CN109468120A - UV adhesive of high pressure resistant boiling and preparation method thereof - Google Patents

UV adhesive of high pressure resistant boiling and preparation method thereof Download PDF

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Publication number
CN109468120A
CN109468120A CN201811344046.XA CN201811344046A CN109468120A CN 109468120 A CN109468120 A CN 109468120A CN 201811344046 A CN201811344046 A CN 201811344046A CN 109468120 A CN109468120 A CN 109468120A
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China
Prior art keywords
parts
methyl
adhesive
resin
fluorine
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CN201811344046.XA
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Chinese (zh)
Inventor
朱建国
师忠根
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Shanghai Rensu New Materials Co Ltd
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Shanghai Rensu New Materials Co Ltd
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Priority to CN201811344046.XA priority Critical patent/CN109468120A/en
Publication of CN109468120A publication Critical patent/CN109468120A/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
    • C09J201/00Adhesives based on unspecified macromolecular compounds
    • C09J201/02Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C09J201/04Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing halogen atoms

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

Abstract

The present invention relates to UV adhesive of a kind of high pressure resistant boiling and preparation method thereof.The UV adhesive based on parts by weight, including following components: 50-60 parts of fluorine-containing UV resin, 30-40 parts of acrylate monomer and 3-5 parts of photoinitiator, the total weight number based on the fluorine-containing UV resin, the acrylate monomer and the photoinitiator.

Description

UV adhesive of high pressure resistant boiling and preparation method thereof
Technical field
The present invention relates to UV adhesive of a kind of high pressure resistant boiling and preparation method thereof.
Background technique
In some special bonding application fields, such as fiber alignment, it is especially used for seabed fiber field, is needed to water-fast There is very high requirement.Corresponding test request is PCT boiling test (boiling test case is also known as PCT high pressure accelerated ageing case), With this condition, most of UV glue can only be resistant to one day boiling time, and only small part can accomplish 3-5 days, and the sector The requirement of high-end applications is the PCT boiling needed by 7 days.
Summary of the invention
The present invention relates to a kind of UV adhesive, based on parts by weight, including following components: 50-60 parts of fluorine-containing UV resin, third 30-40 parts and photoinitiator 3-5 parts of olefin(e) acid ester monomer, it is based on the fluorine-containing UV resin, the acrylate monomer and the light The total weight number of initiator.
According to an aspect of the present invention, the acrylate monomer is selected from by 2- (ethyoxyl) ethoxyethyl group propylene Acid, Hydroxyethyl Acrylate, hydroxypropyl acrylate, four ethylidene glycol diacrylates, ethoxylated trimethylolpropane At least one of the group of triacrylate composition.
According to an aspect of the present invention, the photoinitiator is selected from by 2- hydroxy-methyl phenyl-propane -1- ketone, 1- hydroxyl Base cyclohexyl phenyl ketone, 2- methyl-1-(4- methyl mercapto phenyl)-2- morpholinyl-1- acetone, benzoin dimethylether BDK, 2,4, 6- trimethylbenzoy-dipheny phosphine oxide, isopropyl thioxanthone (mixing of 2,4 isomeries), 4- (N, N- dimethylamino) benzene Ethyl formate, benzophenone, 4- chlorobenzophenone, methyl o-benzoylbenzoate, diphenyl iodnium hexafluorophosphate, contraposition The different monooctyl ester of N, N- dimethylaminobenzoic acid, 4- methyl benzophenone, o-benzoyl yl benzoic acid methyl esters and 4- phenyl benzophenone At least one of group of composition.
It is based on parts by weight, composed of the following components the invention further relates to a kind of UV adhesive: fluorine-containing UV resin 50-60 Part, 30-40 parts of acrylate monomer and 3-5 parts of photoinitiator.
The invention further relates to a kind of preparation methods of UV adhesive, including by 50-60 parts of fluorine-containing UV resin, acrylate list The step of 30-40 parts of body and photoinitiator 3-5 parts of mixing.
Beneficial effects of the present invention:
Fluorine-containing UV resin, using the characteristic that it is drained, can be accomplished to guarantee since it is with hydrophobic and oil repellent performance outstanding Under the premise of bonding, the repulsion to water is best, to improve high pressure resistant boiling performance.Using the UV glue of fluorine-containing UV resin, It can reach PCT and test not degumming in seven days.And conventional polyurethanes acrylic system can only achieve three days or so.
The performance of UV adhesive of the present invention is tested by the following method:
Test 1:LED solidification.Dispensing is with a thickness of 0.2mm, by LED ultraviolet lamp, as (wavelength is by the XC210 of IGE 365nm), solidified.Its light intensity is 100~120mw/cm2, the time is 10~20 minutes.
Test 2: glass adhesive strength.For characterizing adhesive to the firmness of glass, tensilon is used (Instron 3367, Instron Inc.).
Test 3: (PCT burn-in test) is tested in high pressure resistant boiling.With the glass-glass that glue is bonding, in PCT test box Interior progress burn-in test (121 degrees Celsius, humidity 100%R.H.), every 72 hours, 120 hours and 168 hours taking-up sample observations Whether degumming phenomenon is had.
Specific embodiment
The present invention is described in detail below, it should be noted however that protection scope of the present invention and being not limited System, but is determined by the appended claims.
All publications, patent application, patent and the other bibliography that this specification is mentioned all are incorporated by reference into Herein.Unless otherwise defined, all technical and scientific terms used herein all there are those skilled in the art routinely to manage The meaning of solution.In case of conflict, it is subject to the definition of this specification.
In the context of the present specification, other than the content clearly stated, any matters or item that do not mention are equal It is directly applicable in those of known in the art without carrying out any change.Moreover, any embodiment described herein can be with It is freely combined with one or more other embodiments described herein, the technical solution or technical idea formed therefrom regards For the original disclosure of the present invention or a part of original description, and be not considered as not disclosing or be expected herein it is new in Hold, unless those skilled in the art think that the combination is obvious unreasonable.
In embodiment, the resin is fluorine-containing UV resin, reaches Fine Chemical Co., Ltd purchased from Zhongshan city outstanding person thing, the trade mark is DSP-552F。
[embodiment 1]
The first step is 55kg resin, 25kg 2- (ethyoxyl) ethoxyethyl group acrylic acid and 10kg Hydroxyethyl Acrylate It puts into a mixing bowl and is stirred after weighing, mixing speed is set as 90-120rpm, stirs 10 minutes;Second step, by 3kg 1- Hydroxy-cyclohexyl phenyl ketone and 1kg2,4,6- trimethylbenzoy-dipheny phosphine oxides put into a mixing bowl and stir, and stir Speed is set as 100-120rpm, and mixing time is 20 minutes;Finally mixture is filtered and packaged.
[embodiment 2]
The first step is 50kg resin, tetra- ethylidene glycol diacrylate of 18kg, 10kg ethoxylated trimethylolpropane It puts into a mixing bowl and is stirred after triacrylate and the weighing of 10kg hydroxypropyl acrylate, mixing speed is set as 60- 120rpm is stirred 10 minutes;Second step, by 2kg 2- methyl-1-(4- methyl mercapto phenyl)-2- morpholinyl-1- acetone, 0.5kg Isopropyl thioxanthone (mixing of 2,4 isomeries), 1kg align N, the different monooctyl ester of N- dimethylaminobenzoic acid and 1.5kg o-benzoyl base It puts into a mixing bowl and stirs after methyl benzoate weighing, mixing speed is set as 100-120rpm, and mixing time is 20 minutes;Finally Mixture is filtered and packaged.
[embodiment 3]
The first step 52kg resin, 10kg 2- (ethyoxyl) ethoxyethyl group acrylic acid, 10kg Hydroxyethyl Acrylate, Tetra- ethylidene glycol diacrylate of 8kg hydroxypropyl acrylate, 5kg ethoxylated trimethylolpropane triacrylate and 5kg It puts into a mixing bowl and is stirred after weighing, mixing speed is set as 60-120rpm, stirs 10 minutes;Second step, by 2kg 2- It puts into a mixing bowl and stirs after hydroxy-methyl phenyl-propane -1- ketone, 0.5kg benzophenone and 2kg benzoin dimethylether BDK weighing It mixes, mixing speed is set as 100-120rpm, and mixing time is 20 minutes;Finally mixture is filtered and packaged.
[embodiment 4]
The first step puts into 60kg resin, 35.5kg Hydroxyethyl Acrylate in a mixing bowl after weighing and is stirred, and stirs Speed is set as 60-120rpm, stirs 10 minutes;Second step will be thrown after the weighing of 3kg4- (N, N- dimethylamino) ethyl benzoate Enter in a mixing bowl and stir, mixing speed is set as 100-120rpm, and mixing time is 20 minutes;Finally mixture is filtered and packaged i.e. It can.
[embodiment 5]
The first step puts into 58kg resin, 36kg hydroxypropyl acrylate in a mixing bowl after weighing and is stirred, stirring speed Degree is set as 60-120rpm, stirs 10 minutes;Second step, by 1kg 4- chlorobenzophenone and 0.5kg diphenyl iodnium hexafluoro After phosphate, 1kg4- methyl benzophenone, 0.5kg o-benzoyl yl benzoic acid methyl esters, the weighing of 0.5kg 4- phenyl benzophenone It is stirred in investment a mixing bowl, mixing speed is set as 100-120rpm, and mixing time is 20 minutes;Finally mixture is filtered and packaged ?.
[comparative example 1]
The first step is 55kg polyurethane acrylic resin, 25kg 2- (ethyoxyl) ethoxyethyl group acrylic acid and 10kg third It puts into a mixing bowl and is stirred after the weighing of olefin(e) acid hydroxy methacrylate, mixing speed is set as 90-120rpm, stirs 10 minutes;The Two steps throw 3kg 1- hydroxy-cyclohexyl phenyl ketone and the weighing of 2,4,6- trimethylbenzoy-dipheny phosphine oxide of 1kg Enter in a mixing bowl and stir, mixing speed is set as 100-120rpm, and mixing time is 20 minutes;Finally mixture is filtered and packaged i.e. It can.
[comparative example 2]
The first step is 50kg polyurethane acrylic resin, tetra- ethylidene glycol diacrylate of 18kg, 10kg ethoxylation It puts into a mixing bowl and is stirred after trimethylolpropane trimethacrylate and the weighing of 10kg hydroxypropyl acrylate, mixing speed It is set as 60-120rpm, stirs 10 minutes;Second step, by 2kg 2- methyl-1-(4- methyl mercapto phenyl)-2- morpholinyl-1- third Ketone, 0.5kg isopropyl thioxanthone (mixing of 2,4 isomeries), 1kg align N, and the different monooctyl ester of N- dimethylaminobenzoic acid and 1.5kg are adjacent It puts into a mixing bowl and stirs after the weighing of benzoyl methyl benzoate, mixing speed is set as 100-120rpm, mixing time 20 Minute;Finally mixture is filtered and packaged.
Test result is as follows under each test method for the composition of [embodiment 1-5] and [comparative example 1-2] preparation:
As can be seen from the above data, 5 embodiments are superior to the PCT boiling performance of polyurethane acroleic acid system.Especially It is embodiment 2-5, reaches 168 hour PCT boilings and do not come unglued.Meanwhile although adhesive strength is slightly poor, client can be reached and answered With requiring.

Claims (5)

1. a kind of UV adhesive, based on parts by weight, including following components: 50-60 parts of fluorine-containing UV resin, acrylate monomer 30-40 parts and photoinitiator 3-5 parts, based on the total of the fluorine-containing UV resin, the acrylate monomer and the photoinitiator Parts by weight.
2. UV adhesive according to claim 1, which is characterized in that the acrylate monomer is selected from by 2- (ethyoxyl) second Oxygroup ethylacrylic acid, Hydroxyethyl Acrylate, hydroxypropyl acrylate, four ethylidene glycol diacrylates, ethoxylation At least one of the group of trimethylolpropane trimethacrylate composition.
3. UV adhesive according to claim 1, which is characterized in that the photoinitiator is selected from by 2- hydroxy-methyl phenyl Propane-1- ketone, 1- hydroxy-cyclohexyl phenyl ketone, 2- methyl-1-(4- methyl mercapto phenyl)-2- morpholinyl-1- acetone, styrax Double methyl ether BDK, 2,4,6- trimethylbenzoy-dipheny phosphine oxides, isopropyl thioxanthone (mixing of 2,4 isomeries), 4- (N, N- dimethylamino) ethyl benzoate, benzophenone, 4- chlorobenzophenone, methyl o-benzoylbenzoate, diphenyl iodnium six Fluorophosphate, contraposition N, the different monooctyl ester of N- dimethylaminobenzoic acid, 4- methyl benzophenone, o-benzoyl yl benzoic acid methyl esters and 4- At least one of the group of phenyl benzophenone composition.
4. a kind of UV adhesive, based on parts by weight, composed of the following components: 50-60 parts of fluorine-containing UV resin, acrylate monomer 30-40 parts and photoinitiator 3-5 parts.
5. a kind of preparation method of UV adhesive, including by 50-60 parts of fluorine-containing UV resin, 30-40 parts of acrylate monomer and light The step of 3-5 parts of mixing of initiator.
CN201811344046.XA 2018-11-13 2018-11-13 UV adhesive of high pressure resistant boiling and preparation method thereof Pending CN109468120A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110184021A (en) * 2019-05-29 2019-08-30 上海昀通电子科技有限公司 Adhesive compound and application thereof
CN110628378A (en) * 2019-11-07 2019-12-31 烟台德邦科技有限公司 Ultraviolet light curing adhesive with high hydrophobic property and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101870756A (en) * 2009-04-23 2010-10-27 中国科学院成都有机化学有限公司 Ultraviolet-cured fluorine-containing aqueous urethane acrylate and preparation method thereof
CN108219736A (en) * 2018-01-05 2018-06-29 上海昀通电子科技有限公司 Ultraviolet photo-curing cementing agent composition and application thereof
US20180194969A1 (en) * 2017-01-11 2018-07-12 Dongwoo Fine-Chem Co., Ltd. Adhesive composition and optical laminate using the same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101870756A (en) * 2009-04-23 2010-10-27 中国科学院成都有机化学有限公司 Ultraviolet-cured fluorine-containing aqueous urethane acrylate and preparation method thereof
US20180194969A1 (en) * 2017-01-11 2018-07-12 Dongwoo Fine-Chem Co., Ltd. Adhesive composition and optical laminate using the same
CN108219736A (en) * 2018-01-05 2018-06-29 上海昀通电子科技有限公司 Ultraviolet photo-curing cementing agent composition and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110184021A (en) * 2019-05-29 2019-08-30 上海昀通电子科技有限公司 Adhesive compound and application thereof
CN110628378A (en) * 2019-11-07 2019-12-31 烟台德邦科技有限公司 Ultraviolet light curing adhesive with high hydrophobic property and preparation method thereof

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Application publication date: 20190315