CN106281176A - A kind of windshield renovation agent and preparation method thereof - Google Patents
A kind of windshield renovation agent and preparation method thereof Download PDFInfo
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- CN106281176A CN106281176A CN201610605283.1A CN201610605283A CN106281176A CN 106281176 A CN106281176 A CN 106281176A CN 201610605283 A CN201610605283 A CN 201610605283A CN 106281176 A CN106281176 A CN 106281176A
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- renovation agent
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- phenyl
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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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
- C09J163/10—Epoxy resins modified by unsaturated compounds
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
- C08G59/1461—Unsaturated monoacids
- C08G59/1466—Acrylic or methacrylic acids
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- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Present invention aims to existing glass renovation agent and there is the problem that hidden trace is poor, intensity cannot keep for a long time, it is provided that a kind of windshield renovation agent and preparation method thereof, belong to glass renovation agent technical field.This renovation agent is renovation agent mother solution and reactive diluent tri (propylene glycol) diacrylate, methyl methacrylate, the product prepared after silane coupler and the reaction of light trigger 2 hydroxyl 2 methyl 1 phenyl 1 acetone；Renovation agent mother solution is epoxy resin and tri (propylene glycol) diacrylate, ethyl acrylate, acrylic acid, hydroquinone, the product generated after pentaerythritol triacrylate and the reaction of 2 hydroxyl 2 methyl 1 phenyl 1 acetone.This product refractive index is similar to windshield, and the multiple angle of windshield after reparation all can't see slight crack, repairs speed soon, and the intensity of repair place renovation agent can remain unchanged, and the use intensity of windshield is consistent with the windshield before non-breakage.
Description
Technical field
The invention belongs to glass renovation agent technical field, particularly to a kind of windshield renovation agent and preparation method thereof.
Background technology
China's automobile pollution is with swift and violent speed increment, and its quantity has exceeded 100,000,000.Through investigation, automobile wind
The breakage rate of gear glass is about 10%, if the windshield after breakage is all changed, then can cause the biggest renewal cost
Waste, and it is unfavorable for environmental protection；If damaged windshield effectively being repaired and both having saved fund cost, accomplish again joint
About resource and environmental protection, also reduces the replacement frequency of automobile wind shield glass, creates huge social benefit.
Presently preferred recovery technique is that the crack of damaged windshield is carried out by the renovation agent using macromolecular material
Bonding, but the hidden trace of existing renovation agent is poor, and the windshield after reparation remains able to see crackle, repairing effect and intensity
It is unable to reach requirement；Additionally, the Wicresoft that existing renovation agent can only carry out little area to windshield repairs, limitation is the biggest；And
And the renovation agent intensity that there is also repair place is more and more lower, cause the situation ftractureed again in repair place.
Summary of the invention
Present invention aims to that existing glass renovation agent exists that hidden trace is poor, intensity cannot keep for a long time asks
Topic, it is provided that a kind of windshield renovation agent and preparation method thereof.This product refractive index is similar to windshield, the wind after reparation
Gear glass all can't see slight crack from multiple angles, repairs speed soon, and the intensity of repair place renovation agent can remain unchanged, windscreen
The use intensity of glass is consistent with the windshield before non-breakage.
A kind of windshield renovation agent, for renovation agent mother solution and reactive diluent tri (propylene glycol) diacrylate
(TPGDA), methyl methacrylate (MMA), silane coupler and light trigger 2-hydroxy-2-methyl-1-phenyl-1-acetone
(HMPF) according to volume ratio be 28～32: 30～35: 32～37: 1.0～1.5: 1.5～2.0 reaction after prepare product；
The described epoxy resin that renovation agent mother solution is epoxide number 0.3-0.45 and TPGDA, ethyl acrylate, acrylic acid,
Hydroquinone, pentaerythritol triacrylate (PETA) and HMPF according to volume ratio be 30～35: 20～25: 16～20: 7.0～
The product obtained after 7.5: 0.1～0.2: 14～20: 2～4 reactions；
Silane coupler is gamma-aminopropyl-triethoxy-silane (KH550) or γ-(methacryloxypropyl) propyl group trimethoxy
Base silane (KH570).
