CN1696179A - Method for grafting modifying silicone resin - Google Patents
Method for grafting modifying silicone resin Download PDFInfo
- Publication number
- CN1696179A CN1696179A CN 200510010061 CN200510010061A CN1696179A CN 1696179 A CN1696179 A CN 1696179A CN 200510010061 CN200510010061 CN 200510010061 CN 200510010061 A CN200510010061 A CN 200510010061A CN 1696179 A CN1696179 A CN 1696179A
- Authority
- CN
- China
- Prior art keywords
- silicone resin
- vinyl
- water
- toluene
- methyl phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 229920002050 silicone resin Polymers 0.000 title claims description 65
- -1 alkyl chlorosilane Chemical compound 0.000 claims abstract description 41
- 239000000203 mixture Substances 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- 239000005046 Chlorosilane Substances 0.000 claims abstract description 8
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 7
- 150000002978 peroxides Chemical class 0.000 claims abstract description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 63
- 239000000178 monomer Substances 0.000 claims description 23
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 23
- 229920002554 vinyl polymer Polymers 0.000 claims description 23
- 239000002904 solvent Substances 0.000 claims description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 10
- 230000004048 modification Effects 0.000 claims description 8
- 238000012986 modification Methods 0.000 claims description 8
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 6
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 claims description 6
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 claims description 6
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005055 methyl trichlorosilane Substances 0.000 claims description 6
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 5
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 239000012153 distilled water Substances 0.000 claims description 4
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- NOZAQBYNLKNDRT-UHFFFAOYSA-N [diacetyloxy(ethenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C=C NOZAQBYNLKNDRT-UHFFFAOYSA-N 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 238000006482 condensation reaction Methods 0.000 claims description 3
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 3
- 238000006068 polycondensation reaction Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000006884 silylation reaction Methods 0.000 claims description 3
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 claims description 3
- 239000005050 vinyl trichlorosilane Substances 0.000 claims description 3
- 229920005989 resin Polymers 0.000 abstract description 10
- 239000011347 resin Substances 0.000 abstract description 10
- 230000008569 process Effects 0.000 abstract description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 abstract 1
- 230000004580 weight loss Effects 0.000 description 11
- 238000005516 engineering process Methods 0.000 description 8
- 230000008901 benefit Effects 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000012780 transparent material Substances 0.000 description 3
- 239000004693 Polybenzimidazole Substances 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 229920002480 polybenzimidazole Polymers 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 229920006387 Vinylite Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000009970 fire resistant effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Silicon Polymers (AREA)
- Graft Or Block Polymers (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2005100100617A CN1320035C (en) | 2005-06-03 | 2005-06-03 | Method for grafting modifying silicone resin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2005100100617A CN1320035C (en) | 2005-06-03 | 2005-06-03 | Method for grafting modifying silicone resin |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1696179A true CN1696179A (en) | 2005-11-16 |
CN1320035C CN1320035C (en) | 2007-06-06 |
Family
ID=35349085
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2005100100617A Expired - Fee Related CN1320035C (en) | 2005-06-03 | 2005-06-03 | Method for grafting modifying silicone resin |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1320035C (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102516774A (en) * | 2011-12-07 | 2012-06-27 | 中国科学院过程工程研究所 | Preparation method of modified silicon resin matrix and application of the modified silicon resin matrix |
CN102627769A (en) * | 2012-03-15 | 2012-08-08 | 中国科学院化学研究所 | Room temperature curing ultrahigh temperature-resistant adhesive, liquid silicon resin dedicated for the room temperature curing ultrahigh temperature-resistant adhesive and their preparation methods |
CN103275617A (en) * | 2013-05-17 | 2013-09-04 | 涌奇材料技术(上海)有限公司 | Preparation method and application of organosilicon photo-diffusion particle |
CN104193995A (en) * | 2014-08-20 | 2014-12-10 | 江西省科学院应用化学研究所 | Organic silicon packaging material for 3D printing devices and preparation method thereof |
CN107366159A (en) * | 2017-08-29 | 2017-11-21 | 中国科学院长春应用化学研究所 | A kind of preparation method polymer-modified POSS |
CN113105862A (en) * | 2021-05-25 | 2021-07-13 | 哈尔滨工业大学 | Preparation method of heat-resistant organic silicon pressure-sensitive adhesive |
