CN101508852B - 一种高硬度有机硅防护涂料及其制备方法和应用 - Google Patents
一种高硬度有机硅防护涂料及其制备方法和应用 Download PDFInfo
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- CN101508852B CN101508852B CN2009100380090A CN200910038009A CN101508852B CN 101508852 B CN101508852 B CN 101508852B CN 2009100380090 A CN2009100380090 A CN 2009100380090A CN 200910038009 A CN200910038009 A CN 200910038009A CN 101508852 B CN101508852 B CN 101508852B
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- methyl
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- silane
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- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- -1 hydroxyalkyl acrylate Chemical compound 0.000 claims abstract description 30
- 239000000203 mixture Substances 0.000 claims abstract description 25
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 11
- 239000010703 silicon Substances 0.000 claims abstract description 11
- 229910052751 metal Inorganic materials 0.000 claims abstract description 6
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- 125000000217 alkyl group Chemical group 0.000 claims description 16
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 16
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 14
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 13
- 238000002444 silanisation Methods 0.000 claims description 12
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- GILMNGUTRWPWSY-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CC(O)COC(=O)C=C GILMNGUTRWPWSY-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims description 8
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 claims description 8
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 claims description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 229910000077 silane Inorganic materials 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- 150000003377 silicon compounds Chemical class 0.000 claims description 6
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 claims description 6
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 5
- SXPLZNMUBFBFIA-UHFFFAOYSA-N butyl(trimethoxy)silane Chemical compound CCCC[Si](OC)(OC)OC SXPLZNMUBFBFIA-UHFFFAOYSA-N 0.000 claims description 5
- XQSFXFQDJCDXDT-UHFFFAOYSA-N hydroxysilicon Chemical compound [Si]O XQSFXFQDJCDXDT-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical group C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- 239000012965 benzophenone Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229920002545 silicone oil Polymers 0.000 claims description 4
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 3
- PXLDRBQDIXLCEK-UHFFFAOYSA-N C(=O)P(C1=CC=CC=C1)(C1=CC=CC=C1)=O.CC1=CC=CC=C1 Chemical compound C(=O)P(C1=CC=CC=C1)(C1=CC=CC=C1)=O.CC1=CC=CC=C1 PXLDRBQDIXLCEK-UHFFFAOYSA-N 0.000 claims description 3
- BDAHDQGVJHDLHQ-UHFFFAOYSA-N [2-(1-hydroxycyclohexyl)phenyl]-phenylmethanone Chemical compound C=1C=CC=C(C(=O)C=2C=CC=CC=2)C=1C1(O)CCCCC1 BDAHDQGVJHDLHQ-UHFFFAOYSA-N 0.000 claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 3
- XGZGKDQVCBHSGI-UHFFFAOYSA-N butyl(triethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OCC XGZGKDQVCBHSGI-UHFFFAOYSA-N 0.000 claims description 3
- SCPWMSBAGXEGPW-UHFFFAOYSA-N dodecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCC[Si](OC)(OC)OC SCPWMSBAGXEGPW-UHFFFAOYSA-N 0.000 claims description 3
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- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 claims description 3
- 229960003493 octyltriethoxysilane Drugs 0.000 claims description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 9
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
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- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 4
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- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 229910018557 Si O Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
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- 238000010792 warming Methods 0.000 description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 2
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 2
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
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- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
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CN101508852B true CN101508852B (zh) | 2011-12-21 |
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Families Citing this family (7)
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CN102311524A (zh) * | 2010-06-29 | 2012-01-11 | 高雄应用科技大学 | 可固化组成物以及利用该组成物的具有透明保护层的制件的制备方法 |
CN103266737A (zh) * | 2013-04-22 | 2013-08-28 | 上海龙人建设集团有限公司 | 一种用于建筑石材表面的防腐蚀结构及其防腐工艺 |
CN104774548B (zh) * | 2015-04-28 | 2017-10-03 | 重庆卡勒斯通科技有限公司 | 一种木材表面防护纳米涂料及其制作工艺 |
CN106084266A (zh) * | 2016-05-30 | 2016-11-09 | 哈尔滨工业大学 | 一种改性有机硅树脂改善双向拉伸聚酯薄膜表面性能的方法 |
CN109161230B (zh) * | 2018-07-19 | 2020-09-29 | 陕西师范大学 | 一种加固土体墨迹标语防止字迹脱落的方法及其应用 |
CN109233478A (zh) * | 2018-07-27 | 2019-01-18 | 东莞环球经典新型材料有限公司 | 一种含氟有机硅石材防护剂及其制备方法 |
CN112876990A (zh) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | 一种光固化有机硅透明柔性硬质涂层及其制备方法 |
Citations (4)
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CN1478801A (zh) * | 2003-07-11 | 2004-03-03 | 中国科学院广州化学研究所 | 有机硅改性丙烯酸酯的方法 |
CN1887972A (zh) * | 2006-07-14 | 2007-01-03 | 浙江大学 | 一种用于紫外光固化胶粘剂中的纳米SiO2改性的方法 |
CN1903898A (zh) * | 2006-07-21 | 2007-01-31 | 华南理工大学 | 含硅氧烷水溶性聚合物乳液和可再分散乳胶粉及制备方法 |
CN1974581A (zh) * | 2006-12-13 | 2007-06-06 | 中国科学院广州化学研究所 | 一种含硅(甲基)丙烯酸酯单体及其共聚物和它们的制备方法 |
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Patent Citations (4)
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CN1478801A (zh) * | 2003-07-11 | 2004-03-03 | 中国科学院广州化学研究所 | 有机硅改性丙烯酸酯的方法 |
CN1887972A (zh) * | 2006-07-14 | 2007-01-03 | 浙江大学 | 一种用于紫外光固化胶粘剂中的纳米SiO2改性的方法 |
CN1903898A (zh) * | 2006-07-21 | 2007-01-31 | 华南理工大学 | 含硅氧烷水溶性聚合物乳液和可再分散乳胶粉及制备方法 |
CN1974581A (zh) * | 2006-12-13 | 2007-06-06 | 中国科学院广州化学研究所 | 一种含硅(甲基)丙烯酸酯单体及其共聚物和它们的制备方法 |
Non-Patent Citations (1)
Title |
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黄月文,刘伟区.含硅(甲基)丙烯酸酯在涂料工业中的研究和应用进展.《涂料工业》.2006,第36卷(第11期), * |
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