CN115926675A - A kind of silicone rubber tackifier, silicone rubber and preparation method thereof - Google Patents
A kind of silicone rubber tackifier, silicone rubber and preparation method thereof Download PDFInfo
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Abstract
本申请属于硅橡胶领域，尤其涉及一种硅橡胶增粘剂、硅橡胶及其制备方法；本申请提供的硅橡胶增粘剂的化学结构式中含有的多个环氧基团和硅氧键赋予了硅橡胶增粘剂与硅橡胶良好的相容性，提高硅橡胶与基体之间的粘结效果，提高硅橡胶与基体之间的粘结效果，从而解决了现有技术中加成型硅橡胶的粘度有待提高的技术问题。
The application belongs to the field of silicone rubber, and in particular relates to a silicone rubber tackifier, silicone rubber and a preparation method thereof; a plurality of epoxy groups contained in the chemical structural formula of the silicone rubber tackifier provided by the application and a silicon-oxygen bond impart It improves the good compatibility between silicone rubber tackifier and silicone rubber, improves the bonding effect between silicone rubber and substrate, and improves the bonding effect between silicone rubber and substrate, thus solving the problem of addition-type silicone rubber in the prior art. The technical problem that the viscosity needs to be improved.
Description
Technical Field
The application belongs to the field of silicone rubber, and particularly relates to a silicone rubber tackifier, silicone rubber and a preparation method thereof.
Background
The silicon rubber can be divided into condensed silicon rubber and addition type silicon rubber, compared with the condensed silicon rubber, the addition type silicon rubber has the advantages of no by-product in the vulcanization process, small shrinkage rate, deep vulcanization and the like, and the vulcanized addition type silicon rubber has excellent moisture resistance, water resistance, cold resistance, heat resistance, ultraviolet resistance, insulation, radiation resistance, weather resistance, ozone resistance and the like, so the addition type silicon rubber is widely applied to the fields of electronic and electric appliance potting adhesive, liquid injection molding adhesive, mold adhesive, roller adhesive and the like.
However, the surface energy of the addition type silicone rubber molecule is low due to a large amount of nonpolar groups contained in the addition type silicone rubber molecule, and the adhesion effect on a base material is not good, at present, on one hand, the surface of a base material can be treated by using a primer, the main function of the primer is to increase the adhesion of LSR and a contact base material, and simultaneously, the surface of a fragile base material is strengthened, and components which hinder vulcanization in the base material are shielded, so that the adhesion effect of the addition type silicone rubber on the base material is improved, on the other hand, the adhesion modification of the addition type silicone rubber is carried out to enhance the adhesion effect of the addition type silicone rubber and the base material, at present, the method for adhesion modification of the addition type silicone rubber comprises changing the molecular structure of polysiloxane, when polysiloxane is synthesized, a monomer with functional groups such as phenyl, ester and the like is introduced, so that the molecular structure of the addition type silicone rubber is changed, so that the adhesion performance of the silicone rubber is improved, because the actual production process is relatively complex and the cost is relatively high, the application of the addition type silicone rubber is limited, and the viscosity of the addition type silicone rubber is improved.
Compared with the traditional tackifier, the tackifier provided by the invention has a plurality of epoxy groups and silicon-oxygen bonds, can form firm chemical bonds with base materials (such as aluminum sheets, copper sheets and the like), has better compatibility with organic silicon resin, does not have the phenomenon of phase separation, and can avoid the damage of a bonding layer.
Disclosure of Invention
In view of this, the present application provides a silicone rubber tackifier, a silicone rubber and a preparation method thereof, which are used for solving the technical problem in the prior art that the viscosity of addition type silicone rubber needs to be improved.
The application provides a silicone rubber tackifier, wherein the chemical structural formula of the silicone rubber tackifier is shown as formula I:
in the formula I, R 1 is-Si (OCH) 3 ) 2 (CH 2 ) 3 OCH 2 R 5 ，
R 2 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 3 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 4 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
r5 is
The second aspect of the application provides a preparation method of a silicone rubber tackifier, which comprises the following steps:
s1, dripping an epoxy group-containing siloxane compound into a monohydric alcohol solvent of polyhydric alcohol to obtain an epoxy group-containing siloxane solution;
s2, adding an organic titanate catalyst into a siloxane solution containing an epoxy group for reaction to obtain a silicone rubber tackifier;
in step S2, the temperature of the reaction is 60-130 ℃.
