CN107880846A - A kind of liquid silane coupler and its preparation method and application - Google Patents
A kind of liquid silane coupler and its preparation method and application Download PDFInfo
- Publication number
- CN107880846A CN107880846A CN201711175147.4A CN201711175147A CN107880846A CN 107880846 A CN107880846 A CN 107880846A CN 201711175147 A CN201711175147 A CN 201711175147A CN 107880846 A CN107880846 A CN 107880846A
- Authority
- CN
- China
- Prior art keywords
- silane coupler
- parts
- liquid silane
- hydrogen
- tripropoxy
- 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
Classifications
-
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
- C08K5/5455—Silicon-containing compounds containing nitrogen containing at least one group
-
- 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
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A kind of liquid silane coupler, its structure is 1 trimethoxy silicon propyl group, 3 triethoxysilylpropyls, 5 tripropoxy silicon propyl group PICs, during preparation, first 10~30 parts of trimethoxy hydrogen silanes, 10~30 parts of triethoxy hydrogen silanes, 10~30 parts of tripropoxy hydrogen silanes are mixed, add 1~2 part of catalyst and 20~40 parts of Triallyl isocyanurates are reacted, reaction removes low boiling material after terminating, the coupling agent uses during room temperature vulcanized silicone rubber and PUR is prepared as auxiliary agent addition.Not only caking property and heat endurance are strong for the product, and can be compatible with overwhelming majority hot melt gum resin.
Description
Technical field
The invention belongs to silane coupler production technical field, and in particular to a kind of strong liquid silane coupler of caking property
And its preparation method and application.
Background technology
For silane coupler because the reserves of silicon are big, it is raw that the characteristic such as high- and low-temperature resistance is widely used in national defence, civilian industry and agricultural
Production, the title of industrial monosodium glutamate is known as, therefore as the important topic of research and development and production unit research, and with national economic strength
Development is more and more important.Because silane coupler is in a liquid state substantially, flash-point is low, inflammable and explosive, the public peace in production, transport
Complete and environmental protection is just particularly important, and how to manufacture a kind of production and transportation safety, on liquid environment-friendly of the environment without influence
Type silane is exactly a task of research and development and production unit.
The research and development application of China's silicone adhesive, olefine kind resin rubber is started late, and development is very fast, and production technology falls relatively
Afterwards, the continuous development of new material in addition, how to improve the being sealing adhesive property between new material and new material cohesive force turns into newly
R＆D direction.At present, domestic large-scale glue factory owner will still rely on external import auxiliary agent and solve sealing cementability of new material etc.
Problem, its cost are very high.And improved with the living standard of the people, to the quality requirements of silicone adhesive and other rubber also increasingly
Height, how to develop environment-friendly type silane to solve the problems, such as that compatibility and cohesive force are urgently to be resolved hurrily between material.
The content of the invention
The purpose of the present invention is the problem of overcoming compatibility existing for prior art and cohesive force, there is provided a kind of and exhausted big portion
Divide liquid silane coupler that hot melt gum resin is compatible, caking property is strong and its preparation method and application.
To realize object above, the invention provides following technical scheme：
A kind of liquid silane coupler, its structure are 1- trimethoxy silicon propyl group, 3- triethoxysilylpropyls, the oxygen of 5- 3 third
Base silicon propyl group PIC.
In the coupling agent, methoxyl group, ethyoxyl, the content of propoxyl group are all higher than being equal to 3%.
The raw material of the coupling agent forms and its weight part ratio is：Trimethoxy hydrogen silane 10~30, triethoxy hydrogen silicon
Alkane 10~30, tripropoxy hydrogen silane 10~30, Triallyl isocyanurate 20~40.
A kind of preparation method of liquid silane coupler, it is specially：First by 10~30 parts of trimethoxy hydrogen silanes, 10~30
Part triethoxy hydrogen silane, 10~30 parts of tripropoxy hydrogen silanes mix and 2~3h are maintained at 80~120 DEG C, then add
Enter 1~2 part of catalyst and 20~40 parts of Triallyl isocyanurates, 3~4h, reaction knot are then reacted at 100~130 DEG C
Beam removes low boiling material under conditions of 80~100 DEG C, vacuum -0.098~-0.01, and leftover materials are the liquid
State silane coupler.
