CN111793215A - 改性有机聚硅氧烷及其制备方法和应用 - Google Patents
改性有机聚硅氧烷及其制备方法和应用 Download PDFInfo
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- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 229920002545 silicone oil Polymers 0.000 claims abstract description 76
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 74
- 229920000570 polyether Polymers 0.000 claims abstract description 74
- 239000004593 Epoxy Substances 0.000 claims abstract description 40
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 34
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229920013822 aminosilicone Polymers 0.000 claims abstract description 24
- -1 polysiloxane Polymers 0.000 claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 23
- 239000011347 resin Substances 0.000 claims abstract description 23
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- SWGZAKPJNWCPRY-UHFFFAOYSA-N methyl-bis(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)(C)C SWGZAKPJNWCPRY-UHFFFAOYSA-N 0.000 claims abstract description 11
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- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims description 14
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
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- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 9
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- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 claims description 3
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 3
- LZWFTMZUDLGKMY-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CO[Si](C)(OC)CCCNCCCN(C)C LZWFTMZUDLGKMY-UHFFFAOYSA-N 0.000 claims description 3
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- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical group CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 2
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- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims description 2
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- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims description 2
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 claims description 2
- UMXXGDJOCQSQBV-UHFFFAOYSA-N n-ethyl-n-(triethoxysilylmethyl)ethanamine Chemical compound CCO[Si](OCC)(OCC)CN(CC)CC UMXXGDJOCQSQBV-UHFFFAOYSA-N 0.000 claims description 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