Preferably, in step S2, the reaction time is 2-18h, and the vacuum degree is 0.01-0.9kPa.
Preferably, in step S1, the molar ratio of the polyol to the siloxane compound in the epoxy-containing siloxane solution is 1.
Preferably, in step S1, the epoxy group-containing siloxane compound includes any one or more of 3- (2, 3-epoxypropyl) propyltrimethoxysilane, 3- (2, 3-epoxypropoxy) propylmethyldimethoxysilane, 3- (2, 3-epoxypropyltriethoxysilane, 3- (2, 3-epoxypropoxy) propylmethyldiethoxysilane, 2- (3, 4-epoxycyclohexylyl) ethyltrimethoxysilane, and 2- (3, 4-epoxycyclohexylyl) ethyltriethoxysilane.
Preferably, in step S1, the polyol includes one or more selected from ethylene glycol, glycerol, pentaerythritol, trimethylolethane, xylitol, and sorbitol.
Preferably, in step S1, the monohydric alcohol solvent includes any one or more of methanol, ethanol, and isopropanol.
Preferably, in step S2, the organic titanate catalyst includes any one or more of tetraethyl titanate, tetraisopropyl titanate, tetrabutyl titanate, tetra-tert-butyl titanate, and diisopropyl di (acetylacetonate) titanate.
In a third aspect, the present application provides a silicone rubber, the composition of which comprises a silicone rubber tackifier.
The silicone rubber provided by the present application is an addition type silicone rubber.
The fourth aspect of the present application provides a method for preparing a silicone rubber, comprising the steps of:
s3, stirring the silicon rubber tackifier, the silicone oil, the filler, hexamethyldisilazane and ethynylcyclohexanol to obtain a silicon rubber solution to be added;
s4, dropwise adding a platinum catalyst solution into the silicone rubber solution to be added to perform silicone rubber addition reaction to obtain silicone rubber;
in step S4, the temperature of the silicone rubber addition reaction is 110-150 ℃.
Preferably, in step S4, the time of the silicone rubber addition reaction is 1 to 5 hours.
Preferably, in step S3, the filler is fumed silica.
Preferably, in step S4, the platinum catalyst solution is a kast catalyst;
the concentration of the Kaster catalyst is 2000-5000 ppm.
Preferably, the mass ratio of the silicone rubber tackifier to the silicone oil to the filler to the hexamethyldisilazane to the ethynylcyclohexanol to the platinum catalyst is 8-60:700-1000:100-300:20-75:0.01-0.5:0.5-20.
To sum up, the application provides a silicon rubber tackifier, silicon rubber and preparation method thereof, contain epoxy group and silicon oxygen bond in the chemical structural formula of silicon rubber tackifier, epoxy group and silicon oxygen bond have given silicon rubber tackifier and silicon rubber good compatibility, make the silicon rubber tackifier difficult to take place the phase separation with silicon rubber, the tie coat between silicon rubber and the base body is stable, the bonding effect between silicon rubber and the base body has been improved, and, epoxy group and silicon oxygen bond that contain in the silicon rubber tackifier that the application provides are a plurality of, a plurality of epoxy groups and silicon oxygen bond can further improve silicon rubber tackifier and silicon rubber good compatibility, improve the bonding effect between silicon rubber and the base body, therefore, the silicon rubber tackifier that the application provided has solved the technical problem that the viscosity of addition type silicon rubber remains to be improved among the prior art.
Drawings
In order to more clearly illustrate the detailed description of the present application or the technical solutions in the prior art, the drawings needed to be used in the detailed description of the present application or the prior art description will be briefly introduced below, and it is obvious that the drawings in the following description are some embodiments of the present application, and other drawings can be obtained by those skilled in the art without creative efforts.
