CN116023901B - Self-repairing silicone sealant and preparation and self-repairing method thereof - Google Patents
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 5
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- AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 3
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- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention belongs to the technical field of organic silicon, and particularly relates to self-repairing silicone sealant and a preparation method and a self-repairing method thereof. The main component of the silicone adhesive is hydroxyl organopolysiloxane containing a cyclic branched chain, the cyclic branched chain is cyclosiloxane group, when the silicone adhesive is torn, the cyclosiloxane group between two sections can be catalyzed by an alkali adhesive catalyst to carry out ring opening reaction, the two sections are bonded and compacted, and the two sections react at a certain temperature, and are bonded together again. The silicone sealant provided by the invention does not need to be replaced integrally when being torn or broken, and can realize section repair under the conditions of catalyst and heating, so that the service life of the silicone sealant is prolonged, convenience is provided for users, and the use cost is reduced; the method can realize the self-repairing of the section without adding other bonding compounds, and has simple and efficient operation and reliable method.
Description
Technical Field
The invention belongs to the technical field of building sealant, and in particular relates to self-repairing silicone adhesive and a preparation method and a self-repairing method thereof.
Background
The silicone sealant is one of room temperature vulcanized silicone rubbers, and is mainly composed of linear polysiloxane, and the main chain silicon-oxygen bond energy of the silicone sealant is higher than the ultraviolet bond energy, so that the silicone sealant has excellent weather resistance, high and low temperature resistance, moisture resistance and ageing resistance, and meanwhile has strong adhesive property and good compatibility, and is the preferred sealant in the current construction industry. The silicone sealant can be divided into a double component and a single component according to the components, and the single component is mainly divided into a ketoxime removing type, a dealcoholization type, a dealacetic acid type, a deamination type and the like according to the different cross-linking agents; the deaminated type and the deaminated type sealants are heavy in smell, are mainly used for general adhesion between glass and other building materials, and can corrode metal materials; the deoximation type and the dealcoholization type are neutral adhesives, and the characteristics that the acidic adhesives corrode metal materials and react with alkaline materials are overcome, wherein the dealcoholization type belongs to environment-friendly adhesives, but the deoximation type belongs to weather-resistant adhesives, has the defects of poor storage stability, poor yellowing resistance and the like, has small smell and wide adhesion, has excellent adhesion performance on cement, metal, glass, doors and windows and the like, and occupies a large share in the building field.
The deoximation type building sealant has low odor, no corrosion, environmental protection and good cohesiveness to glass, metal and most of base materials. With the rapid development of industries such as electronic appliances, automobile transportation, civil construction and the like and the increasing requirement on environmental protection, the demand of the silicone adhesive with the ketoxime removed from the medium is increasing. Neutral silicone sealants can age, break, and sometimes require timely repair over time as they age and are exposed to weather. Therefore, developing a self-repairing building sealant is also a focus of research for sealant enterprises.
The common self-repairing means of high molecular polymers such as sealant, elastomer and the like in the prior art is to introduce structural units capable of forming chemical bonds, hydrogen bond metal coordination bonds and the like into a polymer high molecular chain structure, and the self-repairing method has the advantages of being capable of playing a certain self-repairing role, poor in repairing effect and complex in self-repairing system and reaction conditions.
Disclosure of Invention
The invention provides a self-repairing silicone sealant and a preparation and self-repairing method thereof, which aim to solve the technical problems of poor self-repairing effect, a self-repairing system and complex reaction conditions of the sealant in the prior art, and the self-repairing silicone sealant uses hydroxyl organopolysiloxane with a cyclic siloxane branched chain as a main component of the silicone sealant, so that the cross section can be bonded and repaired through a ring-opening reaction between branched chains without carrying out branched chain grafting reaction on polysiloxane polymer chains.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
the self-repairing silicone sealant is characterized by comprising the following components in parts by weight:
The hydroxyl organopolysiloxane containing cyclic branches is organopolysiloxane containing more than two cyclic branches, and the molecular formula is shown in formula I:
In formula I: r1 is cyclosiloxane group, wherein k 1 is any integer from 2 to 6, and R' are respectively any one of methyl, ethyl or propyl; r2 and R2' are any one of methyl, ethyl or propyl, a is any integer from 2 to 1500, b is any integer from 10 to 1500, c is any integer from 10 to 1500, and the viscosity of the hydroxyl organopolysiloxane containing cyclic branched chains is from 10 to 300000 mPa.s; the viscosity average molecular weight of the hydroxyl organopolysiloxane containing cyclic branches is 100-500000.