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- 238000004519 manufacturing process Methods 0.000 claims 2
- BPINJMQATUWTID-UHFFFAOYSA-N 3,3-dimethylpentane-2,2-diamine Chemical compound CCC(C)(C)C(C)(N)N BPINJMQATUWTID-UHFFFAOYSA-N 0.000 claims 1
- TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 claims 1
- 239000000543 intermediate Substances 0.000 abstract description 39
- 239000004744 fabric Substances 0.000 abstract description 14
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 11
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- WMNWJTDAUWBXFJ-UHFFFAOYSA-N 3,3,4-trimethylheptane-2,2-diamine Chemical compound CCCC(C)C(C)(C)C(C)(N)N WMNWJTDAUWBXFJ-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
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- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
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- ONJQDTZCDSESIW-UHFFFAOYSA-N polidocanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO ONJQDTZCDSESIW-UHFFFAOYSA-N 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
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- ZISSAWUMDACLOM-UHFFFAOYSA-N triptane Chemical compound CC(C)C(C)(C)C ZISSAWUMDACLOM-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
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- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
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Abstract
本发明公开了一种改性有机聚硅氧烷及其制备方法和应用,将端含氢硅油、七甲基三硅氧烷分别与烯丙基聚氧烷基环氧聚醚在铂催化剂的作用下,合成端环氧聚醚改性硅油中间体M和N,然后将端环氧聚醚改性硅油中间体与氨基硅树脂按比例混合后,在促进剂作用下,反应生成树脂化的改性有机聚硅氧烷,产物分子构建于树脂化结构中,因此具有良好的化学稳定性,同时有效降低了反应的活化能,提高反应速率,提高了反应的正向合成率及产物的转化率。本发明所制备改性有机硅聚硅氧烷可以赋予织物优良的舒适效果,且耐洗性好,化学稳定性优良。
Description
技术领域
本发明属于有机硅材料技术领域,具体涉及一种改性有机聚硅氧烷及其制备方法和应用。
背景技术
由有机硅制成的织物柔软剂是在纺织品上应用广、效果好的一类柔软剂,由于硅油分子表面均匀地被甲基覆盖,可有效减少织物纤维之间的摩擦。以氨基硅油为代表的改性硅油,是目前市场上最具代表性的有机硅柔软剂品种,具有滑爽、柔软、疏水、耐热、耐化学腐蚀等优异性能,其原料成本低、无毒、无污染,是纺织工业中的一类重要助剂。近年来,随着人们生活水平的提高,对纺织品的手感要求也越来越高,传统的氨基硅油已无法满足使用需求,为了适应各类织物高级整理的需要,有机硅工作者研究了在有机硅分子上引入其它活性基团如酰胺基、酯基、氰基、羧基、环氧基等做成纺织整理剂,可赋予织物新的特性。如:引入酰胺基适于防污整理,柔软性也大有提高;引入氰基耐油性好;进行有机氟改性后具有拒油、拒水、防污、防静电等优点。
有机硅树脂是高度交联的网络结构的聚有机硅氧烷,有机硅树脂及改性有机硅树脂制品以其优异的热稳定性、电绝缘性、耐候性、防水、防盐雾、防霉菌等特性,广泛应用于硅橡胶、涂料、密封胶等领域。但是有机硅树脂在纺织整理剂方面应用的报道却较少。
发明内容
本发明针对上述技术问题。
为达到以上目的,本发明通过以下技术方案实现:
本发明第一方面提供一种改性有机聚硅氧烷,具有式(1)所示的结构式,