The main active ingredient of the catalyst is the chloride of iron, cobalt, nickel, palladium, copper, zinc or mercury.
A kind of application of liquid silane coupler in room temperature vulcanized silicone rubber and PUR is prepared, it is preparing room temperature sulphur
Added during SiClx rubber and PUR as auxiliary agent, its addition is more than or equal to room temperature vulcanized silicone rubber or PUR is total
The 3% of weight.
Compared with prior art, beneficial effects of the present invention are：
1st, a kind of liquid silane coupler of the present invention is 1- trimethoxy silicon propyl group, 3- triethoxysilylpropyls, 5- 3 third
Epoxide silicon propyl group PIC, for 3mmHg is lower 144 DEG C, lower 297 DEG C of 760mmHg, flash-point is 355 DEG C, is glued for the boiling point of the material
Spend for 80~86 centipoises (30 DEG C), it can not only effectively improve the adhesive force on difficult substrates surface, and it has higher boiling
Low boiling characteristics, good heat endurance can be also kept under conditions of up to 200 DEG C, it is more preferable applied to having in PUR
Silane retains, meanwhile, it can also be compatible with overwhelming majority hot melt gum resin.Therefore, the present invention not only have excellent caking property,
Heat endurance and fire resistance, and can be compatible with overwhelming majority hot melt gum resin.
2nd, a kind of preparation method of liquid silane coupler of the present invention is not only easy to operate, and the product being prepared is pure
Degree is up to 98%~99%, and yield is 80%~85%, and cost is relatively low.Therefore, production cost of the present invention is low.
Embodiment
With reference to embodiment, the invention will be further described.
A kind of liquid silane coupler, its structure are 1- trimethoxy silicon propyl group, 3- triethoxysilylpropyls, the oxygen of 5- 3 third
Base silicon propyl group PIC.
In the coupling agent, methoxyl group, ethyoxyl, the content of propoxyl group are all higher than being equal to 3%.
The raw material of the coupling agent forms and its weight part ratio is：Trimethoxy hydrogen silane 10~30, triethoxy hydrogen silicon
Alkane 10~30, tripropoxy hydrogen silane 10~30, Triallyl isocyanurate 20~40.
A kind of preparation method of liquid silane coupler, it is specially：First by 10~30 parts of trimethoxy hydrogen silanes, 10~30
Part triethoxy hydrogen silane, 10~30 parts of tripropoxy hydrogen silanes mix and 2~3h are maintained at 80~120 DEG C, then add
Enter 1~2 part of catalyst and 20~40 parts of Triallyl isocyanurates, 3~4h, reaction knot are then reacted at 100~130 DEG C
Beam removes low boiling material under conditions of 80~100 DEG C, vacuum -0.098~-0.01, and leftover materials are the liquid
State silane coupler.
The main active ingredient of the catalyst is the chloride of iron, cobalt, nickel, palladium, copper, zinc or mercury.
A kind of application of liquid silane coupler in room temperature vulcanized silicone rubber and PUR is prepared, it is preparing room temperature sulphur
Added during SiClx rubber and PUR as auxiliary agent, its addition is more than or equal to room temperature vulcanized silicone rubber or PUR is total
The 3% of weight.
The principle of the present invention is described as follows：
To meet the market demand, improve domestic room temperature vulcanized silicone rubber and PUR high energy consumption, high cost, high pollution makes
With looks, the invention provides a kind of green liquid silane coupler, its under room temperature (25 DEG C) for colourless liquid or
Hexagonal flake crystalline solid, use, can improve more as adhesion promoter applied in room temperature vulcanized silicone rubber and PUR
The adhesive force of kind surface of bottom material, especially there is extraordinary performance in PUR and for a long time application in hot environment,
Application can significantly improve the fire resistance of filler in treatment inorganic filling material, meanwhile, it can obviously improve it added in PUR
Low temperature resistant, resistance to oil penetration.The specific physicochemical property of the liquid silane coupler is as follows：
Proportion：1.105(30℃)；
Fusing point：24~28 DEG C；
Boiling point：144 DEG C (3mmHg), 297 DEG C (760mmHg)；
Flash-point：355℃；
Viscosity：83 ± 3 centipoises (30 DEG C)；
Dissolubility：It is not soluble in water, alkane is slightly soluble in, is dissolved in aromatic hydrocarbons, ethanol, acetone, halogenated hydrocarbon and ring the eleventh of the twelve Earthly Branches alkene etc. entirely；
Acid number (mgKOH/g)≤0.5.