Preferably, the silicone sealant comprises the following components in parts by weight:
Preferably, the silane coupling agent is at least one of a silane coupling agent KH550 or a silane coupling agent KH 792; further preferably, when the silane coupling agent contains both the silane coupling agent KH550 and the silane coupling agent KH792, the silane coupling agent KH550 is 0.5 to 0.7 part, and the silane coupling agent KH792 is 0.4 to 0.6 part.
The white oil is specifically deeply refined mineral oil with model number 3#.
The silane coupling agent KH550 is gamma-aminopropyl triethoxysilane.
The silane coupling agent KH792 is N-beta- (aminoethyl) -gamma-aminopropyl trimethoxy silane.
Preferably, the viscosity of the simethicone is less than or equal to 350mm 2/s.
Preferably, the dibutyl tin dilaurate is added in an amount of 0.1-0.2 parts.
Preferably, the specific surface area of the gas-phase white carbon black is 180-220m 2/g.
The invention also provides a preparation method of the self-repairing silicone sealant, which is characterized by comprising the following steps:
Mixing hydroxyl organopolysiloxane containing cyclic branched chains, white oil, dimethyl silicone oil, methyl tributyl ketoxime silane and vinyl tributyl ketoxime silane in a planetary mixer for 10 minutes according to a certain weight portion ratio, adding gas-phase white carbon black, stirring for 20-40 minutes, adding a dibutyl tin dilaurate catalyst and a silane coupling agent, and vacuumizing in the whole process, wherein the vacuum degree is less than 0.1MPa, thus obtaining the silicone sealant. The planetary mixer is suitable for mixing viscous materials, the viscosity of the materials used by the invention is high, the general stirring is difficult to achieve the requirement of full mixing, and the planetary mixer can achieve better mixing effect.
The invention also provides a self-repairing method of the self-repairing silicone sealant, which is characterized by comprising the following steps of:
When the silicone sealant is torn, immediately attaching and compacting the sections on the two sides of the silicone sealant after uniformly coating self-repairing catalysts on the sections on the two sides, heating for 0.1-2h at 90-100 ℃, continuously heating to 140-150 ℃ after the sections on the two sides are bonded together, and heating for 0.1-0.5h to finish repairing;
or when the silicone sealant is defective, filling the same silicone sealant with matched shape into the notch, smearing a self-repairing catalyst on the contact surface of the silicone sealant and the notch, bonding and compacting the contact surface, heating for 0.1-2h at 90-100 ℃, continuously heating to 140-150 ℃ after the contact surfaces are bonded, and heating for 0.1-0.5h to finish repairing;
the self-repairing catalyst is tetramethyl ammonium hydroxide alkali gel or tetrabutyl phosphonium hydroxide alkali gel.
Preferably, the mass fraction of the active ingredient (tetramethylammonium hydroxide or tetrabutylphosphonium hydroxide) of the self-repairing catalyst is 1.5-2.5%.
Preferably, the self-healing catalyst is added in an amount of 20-50g/m 2.
The invention also provides application of the hydroxyl organopolysiloxane with the cyclic branched chain in the self-repairing silicone sealant, wherein the self-repairing silicone sealant comprises the hydroxyl organopolysiloxane with the cyclic branched chain, the cyclic branched chain is a cyclic group capable of undergoing a ring-opening reaction, and chemical bonds for connecting and repairing the sections can be formed between two sections of the self-repairing silicone sealant through the ring-opening reaction of the cyclic branched chain.