R具有式(2)所示的结构:
R1为-CH3或式(3)所示的结构:
与现有技术相比,本发明的改性有机聚硅氧烷有益效果是:本发明制备的改性有机硅聚硅氧烷分子构建于树脂化结构中,具有良好的化学稳定性,并且将聚醚基团引入硅树脂结构中,改善了硅树脂的水溶性。
进一步地,R2为R3为-CH2-CH2-CH2-、-CH2-CH2-CH2-NH-CH2-CH2-NH-CH2-CH2-或-CH2-CH2-CH2-NH-CH2-CH2-中的一种,EO为-CH2-CH2-O-,PO为a为0~27的整数,b为0~36的整数,并且a与b中至少一个值不为0,c为1~70的整数。
本发明第二方面提供一种上述改性有机聚硅氧烷的制备方法,按如下步骤进行:
A.端环氧聚醚改性硅油中间体M的制备
将含氢量为0.01%-0.08%的端含氢硅油与烯丙基聚烷氧基环氧聚醚溶解在有机溶剂中,加入铂催化剂,反应温度为60~110℃,反应时间为2~6小时,合成端环氧聚醚改性硅油中间体M;
B.端环氧聚醚改性硅油中间体N的制备
将七甲基三硅氧烷与烯丙基聚烷氧基环氧聚醚溶解在有机溶剂中,加入铂催化剂,反应温度为60~110℃,反应时间为2~6小时,合成端环氧聚醚改性硅油中间体N;
C.改性有机聚硅氧烷的制备
将端环氧聚醚改性硅油中间体M、端环氧聚醚改性硅油中间体N与氨基硅树脂混合均匀后,加入促进剂,进行胺化反应,反应温度为50~120℃,反应时间为4~10小时,得到改性有机聚硅氧烷产品;
其中,端环氧聚醚改性硅油中间体M与端环氧聚醚改性硅油中间体N的摩尔比为1:0.5~4,端环氧聚醚改性硅油中间体M与N中的环氧基数之和与氨基硅树脂中的氨基的摩尔比为1:0.5~2。
采用上述技术方案的制备方法,与现有技术相比,有益效果是:
1)本发明将端含氢硅油、七甲基三硅氧烷分别与烯丙基聚氧烷基环氧聚醚在铂催化剂的作用下,合成端环氧聚醚改性硅油中间体M和N,然后将端环氧聚醚改性硅油中间体M、N与氨基硅树脂按比例混合后,在促进剂作用下,反应生成树脂化的改性有机聚硅氧烷,产物分子构建于树脂化结构中,因此具有良好的化学稳定性,同时由于在反应中引入促进剂,有效降低了反应的活化能,提高反应速率,同时提高了反应的正向合成率及产物的转化率。
2)将聚醚基团引入硅树脂结构中,改善了硅树脂的水溶性,可使硅树脂能够应用于有机硅整理剂领域,本发明所制备改性有机硅聚硅氧烷可以赋予织物优良的舒适效果,且耐洗性好,化学稳定性优良。
进一步地,烯丙基聚氧烷基环氧聚醚分子量为300~1500,其结构式为:
进一步地,有机溶剂为异丙醇、叔丁醇、乙二醇单乙醚、乙二醇单丁醚、二乙二醇单丁醚或二乙二醇单乙醚,有机溶剂加入量为端含氢硅油质量的10~300%。
进一步地,步骤A中端含氢硅油中Si-H键与烯丙基聚烷氧基环氧聚醚中烯丙基的摩尔比为1:0.5~2。
进一步地,步骤B中七甲基三硅氧烷与烯丙基聚氧烷基环氧聚醚的摩尔比为1:0.5~2。
进一步地,铂催化剂为氯铂酸或铂的配合物。
进一步地,氨基硅树脂为γ-二乙烯三胺丙基改性硅树脂、N-环己基-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂混合、N-二甲氨丙基-氨丙基与γ-哌嗪基丙基共改性硅树脂、N-(β-氨乙基)-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂或3-氨丙基与N-2-(氨乙基)-3-氨丙基共改性硅树脂。
进一步地,氨基硅树脂通过以下方法制备得到:
①以质量份计,在反应器内加入10~50份无水乙醇、10~20份浓度为36-37%的盐酸、10~50份去离子水和2~10份六甲基二硅氧烷,在温度为20~50℃条件下搅拌0.5~1.5小时;
②逐滴加入1~20份树脂化交联剂和1~20份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为30~70℃条件下继续搅拌反应1~3小时;
③加入20~100份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到氨基硅树脂;
其中,树脂化交联剂为正硅酸乙酯、正硅酸甲酯、四氯化硅或一甲基三氯硅烷;氨基硅烷偶联剂选自3-氨丙基三乙氧基硅烷、N-(β-氨乙基)-γ-氨丙基三乙氧基硅烷、N-2-(氨乙基)-3-氨丙基三甲氧基硅烷、二乙胺基甲基三乙氧基硅烷、γ-哌嗪基丙基甲基二甲氧基硅烷、N-环己基-γ-氨丙基甲基二甲氧基硅烷、γ-二乙烯三胺丙基甲基二甲氧基硅烷或N-二甲氨丙基-氨丙基甲基二甲氧基硅烷中的一种或几种。
进一步地,步骤C中促进剂为叔胺型化合物,叔胺型化合物为三乙醇胺、N,N-二甲基1,3-丙二胺、四甲基己二胺或四甲基丙二胺,叔胺型化合物的加入量为氨基硅树脂质量的0.1~10%。
本发明第三方面,将上述的改性有机聚硅氧烷应用于织物整理剂中,以赋予织物优良的厚实、爽滑、弹挺的手感,具有较好的使用效果。
具体实施方式
为了使本领域的技术人员更好地理解本发明,下面将结合具体实施例对本发明技术方案进行清楚、完整的描述。
实施例1
将含氢量0.06%的端含氢硅油与分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚按Si-H键与烯丙基摩尔比为1:1加入反应器内,加入端含氢硅油质量70%的异丙醇,搅拌均匀,升温至82℃,加入物料总质量22ppm的氯铂酸,反应2小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体M溶液。