The preparation method of a kind of windshield renovation agent, comprises the steps:
(1) under agitation, epoxy resin that epoxide number is 0.3-0.45 is added in reaction vessel, be heated to 85～
95 DEG C, add reactive diluent TPGDA and ethyl acrylate；Then solution temperature is risen to 105～115 DEG C, be condensed
React 30～60 minutes；
Described epoxy resin is 30～35: 20～25: 16～20 with the volume ratio of TPGDA and ethyl acrylate；
Preferably, the mixture of one or more during described epoxy resin is E-31, E-35, E-42, E-44；
(2) keeping solution temperature is 105～115 DEG C, is added dropwise to the mixed of acrylic acid and hydroquinone in 30～40 minutes
Close solution, be further continued for stirring reaction 20～30 minutes；
Epoxy resin and acrylic acid, the volume ratio of hydroquinone are 30～35: 7.0～7.5: 0.1～0.2；
(3) in solution, it is separately added into PETA and light trigger HMPF, stirs 20～30 minutes；Then solution is cooled to
Room temperature, i.e. obtains renovation agent mother solution；
Described epoxy resin is 30～35: 14～20: 2～4 with the volume ratio of PETA and HMPF；
(4) in renovation agent mother solution, it is separately added into TPGDA, MMA, silane coupler and light trigger HMPF, stirs
Rear placement 200～240 hours, i.e. obtain renovation agent；
Described silane coupler is KH550 or KH570；
Described mother solution is 28～32: 30～35: 32～37 with the volume ratio of TPGDA, MMA, silane coupler and HMPF:
1.0～1.5: 1.5～2.0.
The purposes of the windshield renovation agent of the present invention is, the application in terms of repairing damaged automobile wind shield glass.
After testing, the character parameter of the renovation agent that said method prepares is:
1, hardening time: the time was less than 10 seconds the most admittedly, the time that is fully cured is less than 15 minutes (all in ultraviolet wavelength 365
～measure under conditions of 400nm)；
2, character before solidification: outward appearance: water white transparency or light yellow clear liquid；Viscosity: when 25 DEG C, 50～300CPS；
3, character after solidification: outward appearance: fully transparent, places under hot and humid environment and within 12 months, still keeps transparent, the most in vain
Change, non yellowing；Temperature resistant range after solidification :-40～130 DEG C；Peel strength: more than 12MPa；Refractive index: 1.52～1.56；Printing opacity
Rate 98.4～99.2%.
Compared with prior art, present invention have an advantage that
1, this renovation agent refractive index is similar to windshield, and the windshield after reparation all be can't see from multiple angles and split
Trace, repairs speed soon, and the intensity of repair place renovation agent can remain unchanged, before the use intensity of windshield and non-breakage
Windshield is consistent.
2, the method is easy and simple to handle, and reaction condition is gentle.
Accompanying drawing explanation
The windshield figure that Fig. 1 is repaired by renovation agent prepared by embodiment 1；
Wherein, before (a) repairs, after (b) repairs.
The windshield figure that Fig. 2 is repaired by renovation agent prepared by embodiment 2；
Wherein, before (c) repairs, after (d) repairs.
The windshield figure that Fig. 3 is repaired by renovation agent prepared by embodiment 3；
Wherein, before (e) repairs, after (f) repairs.
The windshield figure that Fig. 4 is repaired by renovation agent prepared by embodiment 4；
Wherein, before (g) repairs, after (h) repairs.
Detailed description of the invention
Raw material in embodiment is commercial.
The restorative procedure of glass is: 1, that damaged glass cleaning is clean, and then the side in glass position to be repaired is pasted
Upper PET light film；2, the renovation agent opposite side from position to be repaired is injected, allows liquid slowly penetrate into breakage, ooze full till；3、
Taking low smooth UV quartz burner and irradiate breakage, fluorescent tube is 2-3 centimetre with the distance of glass, irradiates 3-5 minute；4, PET is torn
Light film also gets rid of the unnecessary renovation agent of attachment on glass, repairs and i.e. completes.
Embodiment 1
(1) under agitation, 15L epoxy resin E-44 is added in reaction vessel, is heated to 90 DEG C, adds
12.5L reactive diluent tri (propylene glycol) diacrylate (TPGDA) and 9L ethyl acrylate；Then solution temperature is risen to
110 DEG C, carry out condensation reaction 45 minutes；
(2) keeping solution temperature is 110 DEG C, be added dropwise in 25～30 minutes 3.65L acrylic acid and 0.05L to benzene two
The mixed solution of phenol, continues reaction 20 minutes；
(3) in solution, it is separately added into 8L pentaerythritol triacrylate (PETA) and 1.5L light trigger 2-hydroxyl-2-
Methyl isophthalic acid-phenyl-1-acetone (HMPF), stirs 20 minutes；Then solution is cooled to room temperature, i.e. obtains renovation agent mother solution；
(4) take 15L renovation agent mother solution, be separately added into the TPGDA of 16.5L, the MMA of 17L, 0.6L coupling agent KH550 and
0.9L light trigger HMPF, places 240 hours after stirring, i.e. obtains renovation agent.