Preferably, the cyclic branches comprise cyclic siloxane groups, epoxy groups, lactone groups or lactam groups.
The self-repairing silicone sealant of the invention has the following self-repairing mechanism: when the silicone sealant is damaged, the hydroxyl organopolysiloxane with the annular branched chain performs ring opening reaction through the annular branched chain between the two sections under the condition of a catalyst, so that chemical bonds for connecting and repairing the sections are formed between the two sections, and the purpose of repairing the sections bonded together is achieved.
Under the teaching of the self-repairing mechanism, if the ring-shaped branched chains contained in the body of the silicone sealant can carry out ring-opening reaction under certain conditions, and the reaction conditions do not damage the silicone sealant body, the technical effect of self-repairing the silicone sealant can be realized.
The one or more technical schemes provided by the embodiment of the invention have at least the following technical effects:
1. Compared with the silicone adhesive in the prior art, the self-repairing silicone adhesive provided by the invention has the advantages that the ring-opening reaction is carried out by utilizing the cyclic siloxane branched chains carried by polysiloxane under the action of the catalyst, so that the sections are bonded together, the reaction and the repair can be carried out without introducing new reactive branched chains into the main chain of the polysiloxane, the mechanical strength and other performances are not influenced after the repair, and the application of the silicone adhesive is expanded.
2. The self-repairing operation method is simple, low in cost and universal.
3. The silicone adhesive can be used for preparing silicone rubber devices in special fields, is easy to produce in large scale, is easy to repair, and has the performance retention rate of not less than 80% after repair.
Detailed Description
The invention is further illustrated, but not limited, by the following examples.
It should be noted that the experimental methods described in the following examples are all conventional methods unless otherwise specified; the reagents, materials, and apparatus, unless otherwise specified, are all commercially available.
The test method and the test equipment of the application are as follows: the tensile strength and elongation at break of the test specimens of the products prepared in the following examples and comparative examples were measured in accordance with GB/T528-2009 standard, and the tear strength was measured in accordance with GB/T528-2008 standard, using a universal tensile tester. Hardness was measured according to GB/T531-1999 using the Shore durometer test.
The preparation method of the hydroxyl organopolysiloxane containing cyclic branched chains comprises the following steps:
The hydroxyl vinyl silicone oil and the cyclosiloxane containing the silicon hydrogen react at 100 ℃ under the catalysis of platinum added with 20ppm to obtain the hydroxyl organopolysiloxane containing the cyclic branched chain, wherein the reaction formula is shown in a formula II.
In the formula II, vi is vinyl.
The hydroxy vinyl silicone oil is a commercial product and is purchased from Ji Peng silicon fluorine materials Co., shenzhen City; the cyclosiloxane heptamethyl cyclotetrasiloxane containing the silicon hydrogen is a common commercial product and is purchased from Hubei Xinrun chemical Co.
White oils of all examples and comparative examples were purchased from vitex petrochemicals, simethicone, fumed silica from Shandong the Eastern Mountain silicone materials Inc., silane coupling agent, methyltributyroximino silane, vinyltributyl ketoximino silane from Hubei New blue sky Co., and catalysts from Japanese Xinyue Co.
The retention = performance index after damage repair/performance index without damage x 100%.