FIG. 1 is an IR spectrum of a silicone rubber tackifier provided in example 2 of the present application;
FIG. 2 is an IR spectrum of a silicone rubber tackifier provided in example 3 of the present application;
FIG. 3 is an IR spectrum of the silicone rubber tackifier provided in example 4 of the present application;
FIG. 4 is a schematic diagram of a silicone rubber tackifier preparation reaction provided in example 2 of the present application;
FIG. 5 is a schematic diagram of a silicone rubber tackifier preparation reaction provided in example 3 of the present application;
fig. 6 is a reaction schematic diagram of preparation of the silicone rubber tackifier provided in example 4 of the present application.
Detailed Description
The application provides a silicone rubber tackifier, silicone rubber and a preparation method thereof, which are used for solving the technical problem that the viscosity of addition type silicone rubber needs to be improved in the prior art.
The technical solutions of the present application will be described clearly and completely with reference to the accompanying drawings, and it should be understood that the described embodiments are only some embodiments of the present application, but not all embodiments. All other embodiments obtained by a person of ordinary skill in the art based on the embodiments in the present application without making any creative effort belong to the protection scope of the present application.
Example 1
The embodiment of the application provides a silicon rubber tackifier, and the chemical structural formula of the silicon rubber tackifier is shown as a formula I:
in the formula I, R 1 is-Si (OCH) 3 ) 2 (CH 2 ) 3 OCH 2 R 5 ，
R 2 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 3 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 4 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
r5 is
The silicon rubber tackifier has the advantages that the silicon rubber tackifier contains epoxy groups and silicon oxygen bonds in the chemical structural formula, the polarity of silicon rubber is increased, the silicon rubber tackifier is favorably bonded with various metal substrates, the epoxy groups and the silicon oxygen bonds are similar to the structure of the silicon rubber, the silicon rubber tackifier is endowed with good compatibility with the silicon rubber, the silicon rubber tackifier is difficult to separate from the silicon rubber, the bonding layer between the silicon rubber and a matrix is stable, the bonding effect between the silicon rubber and the matrix is greatly improved, the silicon rubber tackifier can further improve the good compatibility between the silicon rubber tackifier and the silicon rubber and improve the bonding effect between the silicon rubber and the matrix due to the fact that the silicon rubber tackifier contains a plurality of epoxy groups and silicon oxygen bonds, and therefore the technical problem that the viscosity of addition type silicon rubber in the prior art needs to be improved is solved.
Example 2
The embodiment of the application provides a preparation method of a silicone rubber tackifier, and the preparation method comprises the steps of preparing a siloxane solution containing an epoxy group and preparing the silicone rubber tackifier through reaction.
Wherein the step of preparing the siloxane solution containing the epoxy group comprises the steps of adding 30g of glycerol and 400mL of anhydrous methanol into a reactor with a thermometer and a condensing reflux pipe, uniformly stirring, and dropwise adding 200g of (2, 3-glycidoxy) propyl trimethoxy silane to obtain the siloxane solution containing the epoxy group;
the step of preparing the silicone rubber tackifier through reaction comprises the steps of adding 3g of tetrabutyl titanate into a siloxane solution containing an epoxy group, reacting for about 2 hours at 70 ℃, and continuing to react for 3 hours under the condition that the vacuum degree is 0.3kPa to obtain the silicone rubber tackifier, wherein the reaction principle for preparing the silicone rubber tackifier is shown in figure 4, and the infrared spectrogram of the silicone rubber tackifier is shown in figure 1.
Example 3
The embodiment of the application provides a preparation method of a silicone rubber tackifier, and the preparation method comprises the steps of preparing a siloxane solution containing an epoxy group and reacting the silicone rubber tackifier.