将七甲基三硅氧烷与分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚按摩尔比1:1加入反应器内,加入端含氢硅油质量50%的异丙醇,搅拌均匀,升温至82℃,加入物料总质量20ppm的氯铂酸,反应3小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体N溶液。
以质量份计,在反应器内加入20份无水乙醇、10份浓度为36-37%的盐酸、30份去离子水和10份六甲基二硅氧烷,在温度为50℃条件下搅拌1小时;逐滴加入15份γ-二乙烯三胺丙基甲基二甲氧基硅烷和10份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为40℃条件下继续搅拌反应2小时;加入30份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到γ-二乙烯三胺丙基改性硅树脂。
端环氧聚醚改性硅油中间体M溶液与端环氧聚醚改性硅油中间体N溶液按摩尔比1:1混合均匀,加入γ-二乙烯三胺丙基改性硅树脂,端环氧聚醚改性硅油中间体M与N中环氧基数之和与γ-二乙烯三胺丙基改性硅树脂中的氨基摩尔比例1:1,加入占氨基硅树脂质量0.5%的三乙醇胺,搅拌升温至80℃,反应6小时,可得到改性有机聚硅氧烷产品,固含量>70%。
实施例2
将含氢量0.03%的端含氢硅油、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按Si-H键与烯丙基摩尔比为2:1:1加入反应器内,加入端含氢硅油质量50%的乙二醇丁醚,搅拌均匀,升温至100℃,加入物料总质量26ppm的氯铂酸,反应4小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体M溶液。
将七甲基三硅氧烷、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按摩尔比2:1:1加入反应器内,加入端含氢硅油质量50%的乙二醇丁醚,搅拌均匀,升温至100℃,加入物料总质量20ppm的氯铂酸,反应4小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体N溶液。
以质量份计,在反应器内加入40份无水乙醇、15份浓度为36-37%的盐酸、50份去离子水和8份六甲基二硅氧烷,在温度为20℃条件下搅拌1小时;逐滴加入10份N-环己基-γ-氨丙基甲基二甲氧基硅烷和5份γ-哌嗪基丙基甲基二甲氧基硅烷,以及10份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为30℃条件下继续搅拌反应3小时;加入50份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到N-环己基-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂。
端环氧聚醚改性硅油中间体M溶液与端环氧聚醚改性硅油中间体N溶液按摩尔比1:1.5混合均匀,加入N-环己基-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂,端环氧聚醚改性硅油中间体M与N中的环氧基数之和与N-环己基-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂中的氨基数之和的摩尔比例为1:1,加入占氨基硅树脂质量1%的三乙醇胺,搅拌升温至110℃,反应10小时,可得到改性有机聚硅氧烷产品,固含量>80%。
实施例3
将含氢量0.04%的端含氢硅油、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按Si-H键与烯丙基摩尔比为3:1:2加入反应器内,加入端含氢硅油质量100%的异丙醇,搅拌均匀,升温至80℃,加入物料总质量18ppm的铂催化剂,反应3小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体M溶液。
将七甲基三硅氧烷、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按摩尔比3:1:2加入反应器内,加入端含氢硅油质量70%的异丙醇,搅拌均匀,升温至80℃,加入物料总质量20ppm的铂催化剂,反应3小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体N溶液。
以质量份计,在反应器内加入50份无水乙醇、20份浓度为36-37%的盐酸、45份去离子水和5份六甲基二硅氧烷,在温度为30℃条件下搅拌0.5小时;逐滴加入10份N-二甲氨丙基-氨丙基甲基二甲氧基硅烷和8份γ-哌嗪基丙基甲基二甲氧基硅烷,以及10份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为60℃条件下继续搅拌反应1小时;加入40份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到N-二甲氨丙基-氨丙基与γ-哌嗪基丙基共改性硅树脂。