Example 1
A self-repairing silicone sealant preparation and self-repairing method comprises the following steps:
1) 100 parts of a hydroxyl organopolysiloxane containing cyclic branches (k1=2, a=1500, b=1500, c=1500; r and R' are each methyl; r2 and R2' are methyl respectively), 15 parts of simethicone (viscosity=350 cs), 15 parts of white oil (3 # white oil), 4 parts of methyltributyrozoxime silane (purity is more than or equal to 95 percent), 2 parts of vinyl tributylketoxime silane (purity is more than or equal to 95 percent), uniformly mixing for 10 minutes in a planetary mixer, then adding 11 parts of fumed silica, stirring for 30 minutes, then adding 0.07 part of dibutyl tin dilaurate catalyst, 0.6 part of silane coupling agent KH550 (purity is more than or equal to 95 percent) and 0.5 part of KH792 (purity is more than or equal to 95 percent), vacuumizing the whole process, and obtaining the silicone adhesive with the vacuum degree of 0.09 MPa; pouring silicone adhesive into a rubber cylinder, preparing a 2mm test piece, standing at room temperature for 7-11 days, and then performing mechanical property test, wherein the test result is shown in Table 2;
2) 3 different positions are selected on a test piece, the prepared test piece is cut or torn, a self-repairing catalyst tetramethylammonium hydroxide catalyst alkali gel is uniformly coated on the section, the dosage is 20g/m 2, the two torn pieces are heated for 10 minutes at 100 ℃, the two torn pieces are connected together again through a ring-opening reaction, the heating is continued for 20 minutes at 150 ℃, the tetramethylammonium hydroxide catalyst is destroyed, after the repair is finished, the mechanical property test is carried out on the repaired test piece, and the test result is shown in Table 2;
The formula and the component parameters of the self-repairing silicone sealant are shown in table 1.
Examples 2 to 4
The preparation and self-repairing method of the self-repairing silicone sealant are different from example 1 in that the components and the amounts thereof are shown in table 1, and the mechanical properties of the torn and repaired silicone sealant are shown in table 2.
Comparative example 1
The preparation and self-repairing method of the self-repairing silicone sealant are different from example 1 in that the molecular chain does not contain a cyclic branched chain (a is 0), the components of the silicone sealant are shown in table 1, and the mechanical properties after tearing and repairing are shown in table 2.
Comparative example 2
The preparation and self-repairing method of the self-repairing silicone sealant are different from example 1 in that the amount of alkali gel used in self-repairing is low, the components of the silicone sealant are shown in table 1, and the mechanical properties after tearing and repairing are shown in table 2.
TABLE 1 Silicone adhesive components and weight parts of the Silicone adhesive components and the amount of self-healing catalyst used in examples and comparative examples
TABLE 2 mechanical Property parameters of the Silicone sealants of examples and comparative examples after tear and repair
The results show that compared with comparative example 1, in example 1, as cyclosiloxane is grafted on the hydroxyl organosiloxane polymer chain of example 1, the ring-opening reaction of branched cyclosiloxane occurs under the action of alkali gel after the test piece is broken, so that the sections are bonded together, the mechanical property after repair can still be maintained by 80%, the silicone gel of comparative example 1 does not contain annular branched chains, and the self-repair mechanical property retention rate is lower than 30% after the alkali gel is coated on the sections; compared with comparative example 2, the comparative example 2 has the advantages that the consumption of the alkali adhesive is too small, the bonding effect is poor, the mechanical property after repair is obviously reduced, and the mechanical property retention rate is 50-70%.
Claims (9)
1. The self-repairing silicone sealant is characterized by comprising the following components in parts by weight:
Wherein the hydroxyl organopolysiloxane containing cyclic branched chains is organopolysiloxane containing more than two cyclic branched chains, and the molecular formula is shown in formula I:
In formula I: r1 is cyclosiloxane group, wherein k 1 is any integer from 2 to 6, and R' are respectively any one of methyl, ethyl or propyl; r2 and R2' are any one of methyl, ethyl or propyl, a is any integer from 2 to 1500, b is any integer from 10 to 1500, c is any integer from 10 to 1500, the viscosity of the hydroxyl organopolysiloxane containing cyclic branches is from 10 to 300000 mPa.s, and the viscosity average molecular weight of the hydroxyl organopolysiloxane containing cyclic branches is from 100 to 500000.
2. The self-healing silicone sealant according to claim 1, comprising the following components in parts by weight:
3. The self-repairing silicone sealant according to claim 1, wherein the silane coupling agent is at least one of a silane coupling agent KH550 or a silane coupling agent KH 792.
4. The self-healing silicone sealant according to claim 3, wherein the silane coupling agent includes 0.5 to 0.7 parts KH550 and 0.4 to 0.6 parts KH792.
5. The self-repairing silicone sealant according to claim 1, wherein the viscosity of the dimethyl silicone oil is less than or equal to 350mm 2/s, and the adding amount of the dibutyl tin dilaurate is 0.1-0.2 part.