Wherein the step of preparing the siloxane solution containing the epoxy group comprises the steps of adding 25g of pentaerythritol and 400mL of anhydrous methanol into a reactor with a thermometer and a condensing reflux pipe, uniformly stirring, and dropwise adding 170g of (2, 3-epoxypropoxy) propyl trimethoxy silane to obtain the siloxane solution containing the epoxy group;
the step of preparing the silicone rubber tackifier through reaction comprises the steps of adding 2.5g of tetrabutyl titanate into a siloxane solution containing epoxy groups, reacting for about 2 hours at 70 ℃, and continuing to react for 3 hours under the condition that the vacuum degree is 0.5kPa to obtain the silicone rubber tackifier, wherein the reaction principle for preparing the silicone rubber tackifier is shown in figure 5, and the infrared spectrogram of the silicone rubber tackifier is shown in figure 2.
Example 4
The embodiment of the application provides a preparation method of a silicone rubber tackifier, and the preparation method comprises the steps of preparing a siloxane solution containing an epoxy group and reacting the silicone rubber tackifier.
Wherein the step of preparing the siloxane solution containing the epoxy group comprises the steps of adding 20g of trimethylolethane and 150mL of anhydrous methanol into a reactor with a thermometer and a condensing reflux pipe, uniformly stirring, and dropwise adding 120g of (2, 3-epoxypropoxy) propyl trimethoxy silane to obtain the siloxane solution containing the epoxy group;
the step of preparing the silicone rubber tackifier through reaction comprises the steps of adding 2g of tetrabutyl titanate into a siloxane solution containing epoxy groups, reacting for about 2 hours at 70 ℃, and continuing to react for 3 hours under the condition that the vacuum degree is 0.4kPa to obtain the silicone rubber tackifier, wherein the reaction principle for preparing the silicone rubber tackifier is shown in figure 6, and the infrared spectrogram of the silicone rubber tackifier is shown in figure 3.
Example 5
The embodiment of the application provides a silicone rubber preparation method, a step of preparing a silicone rubber solution to be added by the preparation method and a step of preparing silicone rubber by reaction.
The step of preparing the silicone rubber solution to be added comprises the steps of adding 720 parts of 2000cp vinyl silicone oil, 250 parts of 200-specific surface area fumed silica, 50 parts of hexamethyldisilazane, 30 parts of 0.5% hydrogen-containing silicone oil, 0.1 part of ethynylcyclohexanol and 10 parts of the silicone rubber tackifier provided in the embodiment 2 into a kneader, and kneading uniformly at room temperature to obtain the silicone rubber solution to be added;
the reaction process of preparing silicon rubber includes adding 1 part of 3000ppm Kaster catalyst into silicon rubber solution, stirring, vacuum drying at room temperature in a vacuum drying oven, eliminating bubble, curing at 120 deg.c for 2 hr and forming.
Example 6
The embodiment of the application provides a silicone rubber preparation method, a step of preparing a silicone rubber solution to be added by the preparation method and a step of preparing silicone rubber by reaction.
The step of preparing the silicone rubber solution to be added comprises the steps of adding 740 parts of 2000cp vinyl silicone oil, 260 parts of 200 specific surface area fumed silica, 55 parts of hexamethyldisilazane, 32 parts of 0.5% hydrogen-containing silicone oil, 0.12 part of ethynylcyclohexanol and 15 parts of the silicone rubber tackifier provided in the embodiment 3 into a kneader, and kneading uniformly at room temperature to obtain the silicone rubber solution to be added;
the reaction process of preparing silicon rubber includes adding 1.2 parts of 3000ppm Kaster catalyst into the solution of silicon rubber, stirring, vacuum drying at room temperature, eliminating bubble, curing at 130 deg.c for 2 hr and forming.
Example 7
The embodiment of the application provides a silicone rubber preparation method, a step of preparing a silicone rubber solution to be added by the preparation method and a step of preparing silicone rubber by reaction.
