CN114394992A - 一种氢硫基硅烷偶联剂及其制备方法 - Google Patents
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- 238000002360 preparation method Methods 0.000 title abstract description 9
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 title description 5
- 229910052979 sodium sulfide Inorganic materials 0.000 claims abstract description 16
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims abstract description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 14
- 239000011593 sulfur Substances 0.000 claims abstract description 14
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- 238000006243 chemical reaction Methods 0.000 claims description 10
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- 239000000047 product Substances 0.000 claims description 8
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
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- 238000000034 method Methods 0.000 claims description 5
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- KSCAZPYHLGGNPZ-UHFFFAOYSA-N 3-chloropropyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)CCCCl KSCAZPYHLGGNPZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007822 coupling agent Substances 0.000 claims description 4
- 238000004042 decolorization Methods 0.000 claims description 4
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 5
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- C07F7/08—Compounds having one or more C—Si linkages
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Abstract
本发明提供一种氢硫基硅烷偶联剂及其制备方法。该氢硫基硅烷偶联剂分子式为:(C2H5O)3Si‑(CH2)3‑S2‑(CH2)3‑Si(C2H5O)3,一种氢硫基硅烷偶联剂的制备方法,具体步骤为:A、将硫化钠和硫磺摩尔比1:1和水分别加入不锈钢容器中,混合加热,搅拌,当温度升到90‑110℃时,形成的溶液开始沸腾,硫磺溶解。本发明提供的能显著降低白碳黑和橡胶复合材料的粘度,赋予生胶良好的加工性能,用它还能提高硫化胶的抗撕裂、耐磨耗、耐屈挠龟裂、定伸应力等性能,特别是能避免天然胶硫化料发生返原现象。
Description
技术领域
本发明涉及硅烷偶联剂领域,尤其涉及一种氢硫基硅烷偶联剂及其制备方法。
背景技术
硅烷偶联剂是一种低分子化合物,其通式为R(-Si(OR)3,一般为硅联接三个可水解的烷氧基和一个含活性基团,通过SLC链相联的化合物。可水解基团水解后,SLO键与无机化合物界面作用,而另一活性基团与高分子化合物作用,形成共价氢键或共价键,将无机物和高分子聚合物联接起来,现有的合成路线所选的原料不易获取,其中Y-氯丙基三乙氧基硅烷国内有生产,合成的工艺路线、装置和操作复杂,不易于在实验室研制和工业化生产。
因此,有必要提供一种一种氢硫基硅烷偶联剂及其制备方法解决上述技术问题。
发明内容
本发明提供一种氢硫基硅烷偶联剂,其特征在于,该氢硫基硅烷偶联剂分子式为:(C2H5O)3Si-(CH2)3-S2-(CH2)3-Si(C2H5O)3。
一种氢硫基硅烷偶联剂的制备方法,具体步骤为:
A、将硫化钠和硫磺摩尔比1:1和水分别加入不锈钢容器中,混合加热,搅拌,当温度升到90-110℃时,形成的溶液开始沸腾,硫磺溶解;
B、硫化钠所含数量的结晶水失去,继续加热,水汽蒸发,在温度220-240℃混合物在搅拌下变成砂浆状,继续加热温度升到280-290℃,继续加热温度升到340-370℃,保温25-30min,制成二硫化钠;
C、在装有搅拌、回流冷凝器、温度计的四口瓶中,加入60g的硫化钠, 再加入无水乙醇,搅拌,升温至55-65℃,开始滴加氯丙基三乙氧基硅烷,此时溶液温度升高到80℃溶液颜色开始为红色,滴加完毕后,保持温度80℃ 0.5h后,溶液颜色变成黄色,并回流反应1.5h,冷却过滤,加50ml无水乙醇洗涤沉淀2次;