After testing, the character parameter of the renovation agent that said method prepares is:
1, hardening time: the most admittedly 7 seconds time, be fully cured 10.6 minutes time (all in ultraviolet wavelength 365～400nm
Under conditions of measure)；
2, character before solidification: outward appearance: water white transparency or light yellow clear liquid；Viscosity: when 25 DEG C, 216.2CPS；
3, character after solidification: outward appearance: fully transparent, places under hot and humid environment and within 12 months, still keeps transparent, the most in vain
Change, non yellowing；Temperature resistant range after solidification :-40～130 DEG C；Peel strength: 13.7MPa；Refractive index: 1.54；Light transmittance
99.2%.
Taking this renovation agent and repair damaged windshield, the picture before and after windshield reparation is as shown in Figure 1, it can be seen that repair
The breakage of the windshield after Fu be can't see, and due in preprosthetic frit without dirt so that the wind after reparation
Gear glass all can't see slight crack from multiple angles；After repairing 12 months, repair place is unchanged, still keeps transparent, and crack is not opened
Split；Further, the use intensity of windshield is consistent with the windshield before non-breakage.
Embodiment 2
(1) under agitation, 3.5L epoxy resin E-31 is added in reaction vessel, is heated to 85～86 DEG C, then adds
Enter 2.2L reactive diluent TPGDA and 2L ethyl acrylate；Then solution temperature is risen to 105～106 DEG C, carry out condensation reaction
60 minutes；
(2) keeping solution temperature is 105～106 DEG C, is added dropwise to 0.75L acrylic acid and 0.015L to benzene two in 40 minutes
The mixed solution of phenol, continues reaction 25 minutes；
(3) in solution, it is separately added into the HMPF of PETA and 0.4L of 2L, stirs 25 minutes；Then solution is cooled to room
Temperature, i.e. obtains renovation agent mother solution；
(4) take 2.8L renovation agent mother solution, be separately added into the TPGDA of 3L, the coupling agent KH570 of the MMA of 3.2L, 0.1L and
The HMPF of 1.5L, places 200 hours after stirring, i.e. obtains renovation agent.
After testing, the character parameter of the renovation agent that said method prepares is:
1, hardening time: the most admittedly 8 seconds time, be fully cured 14.2 minutes time (all in ultraviolet wavelength 365～400nm
Under conditions of measure)；
2, character before solidification: outward appearance: water white transparency or light yellow clear liquid；Viscosity: when 25 DEG C, 97.7CPS；
3, character after solidification: outward appearance: fully transparent, places under hot and humid environment and within 12 months, still keeps transparent, the most in vain
Change, non yellowing；Temperature resistant range after solidification :-40～130 DEG C；Peel strength: 12.2MPa；Refractive index: 1.52；Light transmittance
98.4%.
Taking this renovation agent and repair damaged windshield, the picture before and after windshield reparation is as shown in Figure 2, it can be seen that repair
The breakage of multiple wind shield glass wind shield be can't see, and due in preprosthetic frit without dirt so that the windscreen after reparation
Glass all can't see slight crack from multiple angles；After repairing 12 months, repair place is unchanged, still keeps transparent, and does not ftractures in crack；
Further, the use intensity of windshield is consistent with the windshield before non-breakage.
Embodiment 3
(1) under agitation, 3.3L epoxy resin E-35 is added in reaction vessel, is heated to 93～95 DEG C, then adds
Enter 2L reactive diluent TPGDA and 1.6L ethyl acrylate；Then solution temperature is risen to 113～115 DEG C, carry out condensation reaction
30 minutes；
(2) keeping solution temperature is 113～115 DEG C, is added dropwise to 0.7L acrylic acid and 0.02L hydroquinone in 35 minutes
Mixed solution, continue reaction 30 minutes；
(3) in solution, it is separately added into 1.4L PETA and 0.2L light trigger HMPF, stirs 30 minutes；Then by solution
It is cooled to room temperature, i.e. obtains renovation agent mother solution；
(4) take the renovation agent mother solution of 3.2L, be separately added into the TPGDA of 3.5L, the MMA of 3.7L, 0.15L coupling agent KH550
With 0.2L light trigger HMPF, place 220 hours after stirring, i.e. obtain renovation agent.
After testing, the character parameter of the renovation agent that said method prepares is:
1, hardening time: the most admittedly 9 seconds time, be fully cured 13.5 minutes time (all in ultraviolet wavelength 365～400nm
Under conditions of measure)；
2, character before solidification: outward appearance: water white transparency or light yellow clear liquid；Viscosity: when 25 DEG C, 116.1CPS；
3, character after solidification: outward appearance: fully transparent, places under hot and humid environment and within 12 months, still keeps transparent, the most in vain
Change, non yellowing；Temperature resistant range after solidification :-40～130 DEG C；Peel strength: 12.9MPa；Refractive index: 1.56；Light transmittance
98.9%.
Taking this renovation agent and repair damaged windshield, the picture before and after windshield reparation is as it is shown on figure 3, repair rear windshield
The breakage of glass be can't see, and due in preprosthetic frit without dirt so that the windshield after reparation is from many
Individual angle all can't see slight crack；After repairing 12 months, repair place is unchanged, still keeps transparent, and does not ftractures in crack；Further, wind
The use intensity of gear glass is consistent with the windshield before non-breakage.
Embodiment 4
(1) under agitation, the epoxy resin E-44 of epoxy resin E-42 and 1.1L of 2.0L is added reaction vessel
In, it is heated to 91～92 DEG C, adds 2.3L reactive diluent TPGDA and 1.7L ethyl acrylate；Then by solution temperature liter
To 111～112 DEG C, carry out condensation reaction 50 minutes；
(2) keeping solution temperature is 111～112 DEG C, is added dropwise to 0.74L acrylic acid and 0.018L to benzene two in 30 minutes
The mixed solution of phenol, continues reaction 27 minutes；
(3) in solution, it is separately added into 1.7L PETA and 0.35L light trigger HMPF, stirs 28 minutes；Then by solution
It is cooled to room temperature, i.e. obtains renovation agent mother solution；
(4) take the renovation agent mother solution of 3.1L, be separately added into the TPGDA of 3.2L, the MMA of 3.3L, 0.11L coupling agent KH550
With 0.16L light trigger HMPF, place 210 hours after stirring, i.e. obtain renovation agent.
After testing, the character parameter of the renovation agent that said method prepares is:
1, hardening time: the most admittedly 7 seconds time, be fully cured 14.0 minutes time (all in ultraviolet wavelength 365～400nm
Under conditions of measure)；
2, character before solidification: outward appearance: water white transparency or light yellow clear liquid；Viscosity: when 25 DEG C, 286.9CPS；
3, character after solidification: outward appearance: fully transparent, places under hot and humid environment and within 12 months, still keeps transparent, the most in vain
Change, non yellowing；Temperature resistant range after solidification :-40～130 DEG C；Peel strength: 13.5MPa；Refractive index: 1.55；Light transmittance
98.8%.
Taking this renovation agent and repair damaged windshield, the picture before and after windshield reparation as shown in Figure 4, repairs rear windshield
The breakage of glass be can't see, and due in preprosthetic frit without dirt so that the windshield after reparation is from many
Individual angle all can't see slight crack；After repairing 12 months, repair place is unchanged, still keeps transparent, and does not ftractures in crack；Further, wind
The use intensity of gear glass is consistent with the windshield before non-breakage.
Claims (9)
1. a windshield renovation agent, it is characterised in that for renovation agent mother solution and reactive diluent tripropylene glycol dipropyl
Olefin(e) acid ester, methyl methacrylate, silane coupler and light trigger 2-hydroxy-2-methyl-1-phenyl-1-acetone are according to volume
Than be 28～32: 30～35: 32～37: 1.0～1.5: 1.5～2.0 reaction after prepare product；
The described epoxy resin that renovation agent mother solution is epoxide number 0.3-0.45 and tri (propylene glycol) diacrylate, acrylic acid
Ethyl ester, acrylic acid, hydroquinone, pentaerythritol triacrylate and 2-hydroxy-2-methyl-1-phenyl-1-acetone are according to volume
Than be 30～35: 20～25: 16～20: 7.0～7.5: 0.1～0.2: 14～20: 2～4 reaction after generate product；
Described silane coupler is gamma-aminopropyl-triethoxy-silane or γ-(methacryloxypropyl) propyl trimethoxy silicon
Alkane.
A kind of windshield renovation agent the most according to claim 1, it is characterised in that before its solidification, viscosity is: 25 DEG C, 50
～300CPS；Hardening time: the time was less than 10 seconds the most admittedly, the time that is fully cured was less than 15 minutes；Peel strength after solidification: be more than
12MPa；Refractive index: 1.52～1.56；Light transmittance: 98.4～99.2%.
3. the preparation method of a kind of windshield renovation agent described in claim 1 or 2, it is characterised in that comprise the steps:
(1) under agitation, the epoxy resin that epoxide number is 0.3-0.45 is added in reaction vessel, is heated to 85～95
DEG C, add reactive diluent tri (propylene glycol) diacrylate and ethyl acrylate；Then solution temperature is risen to 105～
115 DEG C, carry out condensation reaction 30～60 minutes；
(2) keeping solution temperature is 105～115 DEG C, and the mixing being added dropwise to acrylic acid and hydroquinone in 30～40 minutes is molten
Liquid, is further continued for stirring reaction 20～30 minutes；
(3) in solution, it is separately added into pentaerythritol triacrylate and light trigger 2-hydroxy-2-methyl-1-phenyl-1-third
Ketone, stirs 20～30 minutes；Then solution is cooled to room temperature, i.e. obtains renovation agent mother solution；
(4) in renovation agent mother solution, tri (propylene glycol) diacrylate, methyl methacrylate, silane coupler it are separately added into
With light trigger 2-hydroxy-2-methyl-1-phenyl-1-acetone, place 200～240 hours after stirring, i.e. repaired
Agent；
Described silane coupler is gamma-aminopropyl-triethoxy-silane or γ-(methacryloxypropyl) propyl trimethoxy silicon
Alkane.
The preparation method of a kind of windshield renovation agent the most according to claim 3, it is characterised in that described step (1)
In, the addition of tri (propylene glycol) diacrylate and ethyl acrylate and the volume ratio of epoxy resin be 20～25: 16～
20: 30～35.
The preparation method of a kind of windshield renovation agent the most according to claim 3, it is characterised in that described step (2)
In, the addition of acrylic acid and hydroquinone and the volume ratio of epoxy resin are 7.0～7.5: 0.1～0.2: 30～35.
The preparation method of a kind of windshield renovation agent the most according to claim 3, it is characterised in that described step (3)
In, the addition of pentaerythritol triacrylate and 2-hydroxy-2-methyl-1-phenyl-1-acetone and the volume ratio of epoxy resin
It is 30～35: 14～20: 2～4.
The preparation method of a kind of windshield renovation agent the most according to claim 3, it is characterised in that described step (4)
In, renovation agent mother solution and tri (propylene glycol) diacrylate, methyl methacrylate, silane coupler, 2-hydroxyl-2-first
The volume ratio of base-1-phenyl-1-acetone addition is 28～32: 30～35: 32～37: 1.0～1.5: 1.5～2.0.
The preparation method of a kind of windshield renovation agent the most according to claim 3, it is characterised in that described epoxy resin
Mixture for one or more in E-31, E-35, E-42, E-44.
9. the purposes of the windshield renovation agent described in claim 1 or 2, it is characterised in that this windshield renovation agent is being repaiied
Application in terms of multiple damaged automobile wind shield glass.
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| CN201610605283.1A CN106281176B (en) | 2016-07-28 | 2016-07-28 | A kind of windshield renovation agent and preparation method thereof |
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| CN201610605283.1A CN106281176B (en) | 2016-07-28 | 2016-07-28 | A kind of windshield renovation agent and preparation method thereof |
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| CN111139012A (en) * | 2018-11-06 | 2020-05-12 | 深圳市志纵四海科技有限公司 | Adhesive and preparation method thereof |
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| WO2021007658A1 (en) * | 2019-07-12 | 2021-01-21 | Mondofix Inc. | Thiol-based adhesive formulations for repairing windshields |
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| CN117658490A (en) * | 2023-11-14 | 2024-03-08 | 无锡海达光能股份有限公司 | Repair method for back glass of photovoltaic module |
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Cited By (8)
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| US20200230900A1 (en) * | 2017-09-26 | 2020-07-23 | Belron International Limited | Curing repair resin |
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| CN111139012A (en) * | 2018-11-06 | 2020-05-12 | 深圳市志纵四海科技有限公司 | Adhesive and preparation method thereof |
| WO2021007658A1 (en) * | 2019-07-12 | 2021-01-21 | Mondofix Inc. | Thiol-based adhesive formulations for repairing windshields |
| CN117658490A (en) * | 2023-11-14 | 2024-03-08 | 无锡海达光能股份有限公司 | Repair method for back glass of photovoltaic module |
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