6. The self-repairing silicone sealant according to claim 1, wherein the specific surface area of the fumed silica is 180-220m 2/g.
7. The method for preparing the self-repairing silicone sealant according to claim 1, comprising the following steps:
Mixing hydroxyl organopolysiloxane containing cyclic branched chains, white oil, dimethyl silicone oil, methyl tributyl ketoxime silane and vinyl tributyl ketoxime silane in proportion for 10 minutes, adding gas-phase white carbon black in proportion, stirring for 20-40 minutes, adding a dibutyl tin dilaurate catalyst and a silane coupling agent, vacuumizing in the whole process, and obtaining the self-repairing silicone sealant with the vacuum degree lower than 0.1 MPa.
8. The self-healing method of self-healing silicone sealant according to claim 1, comprising the steps of:
When the self-repairing silicone sealant is torn, immediately attaching and compacting the two side sections after uniformly coating the self-repairing catalyst on the two side sections of the self-repairing silicone sealant, heating for 0.1-2h at 90-100 ℃, continuously heating to 140-150 ℃ after the two side sections are bonded together, and heating for 0.1-0.5h to finish repairing;
or when the self-repairing silicone sealant generates defects, filling the self-repairing silicone sealant with the same shape into the gaps, smearing a self-repairing catalyst on the contact surfaces of the self-repairing silicone sealant and the gaps, bonding and compacting the contact surfaces, heating the contact surfaces for 0.1-2h at 90-100 ℃, and continuously heating the contact surfaces to 140-150 ℃ for 0.1-0.5h after the contact surfaces are bonded together, so that the repairing is finished;
the self-repairing catalyst is tetramethyl ammonium hydroxide alkali gel or tetrabutyl phosphonium hydroxide alkali gel.
9. The self-repairing method of the self-repairing silicone sealant according to claim 8, wherein the mass fraction of tetramethylammonium hydroxide or tetrabutylphosphonium hydroxide in the self-repairing catalyst is 1.5-2.5%, and the adding amount of the self-repairing catalyst is 20-50g/m 2.
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| US5298589A (en) * | 1992-07-16 | 1994-03-29 | Temple University-Of The Commonwealth System Of Higher Education | Highly functionalized polycyclosiloxanes and their polymerization into thermally reversible living rubbers |
| KR20210099326A (en) * | 2020-02-04 | 2021-08-12 | 한국화학연구원 | Polymer composition comprising polyhedral oligomeric silsesquioxane silanol, cyclic siloxane monomer and base catalyst, and reformable, reprocessable, self healing silicone crosslinked network film prepared therefrom |
| CN114539917A (en) * | 2022-03-17 | 2022-05-27 | 北京世纪航凯电力科技股份有限公司 | Self-repairing anti-pollution flashover RTV coating and preparation method thereof |
| CN116023786A (en) * | 2021-10-27 | 2023-04-28 | 山东东岳有机硅材料股份有限公司 | Self-repairing mixed silicon rubber and preparation and self-repairing method thereof |
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2021
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5298589A (en) * | 1992-07-16 | 1994-03-29 | Temple University-Of The Commonwealth System Of Higher Education | Highly functionalized polycyclosiloxanes and their polymerization into thermally reversible living rubbers |
| KR20210099326A (en) * | 2020-02-04 | 2021-08-12 | 한국화학연구원 | Polymer composition comprising polyhedral oligomeric silsesquioxane silanol, cyclic siloxane monomer and base catalyst, and reformable, reprocessable, self healing silicone crosslinked network film prepared therefrom |
| CN116023786A (en) * | 2021-10-27 | 2023-04-28 | 山东东岳有机硅材料股份有限公司 | Self-repairing mixed silicon rubber and preparation and self-repairing method thereof |
| CN114539917A (en) * | 2022-03-17 | 2022-05-27 | 北京世纪航凯电力科技股份有限公司 | Self-repairing anti-pollution flashover RTV coating and preparation method thereof |
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