D、滤液倒入装有搅拌、回流冷凝器、温度计的四口瓶中进行脱色反应,加入活性碳30g,搅拌,升温至并脱色反应2d冷却过滤,加30ml 无水乙醇洗涤沉淀2次,滤液倒入蒸馏瓶中,在真空条件下蒸馏出溶剂乙醇,得到氢硫基硅烷偶联剂。
优选的,所述步骤B中温度升到340-370℃时候,不断搅拌避免局部过热着火,保温25-30min,制成二硫化钠。当产品结块时,趁热用铁锤破碎并密封。
优选的,所述步骤A中硫化钠和硫磺通过电炉混合加热。
附图说明
图1为本发明提供的一种氢硫基硅烷偶联剂的气相色谱分析图。
与相关技术相比较,本发明提供的一种氢硫基硅烷偶联剂及其制备方法具有如下有益效果:
本发明提供一种氢硫基硅烷偶联剂,该硅烷偶联剂更稳定,其偶联效果好,适用于硫磺硫化的胶料,能显著降低白碳黑和橡胶复合材料的粘度,赋予生胶良好的加工性能,用它还能提高硫化胶的抗撕裂、耐磨耗、耐屈挠龟裂、定伸应力等性能,特别是能避免天然胶硫化料发生返原现象。
具体实施方式
下面结合和实施方式对本发明作进一步说明。
一种氢硫基硅烷偶联剂,其特征在于,该氢硫基硅烷偶联剂分子式为: (C2H5O)3Si-(CH2)3-S2-(CH2)3-Si(C2H5O)3。
一种氢硫基硅烷偶联剂的制备方法,具体步骤为:
A、将硫化钠和硫磺摩尔比1:1和水分别加入不锈钢容器中,混合加热,搅拌,当温度升到90-110℃时,形成的溶液开始沸腾,硫磺溶解;
B、硫化钠所含数量的结晶水失去,继续加热,水汽蒸发,在温度220-240℃混合物在搅拌下变成砂浆状,继续加热温度升到280-290℃,继续加热温度升到340-370℃,保温25-30min,制成二硫化钠;
C、在装有搅拌、回流冷凝器、温度计的四口瓶中,加入60g的硫化钠, 再加入无水乙醇,搅拌,升温至55-65℃,开始滴加氯丙基三乙氧基硅烷,此时溶液温度升高到80℃溶液颜色开始为红色,滴加完毕后,保持温度80℃ 0.5h后,溶液颜色变成黄色,并回流反应1.5h,冷却过滤,加50ml无水乙醇洗涤沉淀2次;
D、滤液倒入装有搅拌、回流冷凝器、温度计的四口瓶中进行脱色反应,加入活性碳30g,搅拌,升温至并脱色反应2d冷却过滤,加30ml 无水乙醇洗涤沉淀2次,滤液倒入蒸馏瓶中,在真空条件下蒸馏出溶剂乙醇,得到氢硫基硅烷偶联剂。
进一步地,所述步骤B中温度升到340-370℃时候,不断搅拌避免局部过热着火,保温25-30min,制成二硫化钠。当产品结块时,趁热用铁锤破碎并密封。
进一步地,所述步骤A中硫化钠和硫磺通过电炉混合加热。
表1可知,Na2S2的质量对本产品质量影响较大,产品含硫量随着硫化钠和Y-C1(CH2)3Si-(C2H5CD的配比变化而改变,当其质量比为12.55时,硫为13.5%左右,已基本稳定,图1可知,通过气相色谱分析,此时产品中未反应的CI(CH2)3-Si-(C2H5O)3含量低于1%,表1所示的另一个结果是反应收率,反应收率与无水乙醇与二硫化钠的质量比为时反应收率在95%。
表1
与相关技术相比较,本发明提供的一种氢硫基硅烷偶联剂及其制备,氢硫基硅烷偶联剂质量取决于硫化钠和氯丙基三乙氧基硅烷,当其质量比为 2.55时最好;产品的收率则取决于溶剂无水乙醇的用量,当其用量与硫化钠质量比为时,收率可达95%以上;
该氢硫基硅烷偶联剂与分散性白碳黑及硅酸盐一起配合,适应于天然胶、异戊烷、丁苯胶、顺丁胶、丁月青胶、丁基和卤代丁基胶、三元乙丙胶,也适用于这些橡胶的并用胶料,用于制造静态和动态条件下使用的轮胎面、胎侧、胎体、钢丝粘合胶料、传动带外层胶、实心轮胎、电缆绝缘及包塑料、胶车昆及鞋底等等,特别是浅色橡胶制品。
以上所述仅为本发明的实施例,并非因此限制本发明的专利范围,凡是利用本发明说明书及附图内容所作的等效结构或等效流程变换,或直接或间接运用在其它相关的技术领域,均同理包括在本发明的专利保护范围内。
Claims (4)
1.一种氢硫基硅烷偶联剂,其特征在于,该氢硫基硅烷偶联剂分子式为:(C2H5O)3Si-(CH2)3-S2-(CH2)3-Si(C2H5O)3。
2.如权利要求1所述的一种氢硫基硅烷偶联剂的制备方法,具体步骤为:
A、将硫化钠和硫磺摩尔比1:1和水分别加入不锈钢容器中,混合加热,搅拌,当温度升到90-110℃时,形成的溶液开始沸腾,硫磺溶解;
B、硫化钠所含数量的结晶水失去,继续加热,水汽蒸发,在温度220-240℃混合物在搅拌下变成砂浆状,继续加热温度升到280-290℃,继续加热温度升到340-370℃,保温25-30min,制成二硫化钠;
C、在装有搅拌、回流冷凝器、温度计的四口瓶中,加入60g的硫化钠,再加入无水乙醇,搅拌,升温至55-65℃,开始滴加氯丙基三乙氧基硅烷,此时溶液温度升高到80℃溶液颜色开始为红色,滴加完毕后,保持温度80℃0.5h后,溶液颜色变成黄色,并回流反应1.5h,冷却过滤,加50ml无水乙醇洗涤沉淀2次;
D、滤液倒入装有搅拌、回流冷凝器、温度计的四口瓶中进行脱色反应,加入活性碳30g,搅拌,升温至60℃~70℃并脱色反应2d冷却过滤,加30ml无水乙醇洗涤沉淀2次,滤液倒入蒸馏瓶中,在真空条件下蒸馏出溶剂乙醇,得到氢硫基硅烷偶联剂。
3.根据权利要求1所述的一种氢硫基硅烷偶联剂的制备方法,其特征在于,所述步骤B中温度升到340-370℃时候,不断搅拌避免局部过热着火,保温25-30min,制成二硫化钠。当产品结块时,趁热用铁锤破碎并密封。
4.根据权利要求1所述的一种氢硫基硅烷偶联剂的制备方法,其特征在于,所述步骤A中硫化钠和硫磺通过电炉混合加热。
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