CN108329477A - A kind of organic silicon rigidity-increasing stick and preparation method thereof - Google Patents
A kind of organic silicon rigidity-increasing stick and preparation method thereof Download PDFInfo
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- CN108329477A CN108329477A CN201810167073.8A CN201810167073A CN108329477A CN 108329477 A CN108329477 A CN 108329477A CN 201810167073 A CN201810167073 A CN 201810167073A CN 108329477 A CN108329477 A CN 108329477A
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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
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Organic Chemistry (AREA)
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- Health & Medical Sciences (AREA)
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- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a kind of preparation methods of organic silicon rigidity-increasing stick.Include the following steps：(1) with dimethyl end hydroxyl silicone oil, vinyltrimethoxysilane and γ (2,3 the third oxygen of epoxy) propyl trimethoxy silicane, barium hydroxide monohydrate is raw material, and non-hydrolytic sol-gel reaction is carried out under condition of heating and stirring, and tackifier crude product is made；(2) by step (1) prepare crude product first carry out decompression suction filtration, after filtrate is evaporated under reduced pressure, obtained the organic silicon rigidity-increasing stick.Organic silicon rigidity-increasing stick obtained is colorless transparent viscous liquid, and viscosity is low, easy to use.Preparation process of the present invention is easy to operate, repeated and controllability is good, without using organic solvent, energy conservation and environmental protection, can significantly improve the adhesive strength between silicon rubber and Copper base material, be provided simultaneously with good compatibility.
Description
Technical field
The invention belongs to silicone industry technical field, more particularly to a kind of preparation method of organic silicon rigidity-increasing stick.
Background technology
The all parts for constituting electronic equipment according to technological requirement assembling, connection, are reached exclusion of water, oxygen by Electronic Packaging glue
The purpose of the external environments such as gas, to protect internal electronic device.Add-on type sulphurated siliastic is due to excellent resistance to height
The performances such as temperature, moisture-proof, resistance to ozone, weather-proof and electrical insulating property, at present in electronic apparatus casting glue and liquid injection molding glue etc.
Numerous areas has a wide range of applications.However, the strand of dimethyl silicone polymer (chemical composition of silicon rubber) shows spiral shell
Circumvolution is curved, and in the outer layer of this conveyor screw, around many methyl, these methyl play screen effect to Si-O bond polarities,
Entire molecule displays are made to go out nonpolarity, and the methyl reactivity of periphery is weaker, causes silicon rubber bonding with many materials
Effect is all very poor.When packaging plastic does not make electronic device completely with external environs, oxygen and water can invade encapsulation
Inside glue, oxidation, etching electronic device, to influence the service life of electronic equipment.Therefore, to add-on type sulphurated siliastic into
Row bonding is modified, and assigns its excellent adhesive property, has great importance to expanding its application range.
Chinese patent CN103755963A discloses a kind of with trifluoromethayl sulfonic acid catalyzed preparation of poly siloxane adhesion promoters
Method, using alkoxy silane as raw material, toluene makees solvent, and trifluoromethayl sulfonic acid makees catalyst, hydrocarbyl si lanes or vinyl silanes
Make end-capping reagent and carries out the obtained polysiloxane adhesion promoters of polymerisation.
Chinese patent CN106397771A discloses a kind of method of organosilicon LED packaging plastics system tackifier, with third
The siloxanes of olefin(e) acid ester group and the siloxanes of epoxy group are raw material, and alkaline matter makees catalyst, it is anti-that polycondensation is hydrolyzed in water
The tackifier of water white transparency should be made.
Traditional handicraft exists in organic solvent mostly, and organosilicon is prepared using alkoxy silane hydrolysis condensation reaction
Tackifier, product post-processing need washing process, generate a large amount of waste water.Or organosilicon thickening is prepared using hydrosilylation
Agent, reaction process is not easy to control, and the chloroplatinic acid catalyst in product can not remove.Therefore it is simple, raw to provide a kind of synthesis technology
Production process environmental protection and energy saving, the organic silicon rigidity-increasing stick that properties of product are stablized seem significant.
Invention content
In view of the deficiencies in the prior art, the present invention provides a kind of preparation methods of organic silicon rigidity-increasing stick.We
Method preparation technological operation is simple, repeated and controllability is good, without using organic solvent, energy conservation and environmental protection, can significantly improve silicon rubber
Adhesive strength between Copper base material is provided simultaneously with good compatibility, has wide application field.
