CN116622330A - High-adhesion UV adhesive for polarizing film and preparation method thereof - Google Patents

High-adhesion UV adhesive for polarizing film and preparation method thereof Download PDF

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Publication number
CN116622330A
CN116622330A CN202310681041.0A CN202310681041A CN116622330A CN 116622330 A CN116622330 A CN 116622330A CN 202310681041 A CN202310681041 A CN 202310681041A CN 116622330 A CN116622330 A CN 116622330A
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China
Prior art keywords
adhesive
glue
adhesion
polarizing film
acrylate
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CN202310681041.0A
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Chinese (zh)
Inventor
黄燕喜
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Dongguan Baituo Industry Co ltd
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Dongguan Baituo Industry Co ltd
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Priority to CN202310681041.0A priority Critical patent/CN116622330A/en
Publication of CN116622330A publication Critical patent/CN116622330A/en
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09J175/16Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention belongs to the technical field of special adhesives, and discloses a high-adhesion UV adhesive for a polarizing film and a preparation method thereof. The UV adhesive comprises the following components in percentage by weight: 30-65% of polyurethane acrylate prepolymer; 30-55% of monofunctional acrylate monomer; 2-8% of a photoinitiator; 3-7% of coupling agent. The preparation method comprises the following steps: and (3) uniformly stirring and mixing the monofunctional acrylate monomer and the photoinitiator, sequentially adding the coupling agent and the polyurethane acrylate prepolymer, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film. The UV adhesive provided by the invention adopts the combination of the specific polyurethane acrylate prepolymer, the monofunctional acrylate monomer and the coupling agent, and compared with the traditional PSA pressure-sensitive adhesive, the obtained UV adhesive has stronger adhesive force, is more fit and smooth, has higher dialyzability, and has higher efficiency and is more environment-friendly.

Description

High-adhesion UV adhesive for polarizing film and preparation method thereof
Technical Field
The invention belongs to the technical field of special adhesives, and particularly relates to a high-adhesion UV adhesive for a polarizing film and a preparation method thereof.
Background
With the rapid development of the information age, the polarizing film is increasingly applied to the aspects of LCD and wearing, and generally consists of two layers of cellulose triacetate films (TAC) and a polyvinyl alcohol film (PVA) sandwiched between the two layers, wherein a pressure-sensitive adhesive is attached to one side of the TAC film for bonding the polarizer and the glass panel. Because the PVA film, iodine and iodide which form the basic materials of the polarizing film are extremely easy to absorb water or hydrolyze, deformation shrinkage or relaxation is easy to occur under the conditions of heating and moisture absorption, stress is generated among the TAC film, the pressure-sensitive adhesive and the glass panel, and the phenomena of warping, air bubbles, layering, stripping and the like occur on the polaroid, the pressure-sensitive adhesive for the polarizing film is required to have proper initial adhesion, adhesion and good optical performance, and is also required to have better humidity and heat aging resistance and re-stripping performance. Polyurethane acrylate photo-curable adhesives (PUAs) are reactive prepolymers whose toughness can vary widely from one construction to another. The prepolymer has the comprehensive advantages of polyurethane such as flexibility, wear resistance, ageing resistance, high tearing strength, good weather resistance of acrylic ester, excellent optical performance and the like, so that the prepolymer is widely applied to the adhesion of polarizing films.
Patent CN107459961a discloses an environment-friendly UV glue, which comprises the following components in parts by weight: 20-40 parts of aliphatic polyurethane acrylic ester; 10-15 parts of modified epoxy acrylate; 30-55 parts of trifunctional acrylate monomer; 1-3 parts of phosphoric acid; 0.5-1.5 parts of coupling agent; 5-10 parts of photoinitiator; 3-6 parts of filler; 0.5-1 part of other auxiliary agents. According to the technology, the adhesive force of the polyurethane to plastic and metal materials is respectively enhanced by adding the poly-aliphatic polyurethane acrylate, particularly the coupling agent and the phosphoric acid into the formula. Epoxy resin is added into the formula to accelerate the curing speed, so that the components have good compatibility, and the cured adhesive film is transparent and glossy. The adhesive film has high strength, good weather resistance, high temperature resistance and corrosion resistance. Patent CN113185944a discloses a UV adhesive, comprising the following substances in parts by weight: 10-30 parts of acrylic ester monomer with refractive index of 1.57-1.62, 10-30 parts of hydroxy acrylic ester monomer, 5-15 parts of methacrylic ester monomer, 5-15 parts of polyurethane acrylic ester, 1-5 parts of flexible acrylic resin and 1-3 parts of photoinitiator. According to the Ultraviolet (UV) adhesive, acrylate monomers, hydroxy acrylate monomers and methacrylate monomers with refractive indexes of 1.57-1.62 are added to form a three-dimensional network structure through combined action of polyurethane acrylate and flexible acrylic resin, so that the adhesive property of the UV adhesive can be improved; the polyurethane acrylic ester is selected from any two of CN964, MIRAMERM130 and CN975, so that the on-state transmittance of the electric control PDLC functional film is improved.
The prior art shows that the selection and the compounding of polyurethane acrylic ester and acrylic ester monomers are key technologies for improving the mechanical property and the optical property of the UV adhesive.
Disclosure of Invention
Aiming at the requirements of adhesion, curing efficiency and transmittance in the application of the adhesive to the polarizing film, the invention aims at providing the high-adhesion UV adhesive for the polarizing film.
Another object of the present invention is to provide a method for preparing the high adhesion UV glue for polarizing film.
The invention aims at realizing the following technical scheme:
the high-adhesion UV adhesive for the polarizing film comprises the following components in percentage by weight: 30-65% of polyurethane acrylate prepolymer, 30-55% of monofunctional acrylate monomer, 2-8% of photoinitiator and 3-7% of coupling agent.
Further, the urethane acrylate prepolymer employs a difunctional aliphatic urethane acrylate resin. Such as Changxing 6101, changxing 6115T-80, changxing 6148J-75, changxing DR-U096, changxing DR-U028FS, changxing DR-U282, ketian 3298, ketian 3299, etc.
Preferably, the polyurethane acrylate prepolymer is modified polyurethane acrylate prepared by the following method:
and mixing polyisocyanate and polyol, heating to 40-80 ℃ for reaction, adding polyether-terminated modified polysiloxane chain extender, hydroxy acrylic ester and catalyst, and continuously stirring for reaction to obtain modified polyurethane acrylic ester.
Further preferably, the polyisocyanate includes at least one of hexamethylene diisocyanate, 4-dicyclohexylmethane diisocyanate, 1, 4-tetramethylene diisocyanate, 1, 10-decamethylene diisocyanate, isophorone diisocyanate, 1, 4-cyclohexane diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, and the like.
Further preferably, the polyol comprises at least one of polyethylene glycol, polytetramethylene ether glycol, polycaprolactone diol, polycarbonate diol, polyethylene adipate, etc. having a number average molecular weight in the range of 800-5000.
Further preferably, the polyether-terminated modified polysiloxane has a number average molecular weight in the range of 400 to 3000. The molecular structure is as follows:
wherein A represents a polyether molecular chain. Which can be prepared by commercial purchase or published methods.
Further preferably, the hydroxy acrylate includes at least one of hydroxyethyl acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, hydroxy polycaprolactone monoacrylate, and the like.
Further preferably, the catalyst is an organotin catalyst, more preferably dibutyltin dilaurate.
Further, the monofunctional acrylate monomer includes at least one of NNDMA (N, N-dimethylacrylamide), TMCHA (trimethylol cyclohexyl acrylate), THFA (tetrahydrofuranacrylate), IBOA (isobornyl acrylate), and the like. The monofunctional monomer selected by the invention has extremely low shrinkage rate and high ultraviolet light absorptivity for penetrating the polarizing film.
Further, the photoinitiator includes at least one of a photoinitiator 184 (1-hydroxycyclohexyl phenyl ketone), TPO (diphenyl- (2, 4, 6-trimethylbenzoyl) oxyphosphorus), XBPO (phenylbis (2, 4, 6-trimethylbenzoyl) phosphine oxide), and the like. The photoinitiator selected by the invention has good yellowing resistance, high initiation efficiency and high conversion rate after ultraviolet light penetrating through the polarizing film is absorbed.
Further, the coupling agent may be a silane coupling agent conventionally used in the art, such as a silane coupling agent KH570.
The invention also provides a preparation method of the high-adhesion UV adhesive for the polarizing film, which comprises the following preparation steps: and uniformly stirring and mixing the monofunctional acrylate monomer and the photoinitiator, and then adding the coupling agent and the polyurethane acrylate prepolymer, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
Compared with the prior art, the invention has the beneficial effects that:
(1) The UV adhesive provided by the invention adopts the combination of the specific polyurethane acrylate prepolymer, the monofunctional acrylate monomer and the coupling agent, and the obtained UV adhesive has stronger adhesive force, more laminating flatness, higher dialyzability and higher efficiency and is more environment-friendly than the traditional PSA pressure-sensitive adhesive in a chemical bond coupling and crosslinking mode.
(2) The modified polyurethane acrylic ester prepared by the specific method further adopts the specific polyether end-capped modified polysiloxane as the chain extender, so that the molecular weight can be further improved, the cohesive force, the viscosity and the peeling strength are improved, the ultraviolet light absorptivity of the polarized film penetration is high, the transmissivity is obviously improved, the yellowing resistance of the glue is obviously improved, and the glue can be stored and applied for a long time.
(3) The UV adhesive has high curing speed, has excellent bonding effect on electronic devices or accessories (both refer to that the bonding surface is made of transparent or semitransparent materials) made of different materials, and can be used under thin coating.
Detailed Description
The present invention will be described in further detail with reference to examples, but embodiments of the present invention are not limited thereto.
Example 1
The high-adhesion UV adhesive for the polarizing film comprises the following components in percentage by weight:
the high-adhesion UV adhesive for the polarizing film is prepared by the following method: and (3) uniformly stirring and mixing the monofunctional acrylate monomer THFA and the photoinitiator TPO, sequentially adding the coupling agent KH570 and the polyurethane acrylate prepolymer Changxing 6101, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
Example 2
The high-adhesion UV adhesive for the polarizing film comprises the following components in percentage by weight:
the high-adhesion UV adhesive for the polarizing film is prepared by the following method: and (3) uniformly stirring and mixing the monofunctional acrylate monomer IBOA and the photoinitiator TPO, sequentially adding the coupling agent KH570 and the polyurethane acrylate prepolymer Changxing DR-U096, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
Example 3
The high-adhesion UV adhesive for the polarizing film comprises the following components in percentage by weight:
the high-adhesion UV adhesive for the polarizing film is prepared by the following method: and (3) uniformly stirring and mixing the monofunctional acrylate monomer NNDMA and the photoinitiator 184, sequentially adding the coupling agent KH570 and the polyurethane acrylate prepolymer Kota 3298, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
Example 4
The high-adhesion UV adhesive for the polarizing film comprises the following components in percentage by weight:
the high-adhesion UV adhesive for the polarizing film is prepared by the following method: and (3) uniformly stirring and mixing the monofunctional acrylate monomer TMCHA and the photoinitiator, sequentially adding the coupling agent KH570 and the polyurethane acrylate prepolymer Changxing 6115T-80, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
Example 5
Compared with the embodiment 1, the high-adhesion UV adhesive for the polarizing film adopts modified polyurethane acrylate to replace Changxing 6101 polyurethane acrylate prepolymer, and the rest is the same. The modified polyurethane acrylic ester is prepared by the following method:
mixing isophorone diisocyanate and polyethylene glycol-2000 according to a molar ratio of 1.2:1, heating to 70 ℃ for reaction for 1h, then adding polyether-terminated modified polysiloxane chain extender with a number average molecular weight of 1200, hydroxyethyl acrylate and catalyst dibutyltin dilaurate, and continuously stirring for reaction for 2h to obtain modified polyurethane acrylate. The viscosity of the resulting modified urethane acrylate was tested to be 10 ten thousand cps.
Comparative example 1
In this comparative example, the polyether-terminated modified polysiloxane chain extender was not added during the preparation of the modified urethane acrylate in comparison with example 5, and the remainder were the same. The resulting urethane acrylate had a viscosity test of 1.6 ten thousand cps.
The UV glue obtained in the above examples and comparative examples was subjected to performance testing, the curing wavelength was 365nm LED or 365nm mercury lamp, the curing time was 30s or 60s, and the evaluation method was as follows:
(1) Transmittance: the UV film is coated into a film with a prescribed thickness, and the film is cured with prescribed energy and detected by a transmittance detector.
(2) Adhesive force: the UV film is coated into a film with a specified thickness, the film is solidified with specified energy, and the film is tested by a universal tensile tester.
(3) Yellowing performance test: with reference to GB/T39294-2020, visual inspection is used.
The test results are shown in table 1 below.
TABLE 1
As can be seen from the results in Table 1, the UV adhesive prepared by adopting the specific polyurethane acrylate prepolymer, the monofunctional acrylate monomer and the coupling agent has the transmittance of 41-47, the adhesive force of 750-1189g/25mm, the curing time of 30s can achieve good performance, and the ultraviolet curing is adopted, so that the ultraviolet curing type PSA adhesive has stronger adhesive force, higher dialyzability and higher efficiency and is more environment-friendly than the traditional PSA adhesive. The comparison between the results of the example 5 and the results of the example 1 and the comparison between the results of the comparison 1 show that the modified polyurethane acrylic ester adopts the specific polyether end-capped modified polysiloxane as the chain extender, so that the molecular weight can be further increased, the cohesive force, the viscosity and the peeling strength can be improved, the transmittance is improved to a certain extent, and the yellowing resistance of the glue is improved remarkably.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.

Claims (10)

1. The high-adhesion UV adhesive for the polarizing film is characterized by comprising the following components in percentage by weight: 30-65% of polyurethane acrylate prepolymer, 30-55% of monofunctional acrylate monomer, 2-8% of photoinitiator and 3-7% of coupling agent.
2. The high adhesion UV glue for polarized films according to claim 1, wherein the urethane acrylate prepolymer uses a difunctional aliphatic urethane acrylate resin.
3. The high adhesion UV glue for polarizing films of claim 1, wherein the urethane acrylate prepolymer comprises at least one of changxing 6101, changxing 6115T-80, changxing 6148J-75, changxing DR-U096, changxing DR-U028FS, changxing DR-U282, kofield 3298, kofield 3299.
4. The high adhesion UV glue for polarized film according to claim 1, wherein the urethane acrylate prepolymer is modified urethane acrylate prepared by the following method:
and mixing polyisocyanate and polyol, heating to 40-80 ℃ for reaction, adding polyether-terminated modified polysiloxane chain extender, hydroxy acrylic ester and catalyst, and continuously stirring for reaction to obtain modified polyurethane acrylic ester.
5. The high adhesion UV glue for polarizing film according to claim 4, wherein the polyisocyanate comprises at least one of hexamethylene diisocyanate, 4-dicyclohexylmethane diisocyanate, 1, 4-tetramethylene diisocyanate, 1, 10-decamethylene diisocyanate, isophorone diisocyanate, 1, 4-cyclohexane diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate; the polyalcohol comprises at least one of polyethylene glycol, polytetramethylene ether glycol, polycaprolactone glycol, polycarbonate glycol and polyethylene adipate with the number average molecular weight ranging from 800 to 5000.
6. The high adhesion UV glue for polarizing films according to claim 4, wherein the polyether-terminated modified polysiloxane has a number average molecular weight ranging from 400 to 3000, and the molecular structure thereof is as follows:
wherein A represents a polyether molecular chain.
7. The high adhesion UV glue for polarizing film according to claim 4, wherein the hydroxy acrylate comprises at least one of hydroxyethyl acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, hydroxy polycaprolactone monoacrylate; the catalyst is an organotin catalyst.
8. The high adhesion UV glue for polarized films according to claim 1, wherein the monofunctional acrylate monomer comprises at least one of NNDMA, TMCHA, THFA, IBOA.
9. The high adhesion UV glue for polarized films according to claim 1, wherein the photoinitiator comprises at least one of photoinitiator 184, TPO, XBPO.
10. The method for preparing a high adhesion UV glue for polarizing film according to any one of claims 1 to 9, comprising the steps of: and uniformly stirring and mixing the monofunctional acrylate monomer and the photoinitiator, and then adding the coupling agent and the polyurethane acrylate prepolymer, and uniformly stirring and mixing to obtain the high-adhesion UV adhesive for the polarizing film.
CN202310681041.0A 2023-06-09 2023-06-09 High-adhesion UV adhesive for polarizing film and preparation method thereof Pending CN116622330A (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101381462A (en) * 2008-09-10 2009-03-11 中国科学技术大学 Polysiloxane binary alcohol with polyether block and preparation method thereof
CN106833497A (en) * 2016-12-26 2017-06-13 深圳市易盛新材料科技有限公司 A kind of UV glue and preparation method thereof

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101381462A (en) * 2008-09-10 2009-03-11 中国科学技术大学 Polysiloxane binary alcohol with polyether block and preparation method thereof
CN106833497A (en) * 2016-12-26 2017-06-13 深圳市易盛新材料科技有限公司 A kind of UV glue and preparation method thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
曾晓鹰 等: "电子束固化涂料及应用", vol. 1, 天津大学出版社, pages: 124 *

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