端环氧聚醚改性硅油中间体M溶液与端环氧聚醚改性硅油中间体N溶液按摩尔比1:2混合均匀,加入N-二甲氨丙基-氨丙基与γ-哌嗪基丙基共改性硅树脂,端环氧聚醚改性硅油中间体M与N中环氧基数之和与N-二甲氨丙基-氨丙基与γ-哌嗪基丙基共改性硅树脂中的氨基数之和的摩尔比例为1:1.2,加入占氨基硅树脂质量0.6%的N,N-二甲基1,3-丙二胺,搅拌升温至70℃,反应5小时,可得到改性有机聚硅氧烷产品,固含量>65%。
实施例4
将含氢量0.02%的端含氢硅油、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按Si-H键与烯丙基摩尔比为1:1加入反应器内,加入端含氢硅油质量70%的异丙醇,搅拌均匀,升温至80℃,加入物料总质量25ppm的铂催化剂,反应3小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体M溶液。
将七甲基三硅氧烷、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按摩尔比1:1加入反应器内,加入端含氢硅油质量70%的异丙醇,搅拌均匀,升温至80℃,加入物料总质量20ppm的铂催化剂,反应3小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体N溶液。
以质量份计,在反应器内加入35份无水乙醇、12份浓度为36-37%的盐酸、40份去离子水和2份六甲基二硅氧烷,在温度为25℃条件下搅拌1.5小时;逐滴加入12份N-(β-氨乙基)-γ-氨丙基三乙氧基硅烷和8份γ-哌嗪基丙基甲基二甲氧基硅烷,以及15份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为30℃条件下继续搅拌反应2小时;加入80份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到N-(β-氨乙基)-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂。
端环氧聚醚改性硅油中间体M溶液与端环氧聚醚改性硅油中间体N溶液按摩尔比2:1混合均匀,加入N-(β-氨乙基)-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂,端环氧聚醚改性硅油中间体中M与N中环氧基数之和与N-(β-氨乙基)-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂中氨基数之和的摩尔比例为1:1.5,加入占氨基硅树脂质量0.8%的N,N-二甲基1,3-丙二胺,搅拌升温至75℃,反应7小时,可得到改性有机聚硅氧烷产品,固含量>75%。
实施例5
将含氢量0.08%的端含氢硅油、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按Si-H键与烯丙基摩尔比为5:4:3加入反应器内,加入端含氢硅油质量80%的叔丁醇,搅拌均匀,升温至80℃,加入物料总质量15ppm的铂催化剂,反应5小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体M溶液。
将七甲基三硅氧烷、分子量500的烯丙基聚氧乙基聚氧丙基环氧聚醚、分子量300的烯丙基聚氧乙基聚氧丙基环氧聚醚按摩尔比5:2:3加入反应器内,加入端含氢硅油质量80%的叔丁醇,搅拌均匀,升温至80℃,加入物料总质量20ppm的铂催化剂,反应5小时,得到淡黄色透明液体,即为端环氧聚醚改性硅油中间体N溶液。
以质量份计,在反应器内加入40份无水乙醇、10份浓度为36-37%的盐酸、40份去离子水和2份六甲基二硅氧烷,在温度为25℃条件下搅拌1.5小时;逐滴加入12份3-氨丙基三乙氧基硅烷和3份N-2-(氨乙基)-3-氨丙基三甲氧基硅烷,以及15份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为30℃条件下继续搅拌反应2小时;加入80份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到3-氨丙基与N-2-(氨乙基)-3-氨丙基共改性硅树脂。
端环氧聚醚改性硅油中间体M溶液与端环氧聚醚改性硅油中间体N溶液按摩尔比1:1混合均匀,加入3-氨丙基与N-2-(氨乙基)-3-氨丙基共改性硅树脂,端环氧聚醚改性硅油中间体中M与N中的环氧基数之和与3-氨丙基与N-2-(氨乙基)-3-氨丙基共改性硅树脂中氨基数之和的摩尔比例为1:2,加入占氨基硅树脂质量1.2%的四甲基己二胺,搅拌升温至80℃,反应8小时,可得到改性有机聚硅氧烷产品,固含量>80%。
上述实施例中,端环氧聚醚改性硅油中间体N溶液的加入能有效避免最终制得的改性有机聚硅氧烷产品链过度延伸,影响下一步作为织物整理剂应用时加成反应和最后织物整理剂产品的乳化性能。
上述实施例所得改性有机聚硅氧烷产品作为织物整理剂的应用过程及应用效果测试:
取实施例1-5制备的产品10g,用醋酸调至pH=6,加入脂肪醇聚氧乙烯醚AEO-3/AEO-9乳化剂2g,搅拌混匀,然后边搅拌边加入去离子水,制成固含量为15%的硅乳;取1g固含量为15%的乳液,用100g水稀释配成工作液;再取罗马布(15cm×12cm)浸渍入工作液中,用实验室小型轧车一浸一轧,轧余率约70~80%;将织物在100℃烘5min,在160℃烘焙固化90s,最后在室温条件下平衡24h,进行手感测试。