The preparation method of the silicone rubber solution to be added comprises the steps of adding 700 parts of 2000cp vinyl silicone oil, 260 parts of 200-specific surface area fumed silica, 55 parts of hexamethyldisilazane, 25 parts of 0.5% hydrogen-containing silicone oil, 0.1 part of ethynylcyclohexanol and 10 parts of the silicone rubber tackifier provided in the embodiment 4 into a kneader, and kneading uniformly at room temperature to obtain the silicone rubber solution to be added;
the step of preparing the silicone rubber by reaction comprises adding 1.1 part of 3000ppm Kaster catalyst into the silicone rubber solution to be added, stirring uniformly, placing the mixture into a vacuum drying oven at room temperature, fully discharging bubbles, and finally curing for 2 hours at 130 ℃ for molding.
Comparative example 1
Comparative example of the present application. A preparation method of silicon rubber, a step of preparing a silicon rubber solution to be added by the preparation method and a step of preparing the silicon rubber by reaction are provided.
The preparation method comprises the following steps of adding 720 parts of 2000cp vinyl silicone oil, 250 parts of 200-specific-surface-area fumed silica, 50 parts of hexamethyldisilazane, 30 parts of 0.5-percent hydrogen-containing silicone oil and 0.1 part of ethynyl cyclohexanol into a kneader, and kneading uniformly at room temperature to obtain a to-be-added silicone rubber solution;
the step of preparing the silicone rubber by reaction comprises adding 1 part of 3000ppm Kaster catalyst into the silicone rubber solution to be added, stirring uniformly, putting the mixture into a vacuum drying oven at room temperature, fully discharging bubbles, and finally curing for 2 hours at 120 ℃ for molding.
Comparative example 2
Comparative example of the present application. A preparation method of silicon rubber, a step of preparing a silicon rubber solution to be added by the preparation method and a step of preparing the silicon rubber by reaction are provided.
The preparation method comprises the following steps of adding 730 parts of 2000cp vinyl silicone oil, 255 parts of 200-specific surface area fumed silica, 53 parts of hexamethyldisilazane, 32 parts of 0.5% hydrogen-containing silicone oil, 0.1 part of ethynylcyclohexanol and 10 parts of TAC-03 silicone rubber tackifier into a kneader, and kneading uniformly at room temperature to obtain a silicone rubber solution to be added;
the step of preparing the silicone rubber by reaction comprises adding 1 part of 3000ppm Kaster catalyst into the silicone rubber solution to be added, stirring uniformly, putting the mixture into a vacuum drying oven at room temperature, fully discharging bubbles, and finally curing for 2 hours at 120 ℃ for molding.
Test example 1
The test examples provide the silicone rubber test methods of examples 5-7 and comparative example 1, including viscosity testing and mechanical property testing.
The viscosity test comprises a viscosity test of silicon rubber and a bonding tensile shear strength test of the silicon rubber and the copper plate, and the mechanical property test comprises a tensile strength test, a breaking elongation test and a Shore A hardness test of the silicon rubber.
Wherein, the viscosity of the silicon rubber is measured according to GB/T2794-1995, the bonding tensile shear strength of the silicon rubber and a copper plate is measured according to GB/T13936-1992, the tensile strength and the elongation at break of the silicon rubber are measured according to GB/T528-2009, the Shore A hardness of the silicon rubber is measured according to GB/T531-2008, and the viscosity test and the mechanical property test are shown in Table 1.
TABLE 1
It can be seen from the viscosity test data shown in table 1 that the adhesive shear strength between the silicone rubber and the copper plate provided in comparative example 1 is 0.41MPa, the adhesive shear strength between the silicone rubber and the copper plate provided in comparative example 2 is 0.90MPa, and the adhesive shear strength between the silicone rubber and the copper plate provided in examples 5-6 of the present application is 0.95-1.21MPa, which is greater than the adhesive shear strength between the silicone rubber and the copper plate provided in comparative examples 1-2, which indicates that the silicone rubber tackifier provided in examples 5-6 of the present application not only has the interaction between the conventional silicone rubber tackifier and the active group on the surface of the substrate, thereby endowing the addition-type silicone rubber with good self-adhesive property, but also has good compatibility between a plurality of epoxy groups and silicone bonds in the silicone rubber tackifier provided in examples 5-6 of the present application and the silicone rubber, so that the silicone rubber tackifier is difficult to be separated from the silicone rubber, and the adhesive layer between the silicone rubber and the substrate is stable, thereby greatly improving the adhesive effect between the silicone rubber and the substrate.