CN115160901A (en) * | 2022-07-06 | 2022-10-11 | 海利得新材料研究(上海)有限公司 | Cigarette end burning resistant UV coating and preparation method thereof, cigarette end burning resistant UV coating and preparation method thereof |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2697680B2 (en) * | 1995-05-31 | 1998-01-14 | 日本電気株式会社 | Silicon-containing polymer compound and photosensitive resin composition |
JP5362160B2 (en) * | 1999-08-04 | 2013-12-11 | ハイブリッド・プラスチックス・インコーポレイテッド | Method for forming polyhedral oligomeric silsesquioxane |
US6100417A (en) * | 1999-08-31 | 2000-08-08 | The United States Of America As Represented By The Secretary Of The Air Force | Functionalizing olefin bearing silsesquioxanes |
TWI338701B (en) * | 2002-09-30 | 2011-03-11 | Nippon Steel Chemical Co | Cage-type silsesquioxanes resin cotaining functional group and manufacture method thereof |
-
2005
- 2005-06-03 CN CNB2005100100617A patent/CN1320035C/en not_active Expired - Fee Related
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102516774A (en) * | 2011-12-07 | 2012-06-27 | 中国科学院过程工程研究所 | Preparation method of modified silicon resin matrix and application of the modified silicon resin matrix |
CN102627769A (en) * | 2012-03-15 | 2012-08-08 | 中国科学院化学研究所 | Room temperature curing ultrahigh temperature-resistant adhesive, liquid silicon resin dedicated for the room temperature curing ultrahigh temperature-resistant adhesive and their preparation methods |
CN102627769B (en) * | 2012-03-15 | 2014-01-29 | 中国科学院化学研究所 | Room temperature curing ultrahigh temperature-resistant adhesive, liquid silicon resin dedicated for the room temperature curing ultrahigh temperature-resistant adhesive and their preparation methods |
CN103275617A (en) * | 2013-05-17 | 2013-09-04 | 涌奇材料技术(上海)有限公司 | Preparation method and application of organosilicon photo-diffusion particle |
CN103275617B (en) * | 2013-05-17 | 2016-03-02 | 涌奇材料技术(上海)有限公司 | The preparation method of organosilicon photo-diffusion particle and application thereof |
CN104193995A (en) * | 2014-08-20 | 2014-12-10 | 江西省科学院应用化学研究所 | Organic silicon packaging material for 3D printing devices and preparation method thereof |
CN104193995B (en) * | 2014-08-20 | 2016-06-29 | 江西省科学院应用化学研究所 | A kind of organosilicon encapsulating material for 3D printing equipment and preparation method |
CN107366159A (en) * | 2017-08-29 | 2017-11-21 | 中国科学院长春应用化学研究所 | A kind of preparation method polymer-modified POSS |
CN113105862A (en) * | 2021-05-25 | 2021-07-13 | 哈尔滨工业大学 | Preparation method of heat-resistant organic silicon pressure-sensitive adhesive |
CN113105862B (en) * | 2021-05-25 | 2022-07-15 | 哈尔滨工业大学 | Preparation method of heat-resistant organic silicon pressure-sensitive adhesive |
CN115160901A (en) * | 2022-07-06 | 2022-10-11 | 海利得新材料研究(上海)有限公司 | Cigarette end burning resistant UV coating and preparation method thereof, cigarette end burning resistant UV coating and preparation method thereof |
CN115160901B (en) * | 2022-07-06 | 2024-06-21 | 海利得新材料研究(上海)有限公司 | Cigarette end scalding resistant UV coating and preparation method thereof, and cigarette end scalding resistant UV coating and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
CN1320035C (en) | 2007-06-06 |
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Legal Events
Date | Code | Title | Description |
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
EE01 | Entry into force of recordation of patent licensing contract |
Assignee: SHANGHAI ZEAFEE DIGITAL INKJET Assignor: Harbin Institute of Technology Contract fulfillment period: 2009.6.29 to 2014.6.29 Contract record no.: 2009310000130 Denomination of invention: Method for grafting modifying silicone resin Granted publication date: 20070606 License type: Exclusive license Record date: 20090720 |
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LIC | Patent licence contract for exploitation submitted for record |
Free format text: EXCLUSIVE LICENSE; TIME LIMIT OF IMPLEMENTING CONTACT: 2009.6.29 TO 2014.6.29; CHANGE OF CONTRACT Name of requester: SHANGHAI ZEAFEE DIGITAL INKJET COMPOSITE MATERIAL Effective date: 20090720 |
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TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20210129 Address after: Room 1107, 11 / F, National University Science Park, Harbin Institute of technology, No. 434, youyou street, Nangang District, Harbin City, Heilongjiang Province, 150006 Patentee after: Harbin Institute of Technology Asset Management Co.,Ltd. Address before: 150001 No. 92 West straight street, Nangang District, Heilongjiang, Harbin Patentee before: HARBIN INSTITUTE OF TECHNOLOGY |
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TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20210208 Address after: No. 55-1, Fengfeng Road, Huishan District, Wuxi City, Jiangsu Province Patentee after: WUXI HAITE NEW MATERIAL INSTITUTE Co.,Ltd. Address before: Room 1107, 11 / F, National University Science Park, Harbin Institute of technology, No. 434, youyou street, Nangang District, Harbin City, Heilongjiang Province, 150006 Patentee before: Harbin Institute of Technology Asset Management Co.,Ltd. |
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CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070606 |