采用触摸法测试和评级,整理后的布样经室温放置后由多位手感评价人员,从厚度、弾挺性和爽滑度三方面对布样进行综合评价。按1~5评级,5级为最好,原布手感评定为1级,为最差,结果取平均值。
另取普通氨基硅油与三元共聚硅油用作本发明的参比,实验结果见表I:
表I整理后的罗马布应用性能测定结果
样品 | 厚度 | 弹挺性 | 爽滑度 |
实施例1 | 5 | 5 | 4 |
实施例2 | 5 | 4 | 5 |
实施例3 | 5 | 4 | 5 |
实施例4 | 4 | 5 | 5 |
实施例5 | 5 | 5 | 4 |
三元共聚硅油 | 4 | 3 | 4 |
普通氨基硅油 | 3 | 2 | 2 |
空白样 | 1 | 1 | 1 |
从上述数据可以看出,本发明提供的改性有机聚硅氧烷产品在厚度、弹挺性、爽滑度方面均优于三元共聚硅油与普通氨基硅油产品,本发明提供的改性有机聚硅氧烷产品可以赋予织物优良的厚实、爽滑、弹挺的手感,具有较好的使用效果。
尽管上面已经示出和描述了本发明的实施例,可以理解的是,上述实施例是示例性的,不能理解为对本发明的限制,本领域的普通技术人员在本发明的范围内可以对上述实施例进行变化、修改、替换和变型。
Claims (12)
3.一种如权利要求1或2所述的改性有机聚硅氧烷的制备方法,其特征在于,按如下步骤进行:
A.端环氧聚醚改性硅油中间体M的制备
将含氢量为0.01%-0.08%的端含氢硅油与烯丙基聚烷氧基环氧聚醚溶解在有机溶剂中,加入铂催化剂,反应温度为60~110℃,反应时间为2~6小时,合成端环氧聚醚改性硅油中间体M;
B.端环氧聚醚改性硅油中间体N的制备
将七甲基三硅氧烷与烯丙基聚烷氧基环氧聚醚溶解在有机溶剂中,加入铂催化剂,反应温度为60~110℃,反应时间为2~6小时,合成端环氧聚醚改性硅油中间体N;
C.改性有机聚硅氧烷的制备
将端环氧聚醚改性硅油中间体M、端环氧聚醚改性硅油中间体N与氨基硅树脂混合均匀后,加入促进剂,进行胺化反应,反应温度为50~120℃,反应时间为4~10小时,得到改性有机聚硅氧烷产品;
其中,端环氧聚醚改性硅油中间体M与端环氧聚醚改性硅油中间体N的摩尔比为1:0.5~4,端环氧聚醚改性硅油中间体M与N中的环氧基数之和与氨基硅树脂中的氨基的摩尔比为1:0.5~2。
5.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,有机溶剂为异丙醇、叔丁醇、乙二醇单乙醚、乙二醇单丁醚、二乙二醇单丁醚或二乙二醇单乙醚,有机溶剂加入量为端含氢硅油质量的10~300%。
6.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,步骤A中端含氢硅油中Si-H键与烯丙基聚烷氧基环氧聚醚中烯丙基的摩尔比为1:0.5~2。
7.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,步骤B中七甲基三硅氧烷与烯丙基聚氧烷基环氧聚醚的摩尔比为1:0.5~2。
8.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,铂催化剂为氯铂酸或铂的配合物。
9.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,氨基硅树脂为γ-二乙烯三胺丙基改性硅树脂、N-环己基-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂混合、N-二甲氨丙基-氨丙基与γ-哌嗪基丙基共改性硅树脂、N-(β-氨乙基)-γ-氨丙基与γ-哌嗪基丙基共改性硅树脂或3-氨丙基与N-2-(氨乙基)-3-氨丙基共改性硅树脂。
10.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,氨基硅树脂通过以下方法制备得到:
①以质量份计,在反应器内加入10~50份无水乙醇、10~20份浓度为36-37%的盐酸、10~50份去离子水和2~10份六甲基二硅氧烷,在温度为20~50℃条件下搅拌0.5~1.5小时;
②逐滴加入1~20份树脂化交联剂和1~20份氨基硅烷偶联剂混合溶液,滴加完毕后,在温度为30~70℃条件下继续搅拌反应1~3小时;
③加入20~100份六甲基二硅氧烷作为萃取剂进行萃取,然后用去离子水洗涤有机相至中性,减压蒸馏除去萃取剂及低沸物,得到氨基硅树脂;
其中,树脂化交联剂为正硅酸乙酯、正硅酸甲酯、四氯化硅或一甲基三氯硅烷;氨基硅烷偶联剂选自3-氨丙基三乙氧基硅烷、N-(β-氨乙基)-γ-氨丙基三乙氧基硅烷、N-2-(氨乙基)-3-氨丙基三甲氧基硅烷、二乙胺基甲基三乙氧基硅烷、γ-哌嗪基丙基甲基二甲氧基硅烷、N-环己基-γ-氨丙基甲基二甲氧基硅烷、γ-二乙烯三胺丙基甲基二甲氧基硅烷或N-二甲氨丙基-氨丙基甲基二甲氧基硅烷中的一种或几种。
11.根据权利要求3所述的改性有机聚硅氧烷的制备方法,其特征在于,步骤C中促进剂为叔胺型化合物,叔胺型化合物为三乙醇胺、N,N-二甲基1,3-丙二胺、四甲基己二胺或四甲基丙二胺,叔胺型化合物的加入量为氨基硅树脂质量的0.1~10%。
12.根据权利要求1或2所述的改性有机聚硅氧烷在制备织物整理剂中的应用。
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