应2-3h,得到抗氧化组分;不饱和羟基单体、芳香胺的用量比为0.5g:2mmol;
步骤三、将抗氧化组分、8-巯基笼型聚倍半硅氧烷和2-羟基-2-甲基-1-苯基-1-丙酮加入二氯甲烷中,然后在紫外光照射条件下,搅拌60-80min,得到抗氧化剂;抗氧化组分、8-巯基笼型聚倍半硅氧烷和2-羟基-2-甲基-1-苯基-1-丙酮的用量比为5.2-5.4g:5g:0.5g。
2.根据权利要求1所述的一种利用邻苯二胺制备抗氧化剂的方法,其特征在于,芳香胺为苯胺、对甲基苯胺、对甲氧基苯胺中的一种。
3.根据权利要求1所述的一种利用邻苯二胺制备抗氧化剂的方法,其特征在于,所述浓盐酸的质量分数为37%。
4.根据权利要求1所述的一种利用邻苯二胺制备抗氧化剂的方法,其特征在于,所述保护气体为氮气、氩气中的一种。
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