CN103435806B - A kind of branched chain type phenyl silicone oil and preparation method thereof - Google Patents
A kind of branched chain type phenyl silicone oil and preparation method thereof Download PDFInfo
- Publication number
- CN103435806B CN103435806B CN201310301276.9A CN201310301276A CN103435806B CN 103435806 B CN103435806 B CN 103435806B CN 201310301276 A CN201310301276 A CN 201310301276A CN 103435806 B CN103435806 B CN 103435806B
- Authority
- CN
- China
- Prior art keywords
- silicone oil
- add
- acid
- weight part
- branched chain
- 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.)
- Expired - Fee Related
Links
- 229920002545 silicone oil Polymers 0.000 title claims abstract description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000000047 product Substances 0.000 claims description 37
- 238000006243 chemical reaction Methods 0.000 claims description 28
- 238000004821 distillation Methods 0.000 claims description 24
- 238000003756 stirring Methods 0.000 claims description 24
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 230000007935 neutral effect Effects 0.000 claims description 12
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 7
- 235000011152 sodium sulphate Nutrition 0.000 claims description 7
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims description 7
- 239000003377 acid catalyst Substances 0.000 claims description 6
- 239000011973 solid acid Substances 0.000 claims description 5
- 239000003643 water by type Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 27
- -1 polysiloxane Polymers 0.000 abstract description 6
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- 229920002050 silicone resin Polymers 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 3
- 229920001296 polysiloxane Polymers 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 239000012153 distilled water Substances 0.000 description 14
- 238000005259 measurement Methods 0.000 description 8
- 238000010792 warming Methods 0.000 description 8
- 239000003292 glue Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 2
- 0 C*OC(C)(CC(C=NCC(C)C(C)C1)=C)[N+]1(*=C)[O-] Chemical compound C*OC(C)(CC(C=NCC(C)C(C)C1)=C)[N+]1(*=C)[O-] 0.000 description 1
- SEVDZTZFMIRDRV-UHFFFAOYSA-N CCC(C)(O[Si]1(c2ccccc2)O[Si](C)(C)CCC1(C)O[Si](C)(C)[IH+])[Si](C)(C)C Chemical compound CCC(C)(O[Si]1(c2ccccc2)O[Si](C)(C)CCC1(C)O[Si](C)(C)[IH+])[Si](C)(C)C SEVDZTZFMIRDRV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
Landscapes
- Silicon Polymers (AREA)
Abstract
The present invention relates to a kind of branched chain type phenyl silicone oil and preparation method thereof, branched chain type phenyl silicone oil prepared by the present invention is water white liquid, has the advantages that viscosity is low, refractive index is high, wherein, viscosity is at the silicone oil of below 10mPa, and refractive index can reach more than 1.47.Hydrogeneous phenyl silicone oil prepared by the present invention can be used as phenyl polysiloxane linking agent, and vinyl phenyl silicone oil can be used as the thinner of based resin, the problem solving the synthesis of high refractive index LED silicone resin and use.
Description
Technical field
The present invention relates to a kind of branched chain type phenyl silicone oil and preparation method thereof.
Background technology
In recent years, along with LED starts generally to use, rapidly, from the low-refraction LED glue started, the high refractive index LED glue developed rapidly till now, has only used the time of several years to the development of LED glue.High refractive index LED glue has following characteristics: 1. high light transmittance and high rigidity, colour temperature stability, but light beam is more concentrated.2. penetration performance in the ageing resistance of excellence and visible-range.3. with metal and the good adhesiveproperties of plastics (particularly PPA).4. can at-40 DEG C to 200 DEG C life-time service.These features make the LED glue of high refractive index more and more be favored, and many companies have released one after another oneself product.
Meanwhile, also encounter many problems on stream, wherein after the synthesis of the silicone resin of high refractive index and synthesis, viscosity is too large brings inconvenience to use.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of branched chain type phenyl silicone oil and preparation method thereof, branched chain type phenyl silicone oil prepared by the present invention is water white liquid, have the advantages that viscosity is low, refractive index is high, wherein, viscosity is at the silicone oil of below 10mPa, and refractive index can reach more than 1.47.Hydrogeneous phenyl silicone oil synthesized by the present invention can be used as phenyl polysiloxane linking agent, and vinyl phenyl silicone oil can be used as the thinner of based resin, the problem solving the synthesis of high refractive index LED silicone resin and use.