In preparation method of the present invention, maintain 2~3h can reach at 80~120 DEG C raw material and effectively remove in raw material
Low boiling impurity purpose.
Embodiment 1：
A kind of liquid silane coupler, its structure are 1- trimethoxy silicon propyl group, 3- triethoxysilylpropyls, the oxygen of 5- 3 third
Base silicon propyl group PIC, the raw material composition and its weight part ratio of the coupling agent are：Trimethoxy hydrogen silane 10, triethoxy
Hydrogen silane 10, tripropoxy hydrogen silane 10, Triallyl isocyanurate 20.
The preparation method of above-mentioned liquid silane coupler is specially：First by trimethoxy hydrogen silane, triethoxy hydrogen silane,
Tripropoxy hydrogen silane mixes and maintains 2h at 120 DEG C in proportion, adds 1 part of catalyst and 20 parts of triallyls are different
Cyanurate, then reacts 4h at 130 DEG C, and reaction terminates to remove low boiling under conditions of 100 DEG C, vacuum -0.098
Material, leftover materials are the liquid silane coupler, wherein, the main active ingredient of the catalyst is iron, cobalt, nickel, palladium,
The chloride of copper, zinc or mercury.
Application of the above-mentioned liquid silane coupler in room temperature vulcanized silicone rubber and PUR is prepared, it is preparing room temperature sulphur
Added during SiClx rubber as auxiliary agent, its addition is the 3% of room temperature vulcanized silicone rubber gross weight.
Embodiment 2：
With embodiment 1, difference is step：
The raw material of the coupling agent forms and its parts by weight are：Trimethoxy hydrogen silane 20, triethoxy hydrogen silane 20,
Tripropoxy hydrogen silane 20, Triallyl isocyanurate 30.
In the preparation method, trimethoxy hydrogen silane, triethoxy hydrogen silane, tripropoxy hydrogen silane mix
3h is maintained at 100 DEG C, the addition of catalyst is 1.5 parts, and reaction temperature is 80 DEG C, reaction time 3.5h, removes low boiling
The temperature of material is 80 DEG C, and vacuum is -0.01.
Embodiment 3：
With embodiment 1, difference is step：
The raw material of the coupling agent forms and its parts by weight are：Trimethoxy hydrogen silane 30, triethoxy hydrogen silane 30,
Tripropoxy hydrogen silane 30, Triallyl isocyanurate 40.
In the preparation method, trimethoxy hydrogen silane, triethoxy hydrogen silane, tripropoxy hydrogen silane mix
2h is maintained at 110 DEG C, the addition of catalyst is 2 parts, and reaction temperature is 110 DEG C, reaction time 3h, removes low boiling material
Temperature be 85 DEG C, vacuum be -0.01.
Above-mentioned liquid silane coupler adds during PUR is prepared as auxiliary agent, and its addition is that PUR is total
The 5% of weight.
To investigate the performance of product of the present invention, now tested as follows：
1st, adhesive property is tested
It is even with silane conventional in the market during the room temperature vulcanized silicone rubber of 35%107 glue contents is prepared
It is contrast groups to join agent KH550, and using the liquid silane coupler that above-described embodiment is prepared as detection group, cementability is carried out to it
It can test, it is as a result as follows：
| Detection project | Detection group | Contrast groups |
| Tensile bond strength (MPa) | 0.78 | 1.0~1.1 |
| Bond damage area (%) | 3 | 0 |
| Elongation (%) during ultimate tensile strength | 270 | 350~380 |
| 180 DEG C of peel strengths (N/inch) | 25 | 28 |
Note：180 ° of peel strength requirements are >=20N/inch in JC/T1022-2007.
2nd, fire resistance is tested
During the room temperature vulcanized silicone rubber of 35%107 glue contents is prepared, addition filler is prepared into using embodiment 2
The liquid silane coupling agent treatment arrived, determines its fire resistance, as a result as follows：
3rd, resistance to low temperature is tested
The liquid silane coupler being prepared with above-described embodiment is used to after preparing PUR be resisted at -180 DEG C
Impact test, there is not breach and fracture, show good resistance to low temperature.
Claims (6)
- A kind of 1. liquid silane coupler, it is characterised in that：The coupling agent is 1- trimethoxy silicon propyl group, 3- triethoxysilicanes Propyl group, 5- tripropoxy silicon propyl group PICs.
- A kind of 2. liquid silane coupler according to claim 1, it is characterised in that：In the coupling agent, methoxyl group, second Epoxide, the content of propoxyl group are all higher than being equal to 3%.
- A kind of 3. liquid silane coupler according to claim 1 or 2, it is characterised in that：The raw material group of the coupling agent Into and its weight part ratio be：Trimethoxy hydrogen silane 10~30, triethoxy hydrogen silane 10~30, tripropoxy hydrogen silane 10~ 30th, Triallyl isocyanurate 20~40.
- A kind of 4. preparation method of the liquid silane coupler described in claim 1, it is characterised in that：The preparation method is：First by 10~30 parts of trimethoxy hydrogen silanes, 10~30 parts of triethoxy hydrogen silanes, 10~30 parts Tripropoxy hydrogen silane mixes and 2~3h is maintained at 80~120 DEG C, adds 1~2 part of catalyst and 20~40 part three Allyl iso cyanurate, then at 100~130 DEG C react 3~4h, reaction terminate after 80~100 DEG C, vacuum- Low boiling material is removed under conditions of 0.098~-0.01, leftover materials are the liquid silane coupler.
- A kind of 5. preparation method of liquid silane coupler according to claim 3, it is characterised in that：The catalyst Main active ingredient is the chloride of iron, cobalt, nickel, palladium, copper, zinc or mercury.
- 6. application of the liquid silane coupler in room temperature vulcanized silicone rubber and PUR is prepared described in a kind of claim 1, It is characterized in that：The liquid silane coupler adds during room temperature vulcanized silicone rubber and PUR is prepared as auxiliary agent Add, its addition is more than or equal to the 3% of room temperature vulcanized silicone rubber or PUR gross weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711175147.4A CN107880846B (en) | 2017-11-22 | 2017-11-22 | A kind of liquid silane coupling agent and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711175147.4A CN107880846B (en) | 2017-11-22 | 2017-11-22 | A kind of liquid silane coupling agent and its preparation method and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107880846A true CN107880846A (en) | 2018-04-06 |
| CN107880846B CN107880846B (en) | 2019-06-18 |
Family
ID=61778132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711175147.4A Active CN107880846B (en) | 2017-11-22 | 2017-11-22 | A kind of liquid silane coupling agent and its preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107880846B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111334186A (en) * | 2020-04-26 | 2020-06-26 | 浙江励德有机硅材料有限公司 | Room-temperature self-curing insulation coated silica gel and preparation method thereof |
| CN115466550A (en) * | 2022-08-12 | 2022-12-13 | 上海嘉宝莉涂料有限公司 | Sound-insulation texture coating and preparation method thereof |
| CN116694254A (en) * | 2023-05-08 | 2023-09-05 | 南宝树脂（佛山）有限公司 | Acrylic ester adhesive for electronic adhesive tape and preparation method and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101260190A (en) * | 2008-04-28 | 2008-09-10 | 华南理工大学 | Multiple functionality degree polysiloxane coupling agent and preparation method thereof |
| CN104072535A (en) * | 2014-07-29 | 2014-10-01 | 荆州市江汉精细化工有限公司 | Vinyl trialkoxy silane coupling agent preparation method |
| CN104974662A (en) * | 2015-04-16 | 2015-10-14 | 杭州师范大学 | Organosilicon film-forming agent, and preparation method and application thereof |
-
2017
- 2017-11-22 CN CN201711175147.4A patent/CN107880846B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101260190A (en) * | 2008-04-28 | 2008-09-10 | 华南理工大学 | Multiple functionality degree polysiloxane coupling agent and preparation method thereof |
| CN104072535A (en) * | 2014-07-29 | 2014-10-01 | 荆州市江汉精细化工有限公司 | Vinyl trialkoxy silane coupling agent preparation method |
| CN104974662A (en) * | 2015-04-16 | 2015-10-14 | 杭州师范大学 | Organosilicon film-forming agent, and preparation method and application thereof |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111334186A (en) * | 2020-04-26 | 2020-06-26 | 浙江励德有机硅材料有限公司 | Room-temperature self-curing insulation coated silica gel and preparation method thereof |
| CN115466550A (en) * | 2022-08-12 | 2022-12-13 | 上海嘉宝莉涂料有限公司 | Sound-insulation texture coating and preparation method thereof |
| CN116694254A (en) * | 2023-05-08 | 2023-09-05 | 南宝树脂（佛山）有限公司 | Acrylic ester adhesive for electronic adhesive tape and preparation method and application thereof |
| CN116694254B (en) * | 2023-05-08 | 2023-12-19 | 南宝树脂（佛山）有限公司 | Acrylic ester adhesive for electronic adhesive tape and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN107880846B (en) | 2019-06-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102604570B (en) | Hot-melt pressure-sensitive adhesive for HDPE (high-density polyethylene) self-adhesive rolls and preparation method thereof | |
| CN103275611B (en) | Environmentally-friendly root-resistant waterproof polyurethane paint and preparation method thereof | |
| CN109880569B (en) | Epoxy resin modified MS sealant | |
| CN107880846A (en) | A kind of liquid silane coupler and its preparation method and application | |
| CN106753132A (en) | A kind of halogen-free flame-resistant high-temperature-resistant tough epoxy adhesive and preparation method thereof | |
| CN105219271B (en) | Uncured phosphorus solid waste modified waterproof asphalt material and its preparation technology | |
| CN102838939B (en) | Modified water-base nano binder | |
| CN105482763B (en) | A kind of single component mildew-proof root resistance polyurethane building sealant and preparation method thereof | |
| CN103980855B (en) | Preparation method of silicon-titanium composite modified epoxy adhesive | |
| CN103642376A (en) | Waterproof paint | |
| CN103160225A (en) | Neoprene waterproof sealant | |
| CN102533189B (en) | Wet-heat resisting automobile folding adhesive and preparation method thereof | |
| CN105367799A (en) | Modified polysiloxane room temperature vulcanized silicone rubber | |
| CN109082201A (en) | The tough and tensile durable composite water-proof paint formula and preparation method thereof of high-strength heat-insulating | |
| CN104910850A (en) | High-strength water-resistant and mildew-proof glass cement | |
| CN102964562A (en) | Polyurethane elastomer composite material for paving warship ground and preparation method thereof | |
| CN112409926A (en) | Silicon modified asphalt rubber waterproof coating and preparation method and application thereof | |
| CN103756464A (en) | Waterproof paint, and preparation method thereof | |
| CN101906247B (en) | Corrosion inhibiting sealant | |
| CN108570302B (en) | Low-temperature impact resistant epoxy adhesive composition and preparation method thereof | |
| CN106883733A (en) | A kind of freeze-thawing resistant epoxy protective coating and preparation method thereof | |
| CN110539533A (en) | durable reaction-adhesion strong cross membrane self-adhesive waterproof roll and preparation method thereof | |
| CN103509253B (en) | A kind of rubber combination of electric cable of submersible pump rubber sheath | |
| CN108976832A (en) | A kind of new polymers modified pitch and preparation method thereof and waterproof roll | |
| CN105062416B (en) | A kind of modified pitch sealing compound and its production method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |