CN105400480A - Preparation method of silane modified polyurethane sealant - Google Patents
Preparation method of silane modified polyurethane sealant Download PDFInfo
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- CN105400480A CN105400480A CN201510934557.7A CN201510934557A CN105400480A CN 105400480 A CN105400480 A CN 105400480A CN 201510934557 A CN201510934557 A CN 201510934557A CN 105400480 A CN105400480 A CN 105400480A
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- Prior art keywords
- silicane
- modified polyurethane
- preparation
- seal gum
- polyurethane seal
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- 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
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5425—Silicon-containing compounds containing oxygen containing at least one C=C bond
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
- C09K3/1021—Polyurethanes or derivatives thereof
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a preparation method of a silane modified polyurethane sealant. The sealant prepared by the preparation method of the silane modified polyurethane sealant has the characteristics of both a polyurethane sealant and a silicone sealant in the molecular structure and performance, and has a curing reaction similar to that of the silicone sealant, that is to say, hydrolysis and polycondensation reactions of alkoxy of silane with moisture are performed and thus a stable siloxane Si-O-Si three-dimensional network structure is formed. Therefore, the sealant overcomes the shortcomings that a single-component polyurethane sealant is easy to blister during curing, moreover, is firmly bonded to the surface of a pore-free material, and has the strength close to that of the polyurethane sealant.
Description
Technical field
The invention belongs to automobile sealant technical field, be specifically related to a kind of preparation method of silicane-modified polyurethane seal gum.
Background technology
Urethane is containing the base polymer repeating carbamate segment on macromolecular main chain, have that intensity is high, tear strength be strong, flexibility and wear resistance is good, paracentesis resistance is excellent, oil resistant and the plurality of advantages such as medium corrosion resistance is good, be widely used in the fields such as elastomerics, coating, tackiness agent or seal gum.Such as application number is 201210265243.9, and denomination of invention is a kind of silicone sealant of high adhesion, and it comprises following component:
Component A: hydrosulphonyl functionalized polysiloxane 100 ~ 20 weight part of dihydroxyl end-blocking;
B component: α, alpha, omega-dihydroxy polysiloxane 0 ~ 80 weight part;
Component C: linking agent 1 ~ 20 weight part;
Component D: catalyzer 0.01 ~ 5 weight part;
Wherein, the hydrosulphonyl functionalized polysiloxane of dihydroxyl end-blocking and component A and α, the weight part sum of alpha, omega-dihydroxy polysiloxane and B component is 100 weight parts, and linking agent and catalyzer weight part is separately the weight part for the component A of 100 weight parts and B component; Thiylation group in hydroxy-end capped polysiloxane backbone, by hydroxy-end capped polysiloxane and sulfydryl polysiloxane used in combination, significantly improve the sticking power of silicone sealant, especially greatly strengthen with the bounding force of the base material such as metal, glass.But reaction of moisture when urethane main drawback is solidification in terminal isocyanate groups and air discharges carbonic acid gas, cause polyurethane body to produce abscess even crackle, and its solidification rate is comparatively slow and the easy stickness in surface.
Containing Si-O-Si backbone structure and alkoxysilane end groups in the matrix resin of silicone sealant, the feature such as have that solidification rate is fast, solidification process produces without gas and non-foaming, and itself and non-porous material surface bonding are firm, such as application number is 200810043539.X, denomination of invention is polyurethane sealant, and this polyurethane sealant is made up of component A and B component, and component A and B component weight part are 1: 1-10 part, wherein, component A is base polyurethane prepolymer for use as; B component comprises the following composition of weight part: polyether glycol part; Softening agent part; Filler part; Catalyzer part; Thixotropic agent part.But its tearing toughness is lower.
Summary of the invention
The object of the invention is to adopt amino silicane coupling agent and isocyanate reaction, the silicane-modified polyurethane seal gum that formation main chain is polyurethane structural, end group is organoalkoxysilane.
The present invention is achieved through the following technical solutions:
A preparation method for silicane-modified polyurethane seal gum, described silicane-modified polyurethane seal gum, is obtained by the raw material reaction comprising following component:
The amino silicane coupling agent of 20 ~ 30 parts;
The isocyanic ester of 40 ~ 50 parts;
The softening agent of 15 ~ 20 parts;
The antioxidant of 0.1 ~ 0.4 part;
The water-removal agent of 0.5 ~ 1 part;
The cohesive force promotor of 0.5 ~ 1.5 part;
The catalyzer of 0.1 ~ 0.3 part.
Described preparation method comprises the following steps:
(1) by amino silicane coupling agent 20 ~ 30 parts, isocyanic ester 40 ~ 50 parts, adds in stirred autoclave, is warming up to 80 ~ 90 DEG C, vacuumizes, and stirs degassed 1 ~ 2h;
(2) be cooled to less than 50 DEG C, add 15 ~ 20 parts, softening agent, stir degassed 1 ~ 2h;
(3) add antioxidant 0.1 ~ 0.4 part, stop stirring and vacuumizing;
(4) add water-removal agent 0.5 ~ 1 part, vacuumize in 80 ~ 90 DEG C after mixing, stir degassed 1 ~ 2h;
(5) temperature of high batch mixing step (4) obtained is down to less than 50 DEG C, is filled with nitrogen, adds cohesive force promotor 0.5 ~ 1.5 part, mixes;
(6) under nitrogen protection condition, add catalyzer 0.1 ~ 0.3 part, mix;
(7) vacuumize, continue to stir, mix;
(8) inflated with nitrogen removes vacuum to normal pressure, and discharging divides and is packaged to be silicane-modified polyurethane seal gum.
As a preferred embodiment of the present invention, antioxidant of the present invention is Hinered phenols antioxidant.
As a preferred embodiment of the present invention, softening agent of the present invention is Di Iso Decyl Phthalate, diisononyl phthalate or dioctyl phthalate (DOP).
As a preferred embodiment of the present invention, water-removal agent of the present invention is vinyltrimethoxy silane.
As a preferred embodiment of the present invention, cohesive force promotor of the present invention be γ-aminopropyl triethoxysilane, γ-(2,3-epoxypropyl) propyl trimethoxy silicane or N-(β-aminoethyl)-γ-aminopropyltrimethoxysilane wherein one or more.
As a preferred embodiment of the present invention, catalyzer of the present invention is N,N-Dibenzylamine or stannous octoate.
As a preferred embodiment of the present invention, amino silicane coupling agent of the present invention is phenylaminomethyl triethoxyl silane or phenylaminomethyl Trimethoxy silane.
As a preferred embodiment of the present invention, isocyanic ester of the present invention is 2,4 toluene diisocyanate or 2,6-tolylene diisocyanate.
Beneficial effect of the present invention:
The seal gum that the preparation method of a kind of silicane-modified polyurethane seal gum of the present invention obtains has the feature of urethane and silicone two kinds of seal gums concurrently at molecular structure and aspect of performance, its curing reaction and silicone sealant similar, namely silane alkoxyl group and moisture is hydrolyzed and polycondensation, define stable siloxanes Si-O-Si three-dimensional net structure.Therefore, the shortcoming such as easy to foaming when seal gum of the present invention overcomes one-component polyurethane sealant solidification, and itself and non-porous material surface bonding are firmly, and its intensity is close to polyurethane sealant.
Embodiment
Embodiment 1
A preparation method for silicane-modified polyurethane seal gum, comprises the following steps:
(1) by amino silicane coupling agent 20 parts, isocyanic ester 40 parts, adds in stirred autoclave, is warming up to 80 DEG C, vacuumizes, and stirs degassed 1h;
(2) be cooled to less than 50 DEG C, add 15 parts, softening agent, stir degassed 1h;
(3) add antioxidant 0.1 part, stop stirring and vacuumizing;
(4) add water-removal agent 0.5 part, vacuumize in 80 DEG C after mixing, stir degassed 1h;
(5) temperature of high batch mixing step (4) obtained is down to less than 50 DEG C, is filled with nitrogen, adds cohesive force promotor 0.5 part, mixes;
(6) under nitrogen protection condition, add catalyzer 0.1 part, mix;
(7) vacuumize, continue to stir, mix;
(8) inflated with nitrogen removes vacuum to normal pressure, and discharging divides and is packaged to be silicane-modified polyurethane seal gum.
Antioxidant described in the present embodiment is Hinered phenols antioxidant; Described softening agent is Di Iso Decyl Phthalate; Described water-removal agent is vinyltrimethoxy silane; Described cohesive force promotor is γ-aminopropyl triethoxysilane; Described catalyzer is N,N-Dibenzylamine; Described amino silicane coupling agent is phenylaminomethyl triethoxyl silane; Described isocyanic ester is 2,4 toluene diisocyanate.
Embodiment 2
A preparation method for silicane-modified polyurethane seal gum, comprises the following steps:
(1) by amino silicane coupling agent 30 parts, isocyanic ester 50 parts, adds in stirred autoclave, is warming up to 90 DEG C, vacuumizes, and stirs degassed 2h;
(2) be cooled to less than 50 DEG C, add 20 parts, softening agent, stir degassed 2h;
(3) add antioxidant 0.4 part, stop stirring and vacuumizing;
(4) add water-removal agent 1 part, vacuumize in 90 DEG C after mixing, stir degassed 2h;
(5) temperature of high batch mixing step (4) obtained is down to less than 50 DEG C, is filled with nitrogen, adds cohesive force promotor 1.5 parts, mixes;
(6) under nitrogen protection condition, add catalyzer 0.3 part, mix;
(7) vacuumize, continue to stir, mix;
(8) inflated with nitrogen removes vacuum to normal pressure, and discharging divides and is packaged to be silicane-modified polyurethane seal gum.
Antioxidant described in the present embodiment is Hinered phenols antioxidant;
Described softening agent is dioctyl phthalate (DOP); Described water-removal agent is vinyltrimethoxy silane; Described cohesive force promotor is γ-(2,3-epoxypropyl) propyl trimethoxy silicane; Described catalyzer is N,N-Dibenzylamine or stannous octoate; Described amino silicane coupling agent is phenylaminomethyl Trimethoxy silane; Described isocyanic ester is 2,6-tolylene diisocyanate.
The performance of above embodiment difference gained silicane-modified polyurethane seal gum is as shown in the table:
Above result shows, silicane-modified polyurethane seal gum of the present invention has good ageing resistance, has good tensile strength and bonding strength.
Claims (8)
1. a preparation method for silicane-modified polyurethane seal gum, is characterized in that, described silicane-modified polyurethane seal gum is obtained by the raw material reaction comprising following component:
The amino silicane coupling agent of 20 ~ 30 parts;
The isocyanic ester of 40 ~ 50 parts;
The softening agent of 15 ~ 20 parts;
The antioxidant of 0.1 ~ 0.4 part;
The water-removal agent of 0.5 ~ 1 part;
The cohesive force promotor of 0.5 ~ 1.5 part;
The catalyzer of 0.1 ~ 0.3 part;
Described preparation method comprises the following steps:
(1) by amino silicane coupling agent 20 ~ 30 parts, isocyanic ester 40 ~ 50 parts, adds in stirred autoclave, is warming up to 80 ~ 90 DEG C, vacuumizes, and stirs degassed 1 ~ 2h;
(2) be cooled to less than 50 DEG C, add 15 ~ 20 parts, softening agent, stir degassed 1 ~ 2h;
(3) add antioxidant 0.1 ~ 0.4 part, stop stirring and vacuumizing;
(4) add water-removal agent 0.5 ~ 1 part, vacuumize in 80 ~ 90 DEG C after mixing, stir degassed 1 ~ 2h;
(5) temperature of high batch mixing step (4) obtained is down to less than 50 DEG C, is filled with nitrogen, adds cohesive force promotor 0.5 ~ 1.5 part, mixes;
(6) under nitrogen protection condition, add catalyzer 0.1 ~ 0.3 part, mix;
(7) vacuumize, continue to stir, mix;
(8) inflated with nitrogen removes vacuum to normal pressure, and discharging divides and is packaged to be silicane-modified polyurethane seal gum.
2. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described antioxidant is Hinered phenols antioxidant.
3. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described softening agent is Di Iso Decyl Phthalate, diisononyl phthalate or dioctyl phthalate (DOP).
4. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described water-removal agent is vinyltrimethoxy silane.
5. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, it is characterized in that, described cohesive force promotor be γ-aminopropyl triethoxysilane, γ-(2,3-epoxypropyl) propyl trimethoxy silicane or N-(β-aminoethyl)-γ-aminopropyltrimethoxysilane wherein one or more.
6. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described catalyzer is N,N-Dibenzylamine or stannous octoate.
7. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described amino silicane coupling agent is phenylaminomethyl triethoxyl silane or phenylaminomethyl Trimethoxy silane.
8. the preparation method of a kind of silicane-modified polyurethane seal gum according to claim 1, is characterized in that, described isocyanic ester is 2,4 toluene diisocyanate or 2,6-tolylene diisocyanate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510934557.7A CN105400480A (en) | 2015-12-15 | 2015-12-15 | Preparation method of silane modified polyurethane sealant |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510934557.7A CN105400480A (en) | 2015-12-15 | 2015-12-15 | Preparation method of silane modified polyurethane sealant |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110092886A (en) * | 2019-05-16 | 2019-08-06 | 高鼎精细化工(昆山)有限公司 | The applicable moisture reaction type polyurethane resin and preparation method thereof of low temperature environment |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1718663A (en) * | 2005-07-14 | 2006-01-11 | 戴家兵 | Mono component wet solidifying siloxane modified polyurethane sealing gum and its preparation method |
| CN102336883A (en) * | 2011-07-14 | 2012-02-01 | 无锡市万力粘合材料有限公司 | Preparation method of reactive polyurethane hot melt adhesive for fabric lamination |
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2015
- 2015-12-15 CN CN201510934557.7A patent/CN105400480A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1718663A (en) * | 2005-07-14 | 2006-01-11 | 戴家兵 | Mono component wet solidifying siloxane modified polyurethane sealing gum and its preparation method |
| CN102336883A (en) * | 2011-07-14 | 2012-02-01 | 无锡市万力粘合材料有限公司 | Preparation method of reactive polyurethane hot melt adhesive for fabric lamination |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110092886A (en) * | 2019-05-16 | 2019-08-06 | 高鼎精细化工(昆山)有限公司 | The applicable moisture reaction type polyurethane resin and preparation method thereof of low temperature environment |
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Application publication date: 20160316 |