The technical scheme that the present invention solves the problems of the technologies described above is as follows: a kind of branched chain type phenyl silicone oil, and general structure is as follows:
Wherein, R is the one in hydrogen base, vinyl or phenyl, and the value of n is 1 ~ 100;
Present invention also offers a kind of preparation method of branched chain type phenyl silicone oil, comprising:
Method 1: the hydrogeneous double-seal head of 10 ~ 30 weight part or vinyl double-seal head are added in reaction flask, add the acid catalyst of 0.05 ~ 10 weight part, 10 ~ 40 weight parts waters, stirring 30 minutes is carried out at 50 ~ 80 DEG C, then the phenyl triethoxysilane of 10 ~ 50 weight parts is added dropwise to, dropwise, continue stirring reaction 4 ~ 6 hours, the reaction solution obtained is through being washed to neutral PH=7, separatory gets upper oil phase, dry, leave standstill 5 ~ 12 hours, filter, filtrate after filtration is first through air distillation azeotropic, underpressure distillation is to no longer occurring overhead product again, obtain branched chain type phenyl silicone oil,
Method 2: 10 ~ 30 weight part double-seal heads or vinyl double-seal head are added in reaction flask, add the acid catalyst of 0.05 ~ 10 weight part, 10 ~ 40 weight parts waters, stirring 30 minutes is carried out at 50 ~ 80 DEG C, then 10 ~ 50 weight part phenyl triethoxysilanes are added dropwise to, dropwise, continue stirring reaction 4 ~ 6 hours, the reaction solution obtained is through being washed to neutral PH=7, separatory gets upper oil phase, first through air distillation azeotropic, then to no longer there is overhead product in underpressure distillation, obtains branched chain type phenyl silicone oil.
On the basis of technique scheme, the present invention can also do following improvement.
Further, in method 1 and method 2, described acid catalyst is the one in 36% hydrochloric acid, 98% sulfuric acid, trifluoromethanesulfonic acid or solid acid.
Further, the add-on of described 36% hydrochloric acid is 5 ~ 10 weight parts; The add-on of described 98% sulfuric acid is 1 ~ 8 weight part; The add-on of described trifluoromethanesulfonic acid is 0.05 ~ 0.35 weight part; The add-on of described solid acid is 4 ~ 10 weight parts.
Further, in method 1, described drying is for adding 2 grams of anhydrous sodium sulphate.
The invention has the beneficial effects as follows:
Branched chain type phenyl silicone oil prepared by the present invention is water white liquid, has the advantages that viscosity is low, refractive index is high, and wherein, viscosity is at the silicone oil of below 10mPa, and refractive index can reach more than 1.47.Hydrogeneous phenyl silicone oil synthesized by the present invention can be used as phenyl polysiloxane linking agent, and vinyl phenyl silicone oil can be used as the thinner of based resin, the problem solving the synthesis of high refractive index LED silicone resin and use.
Embodiment
Be described principle of the present invention and feature below, example, only for explaining the present invention, is not intended to limit scope of the present invention.
Embodiment 1
Oil bath pan is warming up to 50 DEG C, in there-necked flask, adds the concentrated hydrochloric acid of 7 gram 36%, 15 grams of distilled water and 12 grams of hydrogeneous double-seal heads, and open magneton stir about 30 minutes.Slowly be added dropwise to 20 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is poured in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.Add 2 grams of anhydrous sodium sulphate and carry out drying, leave standstill 5 hours, filter to get filtrate, first through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 23.03 grams of water white transparency products.Structure is as follows: wherein n=2
Testing transparent products refractive index through Abbe refractometer is 1.487, is 8.1mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 2
Oil bath pan is warming up to 70 DEG C, in there-necked flask, adds the trifluoromethanesulfonic acid of 24 grams of vinyl double-seal heads, 35 grams of distilled water and 0.128 gram, and open magneton stir about 30 minutes.Slowly be added dropwise to 40 grams of phenyl triethoxysilanes, within about 60 minutes, dropwise, continue stirring reaction 4 hours.Reaction solution is poured in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.Add 2 grams of anhydrous sodium sulphate and carry out drying, leave standstill 7 hours, filter to get filtrate, first through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 49.32 grams of water white transparency products.Structure is as follows: wherein n=3, and the Vi in its Chinese style represents vinyl abbreviation.
Testing transparent products refractive index through Abbe refractometer is 1.479, is 7.9mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 3
Oil bath pan is warming up to 80 DEG C, in there-necked flask, adds the vitriol oil of 16 grams of vinyl double-seal heads, 38 grams of water and 1.22 gram 98%, and open magneton stir about 30 minutes.Slowly be added dropwise to 45 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 4 hours.Reaction solution is poured in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.Add 2 grams of anhydrous sodium sulphate and carry out drying, leave standstill 7 hours, filter to get filtrate, first through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 47.57 grams of water white transparency products.Structure is as follows: wherein n=4, and the Vi in its Chinese style represents vinyl abbreviation.
Testing transparent products refractive index through Abbe refractometer is 1.471, is 7.6mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 4
Oil bath pan is warming up to 55 DEG C, in there-necked flask, adds the concentrated hydrochloric acid of 5 gram 36%, 15 grams of distilled water and 10 grams of hydrogeneous double-seal heads, and open magneton stir about 30 minutes.Slowly be added dropwise to 30 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is poured in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.First through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 27.43 grams of water white transparency products, structure is as follows: wherein n=3.
Testing transparent products refractive index through Abbe refractometer is 1.501, is 9.2mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 5
Oil bath pan is warming up to 65 DEG C, in there-necked flask, adds 5 grams of solid acids, 28 grams of water and 14 grams of hydrogeneous double-seal heads, and open magneton stir about 30 minutes.Slowly be added dropwise to 38 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is first filtered out acid, then pours in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.Add 2 grams of anhydrous sodium sulphate and carry out drying, leave standstill 5 hours, filter to get filtrate, first through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 34.02 grams of water white transparency products.Structure is as follows: wherein n=2
Testing transparent products refractive index through Abbe refractometer is 1.492, is 8.5mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 6
Oil bath pan is warming up to 60 DEG C, in there-necked flask, adds the trifluoromethanesulfonic acid of 0.1 gram, 20 grams of distilled water and 22 grams of vinyl double-seal heads, and open magneton stir about 30 minutes.Slowly be added dropwise to 28 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is poured in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.Add 2 grams of anhydrous sodium sulphate and carry out drying, leave standstill 5 hours, filter to get filtrate, first through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 37.44 grams of water white transparency products.Structure is as follows: wherein n=2
Testing transparent products refractive index through Abbe refractometer is 1.482, is 8.0mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 7
Oil bath pan is warming up to 65 DEG C, in there-necked flask, adds the trifluoromethanesulfonic acid of 15 grams of hydrogeneous double-seal heads, 25 grams of distilled water and 0.098 gram, and open magneton stir about 30 minutes.Slowly be added dropwise to 34 grams of phenyl triethoxysilanes, within 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is first filtered out acid, then pours in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.First through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 35.76 grams of water white transparency products.Structure is as follows: wherein n=2
Testing transparent products refractive index through Abbe refractometer is 1.512, is 9.5mPa.s through AR-G2 rheometer measurement transparent products viscosity.
Embodiment 8
Oil bath pan is warming up to 55 DEG C, in there-necked flask, adds 8 grams of solid strong acids, 23 grams of distilled water and 23 grams of vinyl double-seal heads, and open magneton stir about 30 minutes.Slowly be added dropwise to 31 grams of phenyl triethoxysilanes, within about 60 minutes, dropwise, continue stirring reaction 5 hours.Reaction solution is first filtered out strong acid, then pours in separating funnel, add distilled water and wash, repeatedly to neutral (PH=7).Get upper oil phase.First through air distillation, then underpressure distillation, after no longer there is overhead product, obtain 37.44 grams of water white transparency products.Structure is as follows: wherein n=2, and the Vi representative in its Chinese style is vinyl abbreviation.