The present invention is achieved through the following technical solutions：
A kind of preparation method of organic silicon rigidity-increasing stick, includes the following steps：
(1) with dimethyl end hydroxyl silicone oil, vinyltrimethoxysilane and γ-(2,3- the third oxygen of epoxy) propyl trimethoxy
Base silane is raw material, and barium hydroxide monohydrate carries out non-hydrolytic sol-gel reaction under condition of heating and stirring, and thickening is made
Agent crude product；
(2) by step (1) prepare crude product first carry out decompression suction filtration, after filtrate is evaporated under reduced pressure, obtained
The organic silicon rigidity-increasing stick.
Preferably, step (1) vinyltrimethoxysilane and γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon
The total dosage of alkane and the molar ratio of dimethyl end hydroxyl silicone oil are 1~3：1.
Preferably, step (1) described γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicanes and vinyl trimethoxy silicon
The molar ratio of alkane is 1~3：1.
Preferably, the barium hydroxide monohydrate described in step (1) accounts for the 0.5%~3% of reactant gross mass.
Preferably, the reaction condition of step (1) is：It is reacted 3~6 hours at 80 DEG C~100 DEG C.
Preferably, the condition of step (2) vacuum distillation is：100℃/-0.096MPa.
Compared with the existing technology, beneficial effects of the present invention are as follows：
(1) preparation process is easy to operate, repeated and controllability is good, and reaction process impurity is few, does not use organic solvent, ring
It protects pollution-free.By the control to reaction condition and raw material proportioning, obtained tackifier are best in quality, and performance is stablized.
(2) tackifier that synthesize of the present invention and silicon rubber have a good compatibility, no catalyst poisoning phenomenon, and can be bright
The aobvious adhesive strength improved between silicon rubber and Copper base material, has wide application field.
(3) use non-hydrolytic sol-gel method replace traditional hydrolysis process, using solid barium hydroxide monohydrate as
Catalysts, post-processing is simple, and technological process, energy conservation and environmental protection is greatly reduced in no washing process.
Description of the drawings
Fig. 1 is that o samples and the SEM in copper coin substrate bonding face scheme.
Fig. 2 is that a samples and the SEM in copper coin substrate bonding face scheme.
Specific implementation mode
Below in conjunction with specific embodiment, the invention will be further described, but scope of the present invention is not
It is confined to the involved range of embodiment.
Embodiment 1
(1) take 0.2mol γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon, 0.1mol vinyltrimethoxysilanes and
0.2mol end hydroxyl silicone oils are added in the 250ml three-necked flasks with mechanical agitation and temperature controller, and then addition accounts for total anti-
The barium hydroxide monohydrate catalyst of amount of substance score 1% is answered to react 4h under the conditions of 95 DEG C.
(2) after reaction, product at reduced pressure is filtered and removes catalyst, filtrate is then transferred to round bottom distilling flask
In, the low-boiling by-products methanol being evaporated under reduced pressure under the conditions of 100 DEG C/- 0.096MPa in removing system is colourless to be made
Bright organic silicon rigidity-increasing stick.After testing viscosity be 5.0mpa.s, index of refraction 1.4133.
Embodiment 2
(1) 0.15mol γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon, 0.15mol vinyltrimethoxysilanes are taken
It is added in the 250ml three-necked flasks with mechanical agitation and temperature controller with 0.2mol end hydroxyl silicone oils, is then added and accounts for always
The barium hydroxide monohydrate catalyst of reactant quality score 1% reacts 4h under the conditions of 95 DEG C.
(2) after reaction, product at reduced pressure is filtered and removes catalyst, filtrate is then transferred to round bottom distilling flask
In, the low-boiling by-products methanol under the conditions of 100 DEG C/- 0.096MPa in removing system, to which the organic of water white transparency be made
Silicon tackifier.After testing viscosity be 5.5mpa.s, index of refraction 1.4085.
Embodiment 3
(1) take 0.2mol γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon, 0.1mol vinyltrimethoxysilanes and
0.2mol end hydroxyl silicone oils are added in the 250ml three-necked flasks with mechanical agitation and temperature controller, and then addition accounts for total anti-
The barium hydroxide monohydrate catalyst of amount of substance score 1% is answered to react 4h under the conditions of 100 DEG C.
(2) after reaction, product at reduced pressure is filtered and removes catalyst, filtrate is then transferred to round bottom distilling flask
In, the low-boiling by-products methanol under the conditions of 100 DEG C/- 0.096MPa in removing system, to which the organic of water white transparency be made
Silicon tackifier.After testing viscosity be 6.0mpa.s, index of refraction 1.4110.
Embodiment 4
(1) take 0.2mol γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon, 0.1mol vinyltrimethoxysilanes and
0.2mol end hydroxyl silicone oils are added in the 250ml three-necked flasks with mechanical agitation and temperature controller, and then addition accounts for total anti-
The barium hydroxide monohydrate catalyst of amount of substance score 1% is answered to react 6h under the conditions of 95 DEG C.
(2) after reaction, product at reduced pressure is filtered and removes catalyst, filtrate is then transferred to round bottom distilling flask
In, the low-boiling by-products methanol under the conditions of 100 DEG C/- 0.096MPa in removing system, to which the organic of water white transparency be made
Silicon tackifier.After testing viscosity be 5.5mpa.s, index of refraction 1.4150.
Embodiment 5
(1) take 0.2mol γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon, 0.1mol vinyltrimethoxysilanes and
0.3mol end hydroxyl silicone oils are added in the 250ml three-necked flasks with mechanical agitation and temperature controller, and then addition accounts for total anti-
The barium hydroxide monohydrate catalyst of amount of substance score 1% is answered to react 4h under the conditions of 95 DEG C.
(2) after reaction, product at reduced pressure is filtered and removes catalyst, filtrate is then transferred to round bottom distilling flask
In, the low-boiling by-products methanol under the conditions of 100 DEG C/- 0.096MPa in removing system, to which the organic of water white transparency be made
Silicon tackifier.After testing viscosity be 8.0mpa.s, index of refraction 1.4080.
Testing example
The organic silicon rigidity-increasing stick prepared to Examples 1 to 5 is tested for the property.Component A is：The second of Vinyl MQ silicon resin
Amount vinyl content 1.3%, viscosity 5000mPa.s；B component is：Containing hydrogen silicone oil, hydrogen content 0.8%, viscosity 300mPa.s；By A
100 parts of component, 8 parts of B component, 10g/L six are hydrated aqueous isopropanol 0.4ml, the 1- acetenyl -1- cyclohexanol inhibitor of chloroplatinic acid
0.8 part, 2.16 parts of tackifier are uniformly mixed, cure in an oven.Condition of cure is 90 DEG C of reaction 60min, then at 150 DEG C
Lower reaction 120min.The silicon rubber sample for wherein adding the made tackifier of case study on implementation 1~5 of the present invention is denoted as a, b, c, d, e,
The silicon rubber sample for not adding the tackifier of the present invention is denoted as o.
Shear strength between the light transmittance and silicon rubber and copper coin of test a, b, c, d, e, o silicon rubber respectively,
Middle shear strength is measured with reference to standard GB/T/T 13936-2014, and light transmittance is purple using the U-3010 types of Hitachi, Japan
Outer visible spectrophotometer measures, scanning wavelength 400-800nm.Obtained experimental data is shown in Table 1.
1 sample transmittance of table and shear strength list
| Sample | Light transmittance (%, 400nm) | Shear strength (MPa) |
| 0 | 90.1 | 0.41 |
| a | 88.4 | 1.16 |
| b | 88.1 | 1.05 |
| c | 87.9 | 0.83 |
| d | 86.7 | 0.91 |
| e | 87.5 | 0.67 |
As seen from the data in Table 1, after the organic silicon rigidity-increasing stick that prepared by the present invention is added in silicon rubber, the light transmission to silicon rubber
Rate influence is smaller, illustrates that the compatibility of tackifier and silicon rubber prepared by this experiment is preferable.By Fig. 1 and Fig. 2 comparisons as it can be seen that this hair
After the organic silicon rigidity-increasing stick of bright preparation is added in silicon rubber, the bonding interface of silicon rubber and Copper base material is more complicated, further
Illustrate that the tackifier of the invention prepared can be obviously improved the adhesive strength between silicon rubber and Copper base material.
Claims (6)
1. a kind of preparation method of organic silicon rigidity-increasing stick, which is characterized in that include the following steps：
(1) with dimethyl end hydroxyl silicone oil, vinyltrimethoxysilane and γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicon
Alkane is raw material, and barium hydroxide monohydrate carries out non-hydrolytic sol-gel reaction under condition of heating and stirring, and it is thick that tackifier are made
Product；
(2) crude product prepared by step (1) is first subjected to decompression suction filtration, after filtrate is evaporated under reduced pressure, obtained described
Organic silicon rigidity-increasing stick.
2. preparation method according to claim 1, which is characterized in that step (1) vinyltrimethoxysilane and
γ-(2,3- the third oxygen of epoxy) the total dosages of propyl trimethoxy silicane and the molar ratio of dimethyl end hydroxyl silicone oil are 1~3：1.
3. preparation method according to claim 2, which is characterized in that step (1) described γ-(2,3- the third oxygen of epoxy) propyl
The molar ratio of trimethoxy silane and vinyltrimethoxysilane is 1~3：1.
4. according to claims 1 to 3 any one of them preparation method, which is characterized in that the barium hydroxide one described in step (1)
Hydrate accounts for the 0.5%~3% of reactant gross mass.
5. preparation method according to claim 4, which is characterized in that the reaction condition of step (1) is：80 DEG C~100 DEG C
Lower reaction 3~6 hours.
6. according to claims 1 to 3 any one of them preparation method, which is characterized in that the condition of step (2) vacuum distillation
For：100℃/-0.096MPa.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109233944A (en) * | 2018-08-30 | 2019-01-18 | 重庆交通大学 | Sealing material of shield tail of tunnel shield machine |
| CN109385250A (en) * | 2018-10-13 | 2019-02-26 | 东莞市佳迪新材料有限公司 | A kind of preparation and application of the thermally conductive casting glue tackifier of additional organosilicon |
| CN109824903A (en) * | 2019-02-27 | 2019-05-31 | 华南理工大学 | A kind of high refractive index boracic organic silicon rigidity-increasing stick and preparation method thereof |
| CN111440591A (en) * | 2019-01-16 | 2020-07-24 | 北京氦舶科技有限责任公司 | Organosilicon conductive adhesive and preparation method thereof |
| CN111909380A (en) * | 2020-07-17 | 2020-11-10 | 浙江新安化工集团股份有限公司 | Addition type liquid silicone rubber tackifier, and preparation method and application thereof |
| CN112608476A (en) * | 2020-12-17 | 2021-04-06 | 广东标美硅氟新材料有限公司 | Anchoring agent and preparation method and application thereof |
| CN114231247A (en) * | 2021-11-30 | 2022-03-25 | 湖北双键精细化工有限公司 | Room-temperature-curing two-component addition-type self-adhesive high-temperature-resistant silica gel and preparation method thereof |
| CN116462848A (en) * | 2023-03-21 | 2023-07-21 | 江西宏柏新材料股份有限公司 | Preparation method of filler slow-release modifier |
| CN116836392A (en) * | 2023-08-01 | 2023-10-03 | 深圳市晨日科技股份有限公司 | Organosilicon tackifier and preparation method thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109233944A (en) * | 2018-08-30 | 2019-01-18 | 重庆交通大学 | Sealing material of shield tail of tunnel shield machine |
| CN109385250A (en) * | 2018-10-13 | 2019-02-26 | 东莞市佳迪新材料有限公司 | A kind of preparation and application of the thermally conductive casting glue tackifier of additional organosilicon |
| CN111440591A (en) * | 2019-01-16 | 2020-07-24 | 北京氦舶科技有限责任公司 | Organosilicon conductive adhesive and preparation method thereof |
| CN109824903A (en) * | 2019-02-27 | 2019-05-31 | 华南理工大学 | A kind of high refractive index boracic organic silicon rigidity-increasing stick and preparation method thereof |
| CN109824903B (en) * | 2019-02-27 | 2020-11-24 | 华南理工大学 | High-refractive-index boron-containing organic silicon tackifier and preparation method thereof |
| CN111909380A (en) * | 2020-07-17 | 2020-11-10 | 浙江新安化工集团股份有限公司 | Addition type liquid silicone rubber tackifier, and preparation method and application thereof |
| CN112608476A (en) * | 2020-12-17 | 2021-04-06 | 广东标美硅氟新材料有限公司 | Anchoring agent and preparation method and application thereof |
| CN114231247A (en) * | 2021-11-30 | 2022-03-25 | 湖北双键精细化工有限公司 | Room-temperature-curing two-component addition-type self-adhesive high-temperature-resistant silica gel and preparation method thereof |
| CN116462848A (en) * | 2023-03-21 | 2023-07-21 | 江西宏柏新材料股份有限公司 | Preparation method of filler slow-release modifier |
| CN116836392A (en) * | 2023-08-01 | 2023-10-03 | 深圳市晨日科技股份有限公司 | Organosilicon tackifier and preparation method thereof |
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Application publication date: 20180727 |