The above embodiments are only used for illustrating the technical solutions of the present application, and not for limiting the same; although the present application has been described in detail with reference to the foregoing embodiments, it should be understood by those of ordinary skill in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present application.
Claims (10)
1. The silicone rubber tackifier is characterized in that the chemical structural formula of the silicone rubber tackifier is shown as formula I:
in the formula I, R 1 is-Si (OCH) 3 ) 2 (CH 2 ) 3 OCH 2 R 5 ，
R 2 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 3 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 4 is-CH 2 OSi(OCH 3 ) 2 (CH 2 ) 3 OCH 2 R 5 Or CH 2 OH or H;
R 5 is composed of
2. The preparation method of the silicone rubber tackifier of claim 1, wherein the preparation method comprises the steps of:
step S1, dripping an epoxy group-containing siloxane compound into monohydric alcohol solvent of polyhydric alcohol to obtain an epoxy group-containing siloxane solution;
step S2, adding an organic titanate catalyst into a siloxane solution containing epoxy groups for reaction to obtain a silicone rubber tackifier;
in step S2, the temperature of the reaction is 60-130 ℃.
3. The method for preparing the silicone rubber tackifier of claim 2, wherein in step S2, the reaction time is 2 to 18 hours, and the vacuum degree is 0.01 to 0.9kPa.
4. The method for preparing the silicone rubber tackifier according to claim 2, wherein in step S1, the molar ratio of the polyol to the silicone compound in the epoxy group-containing silicone solution is 1.
5. The method of claim 2, wherein in step S1, the epoxy-containing siloxane compound comprises one or more of 3- (2, 3-epoxypropyl) propyltrimethoxysilane, 3- (2, 3-epoxypropoxy) propylmethyldimethoxysilane, 3- (2, 3-epoxypropyltriethoxysilane, 3- (2, 3-epoxypropoxy) propylmethyldiethoxysilane, 2- (3, 4-epoxycyclohexylalkyl) ethyltrimethoxysilane, and 2- (3, 4-epoxycyclohexylalkyl) ethyltriethoxysilane.
6. The method for preparing the silicone rubber tackifier of claim 2, wherein in step S1, the polyol comprises one or more of ethylene glycol, glycerol, pentaerythritol, trimethylolethane, xylitol, and sorbitol.
7. The method for preparing the silicone rubber tackifier of claim 2, wherein in step S1, the monohydric alcohol solvent comprises any one or more of methanol, ethanol and isopropanol.
8. The method of claim 2, wherein in step S2, the organic titanate catalyst comprises one or more of tetraethyl titanate, tetraisopropyl titanate, tetrabutyl titanate, tetra-tert-butyl titanate, and diisopropyl di (acetylacetonate) titanate.
9. A silicone rubber, wherein the constituent components of the silicone rubber comprise the silicone rubber tackifier according to claim 1 or the silicone rubber tackifier prepared by the preparation method according to any one of claims 2 to 8.
10. The method of preparing a silicone rubber of claim 9, comprising the steps of:
s3, stirring the silicon rubber tackifier, the silicon oil, the filler, hexamethyldisilazane and ethynyl cyclohexanol to obtain a silicon rubber solution to be added;
s4, dropwise adding a platinum catalyst solution into the silicone rubber solution to be added to perform silicone rubber addition reaction to obtain silicone rubber;
in step S4, the temperature of the silicone rubber addition reaction is 110-150 ℃.
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| WO2008149375A1 (en) * | 2007-06-06 | 2008-12-11 | Ranka, Seema, Ajay | Improved organosilicon compounds |
| US20120217181A1 (en) * | 2011-02-24 | 2012-08-30 | Click Carol A | Hybrid Sol-Gel Coated Glass Containers |
| CN112724404A (en) * | 2021-01-18 | 2021-04-30 | 东华大学 | Hyperbranched phosphorus-nitrogen POSS-EP flame retardant, and preparation and application thereof |
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