Testing transparent products refractive index through Abbe refractometer is 1.477, is 7.7mPa.s through AR-G2 rheometer measurement transparent products viscosity.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (4)
1. a preparation method for branched chain type phenyl silicone oil, is characterized in that,
Method 1: the hydrogeneous double-seal head of 10 ~ 30 weight part or vinyl double-seal head are added in reaction flask, add the acid catalyst of 0.05 ~ 10 weight part, 10 ~ 40 weight parts waters, stirring 30 minutes is carried out at 50 ~ 80 DEG C, then the phenyl triethoxysilane of 10 ~ 50 weight parts is added dropwise to, dropwise, continue stirring reaction 4 ~ 6 hours, the reaction solution obtained is through being washed to neutral PH=7, separatory gets upper oil phase, dry, leave standstill 5 ~ 12 hours, filter, filtrate after filtration is first through air distillation azeotropic, underpressure distillation is to no longer occurring overhead product again, obtain branched chain type phenyl silicone oil, general structure is as follows:
Wherein, R is hydrogen base or vinyl, and the value of n is 1 ~ 4;
Method 2: the hydrogeneous double-seal head of 10 ~ 30 weight part or vinyl double-seal head are added in reaction flask, add the acid catalyst of 0.05 ~ 10 weight part, 10 ~ 40 weight parts waters, stirring 30 minutes is carried out at 50 ~ 80 DEG C, then 10 ~ 50 weight part phenyl triethoxysilanes are added dropwise to, dropwise, continue stirring reaction 4 ~ 6 hours, the reaction solution obtained is through being washed to neutral PH=7, separatory gets upper oil phase, and first through air distillation azeotropic, then underpressure distillation is to no longer occurring overhead product, obtain branched chain type phenyl silicone oil, general structure is as follows:
Wherein, R is hydrogen base or vinyl, and the value of n is 1 ~ 4.
2. preparation method according to claim 1, is characterized in that, in method 1 and method 2, described acid catalyst is the one in 36% hydrochloric acid, 98% sulfuric acid, trifluoromethanesulfonic acid or solid acid.
3. preparation method according to claim 2, is characterized in that, the add-on of described 36% hydrochloric acid is 5 ~ 10 weight parts; The add-on of described 98% sulfuric acid is 1 ~ 8 weight part; The add-on of described trifluoromethanesulfonic acid is 0.05 ~ 0.35 weight part; The add-on of described solid acid is 4 ~ 10 weight parts.
4. preparation method according to claim 1, is characterized in that, in method 1, described drying is for adding 2 grams of anhydrous sodium sulphate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310301276.9A CN103435806B (en) | 2013-07-17 | 2013-07-17 | A kind of branched chain type phenyl silicone oil and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310301276.9A CN103435806B (en) | 2013-07-17 | 2013-07-17 | A kind of branched chain type phenyl silicone oil and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103435806A CN103435806A (en) | 2013-12-11 |
| CN103435806B true CN103435806B (en) | 2015-09-02 |
Family
ID=49689533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310301276.9A Expired - Fee Related CN103435806B (en) | 2013-07-17 | 2013-07-17 | A kind of branched chain type phenyl silicone oil and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103435806B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105199105B (en) * | 2015-09-29 | 2018-01-16 | 广州有色金属研究院 | A kind of preparation method of fluorine-containing phenyl silicone oil |
| CN110092913A (en) * | 2019-02-01 | 2019-08-06 | 莱芜市雅达电子材料有限公司 | A kind of MQ resin of the base containing Si-H and preparation method thereof |
| CN110218521B (en) * | 2019-07-03 | 2021-02-19 | 山东省科学院新材料研究所 | Water-based silicone resin three-proofing coating and preparation method thereof |
| CN111286030B (en) * | 2020-03-23 | 2022-05-13 | 新纳奇材料科技江苏有限公司 | Preparation method of vinyl phenyl silicone oil |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2096631A (en) * | 1981-04-09 | 1982-10-20 | Gen Electric | Fluorosilicone rubber composition process and polymer |
| CN1432590A (en) * | 2002-01-10 | 2003-07-30 | 中国石油化工股份有限公司 | Prepn of phenyl sesquisiloxane prepolymer |
| CN1569925A (en) * | 2004-04-29 | 2005-01-26 | 上海高分子材料研究开发中心 | Novel configuration phenyl methyl silicon oil |
| CN1834133A (en) * | 2006-04-17 | 2006-09-20 | 广州天赐有机硅科技有限公司 | Branched benzene siliconic oil |
-
2013
- 2013-07-17 CN CN201310301276.9A patent/CN103435806B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2096631A (en) * | 1981-04-09 | 1982-10-20 | Gen Electric | Fluorosilicone rubber composition process and polymer |
| CN1432590A (en) * | 2002-01-10 | 2003-07-30 | 中国石油化工股份有限公司 | Prepn of phenyl sesquisiloxane prepolymer |
| CN1569925A (en) * | 2004-04-29 | 2005-01-26 | 上海高分子材料研究开发中心 | Novel configuration phenyl methyl silicon oil |
| CN1834133A (en) * | 2006-04-17 | 2006-09-20 | 广州天赐有机硅科技有限公司 | Branched benzene siliconic oil |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103435806A (en) | 2013-12-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103435806B (en) | A kind of branched chain type phenyl silicone oil and preparation method thereof | |
| CN105255192B (en) | A kind of preparation method of the alkynol of high activity in high yield cladding vinyl platinum complex | |
| CN106831850B (en) | A kind of hydrosilylation | |
| CN104098905B (en) | A kind of LED lens strong elasticity phenyl organic siliconresin and preparation method thereof | |
| KR20100097620A (en) | Metal oxide fine particles, silicone resin composition and use thereof | |
| CN103524741B (en) | A kind of Synthetic method of methyl vinyl MQ silicon resin | |
| CN113583216B (en) | Bio-based epoxy resin containing silicon-oxygen bond and preparation and application methods thereof | |
| CN104031392B (en) | A kind of add-on type silica gel and its production and use | |
| CN109384924B (en) | A kind of preparation method and application of tackifier | |
| CN107022060A (en) | A kind of preparation technology of the electronic grade hydrogenated bisphenol A epoxide resin of high-purity | |
| CN104610546B (en) | Preparation method of annular reticular silicon resin | |
| CN104449551B (en) | A kind of high folding LED of resistance to xanthochromia packaging silicon rubber | |
| CN106279289A (en) | A kind of sulfur-containing epoxy resin monomer, optical resin material and preparation method thereof | |
| CN104292465A (en) | Epoxy-modified phenyl vinyl silicon resin and preparation method thereof | |
| CN102584883A (en) | Multi-silicon methacrylate and acrylate monomer and synthetic method | |
| CN103570918B (en) | A kind of synthetic method of dimer acid glycidyl ester | |
| CN104645875B (en) | Viscoelastic system that a kind of functionalization Gemini surface active is constructed and preparation method | |
| CN103524446B (en) | Preparation method of fluorescent whitening agent | |
| JP2010043201A5 (en) | ||
| CN103627001B (en) | A kind of synthetic method of high-refractive index organic silicon resin | |
| TWI623591B (en) | Xanthene dye for color filter, and color filter using the same | |
| CN104086509A (en) | The synthetic method of glycidyl methacrylate | |
| CN106543440B (en) | Cyclic oligomerized silsesquioxane, its modified silicone encapsulation glue and its preparation method | |
| CN105419384A (en) | Preparation method of bionic self-cleaning Maya blue pigment | |
| CN102617376A (en) | Synthesis method of calcium ion selective chelating agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 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 | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20150902 Termination date: 20180717 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |