CN108949091A - A kind of ultraviolet-curing adhesive composition and manufacture craft - Google Patents
A kind of ultraviolet-curing adhesive composition and manufacture craft Download PDFInfo
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- CN108949091A CN108949091A CN201810673889.8A CN201810673889A CN108949091A CN 108949091 A CN108949091 A CN 108949091A CN 201810673889 A CN201810673889 A CN 201810673889A CN 108949091 A CN108949091 A CN 108949091A
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
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- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention relates to a kind of ultraviolet-curing adhesive composition and manufacture craft, composition includes carbamate (methyl) acrylate, long chain type monomer, hard monomer, the monomer of hydroxyl, mercaptan, tackifying resin, photoinitiator, antioxidant and light stabilizer.Carbamate (methyl) acrylate, long chain type monomer, hard monomer, hydroxyl monomer, mercaptan and tackifying resin are mixed to get first to reactant；Second is mixed to get to reactant to reactant and photoinitiator by first；50 DEG C are heated to reactant by second, is stirred simultaneously, until photoinitiator is completely dissolved into transparency liquid；By second to which light stabilizer and antioxidant are added in reactant, 0.5h, static 2h are stirred, filtering obtains required ultraviolet light curing adhesive.Improved ultraviolet-curing adhesive composition has excellent translucency, ductility and anti-yellowing property, while also having stronger adhesion strength to substrate.
Description
Technical field
The present invention relates to for manufacturing display screen Related product ultraviolet-curing adhesive composition and its production work
Skill.
Background technique
Ultraviolet light curing adhesive has many advantages, such as quick solidifying, consumes energy less, solvent-free pollution, is a kind of novel energy-saving ring
Adhesive is protected, the fields such as health care, electronic building brick and daily life have been applied to.So-called ultraviolet light solidification refers to: gluing
Photoinitiator in agent resolves into rapidly free radical or cation, Jin Eryin under the ultraviolet light of appropriate wavelength and light intensity
Unsaturated bond polymerization is sent out, material solidification is made.Specifically for the ultraviolet light curing adhesive of liquid crystal touch screen, it is needed to have both excellent
Different translucency, ductility and anti-yellowing property, while there is suitable adhesion strength to substrate, but the purple of existing this respect
Outer Photocurable adhesive performance a bit deficient in, there are improved needs.
Summary of the invention
The technical problem to be solved in the present invention is that provide a kind of improved ultraviolet-curing adhesive composition and
Its manufacture craft.
The technical solution adopted by the present invention to solve the technical problems is: a kind of ultraviolet-curing adhesive composition,
Composition includes carbamate (methyl) acrylate, long chain type monomer, hard monomer, the monomer of hydroxyl, mercaptan, thickening tree
Rouge, photoinitiator, antioxidant and light stabilizer.
A kind of foregoing ultraviolet-curing adhesive composition, carbamate (methyl) acrylate exist
Content in composition is 20wt% to 90wt%, the content of the long chain type monomer in the composition be 10wt% extremely
40wt%；The content of the hard monomer in the composition is 5wt% to 25wt%；The monomer of the hydroxyl is in the composition
Content is 1wt% to 15wt%；The content of the mercaptan in the composition is 1wt% to 10wt%；The tackifying resin is in group
Closing the content in object is 1wt% to 15wt%；The content of the photoinitiator in the composition is 0.5wt% to 10wt%；Institute
Stating the content of antioxidant in the composition is 0.05wt% to 2wt%；The content of the light stabilizer in the composition is
0.05wt% to 3wt%.
A kind of foregoing ultraviolet-curing adhesive composition, carbamate (methyl) acrylate exist
Content in composition is 40wt%-55wt%, and the content of the long chain type monomer in the composition is 17wt%-30wt%；
The content of the hard monomer in the composition is 7wt%-20wt%；The content of the monomer of the hydroxyl in the composition is
3wt%-10wt%；The content of the mercaptan in the composition is 3wt%-7wt%；The tackifying resin containing in the composition
Amount is 4wt%-8wt%；The content of the photoinitiator in the composition is 1wt%-5wt%；The antioxidant is combining
Content in object is 0.1wt%-1wt%；The content of the light stabilizer in the composition is 0.5wt%-2wt%.
A kind of foregoing ultraviolet-curing adhesive composition, carbamate (methyl) the acrylate choosing
From one of Sartomer CN996J75, Changxing 6127, BR-344 and Dymax BR-204 or a variety of.
A kind of foregoing ultraviolet-curing adhesive composition, the long chain type monomer are selected from lauryl
One of ester, Isooctyl acrylate monomer, butyl acrylate, decyl acrylate are a variety of.
A kind of foregoing ultraviolet-curing adhesive composition, the hard monomer be selected from isobornyl acrylate,
One of isobornyl methacrylate, FS-512, FS-513, phenoxyethyl acrylate are a variety of, wherein FS-512,
FS-513 is Japanese Daicel group raw material model produced.
The monomer of a kind of foregoing ultraviolet-curing adhesive composition, the hydroxyl is selected from acrylic acid hydroxyl second
One of ester, hydroxyethyl methacrylate, hydroxy propyl methacrylate, hydroxypropyl acrylate, acrylic acid -4- hydroxybutyl or
It is a variety of.
A kind of foregoing ultraviolet-curing adhesive composition, the mercaptan is selected from PE-1, Asaki, and (Japan is clear
With electrician Co., Ltd. raw material model produced) one of or it is a variety of；It is poly- that the tackifying resin is selected from hydrogenated rosin, solid
One of ester resin is a variety of.
A kind of foregoing ultraviolet-curing adhesive composition, the photoinitiator are selected from 1- hydroxy-cyciohexyl
Benzophenone, 2- hydroxy-2-methyl -1- phenylacetone, 2,4,6- trimethylbenzoyls-ethyoxyl-phenyl phosphine oxide, it is bis- (2,
4,6- trimethylbenzoyls) one of phenyl phosphine oxide or a variety of；The antioxidant is selected from hydroquinone dibenzyl ether, β-
(3,5- di-tert-butyl-hydroxy phenyl) propionic acid octadecanol rouge and four [β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid]
One of pentaerythritol ester is a variety of；The light stabilizer is selected from decanedioic acid methyl-1,2,2,6,6- pentamethyl -4- piperidines
Ester, two [2,2,6,6- tetramethyl -1- (octyl oxygroup) -4- piperidyl] sebacates and poly- { [6- [(1,1,3,3- tetramethyl fourth
Base) amino]] -1,3,5-triazines -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl) imino group] -1,6- oneself two support [(2,2,6,
6- tetramethyl -4- piperidyl) imino group] one of or it is a variety of.
The manufacture craft of aforementioned ultraviolet-curing adhesive composition, including the following contents:
By carbamate (methyl) acrylate, long chain type monomer, hard monomer, hydroxyl monomer, mercaptan and thickening tree
Rouge is mixed to get first to reactant；
Second is mixed to get to reactant to reactant and photoinitiator by first；
50 DEG C are heated to reactant by second, is stirred simultaneously, until photoinitiator is completely dissolved into transparency liquid；By second
To which light stabilizer and antioxidant are added in reactant, 0.5h, static 2h are stirred, it is viscous that filtering obtains required ultraviolet light solidification
Mixture.
Implement technical solution of the present invention, at least has below the utility model has the advantages that improved ultraviolet hardening bonding
Agent composition has excellent translucency, ductility and anti-yellowing property, while also having stronger adhesion strength to substrate.
Specific embodiment
For a clearer understanding of the technical characteristics, objects and effects of the present invention, what now the present invention will be described in detail
Specific embodiment.
To obtain a kind of balancing performance, it is excellent in translucency, ductility and anti-yellowing property, while having to substrate
The uv-curing type adhesive of stronger adhesion strength, now provides following scheme:
Uv-curing type adhesive composition contain carbamate (methyl) acrylate (A), long chain type monomer (B),
Hard monomer (C), the monomer (D) of hydroxyl, mercaptan (E), tackifying resin (F), photoinitiator (G), antioxidant (H) and light are stablized
Agent (I).
Carbamate (methyl) acrylate contains acrylic-functional and urethane bond in molecule,
Adhesive after solidification has high-wearing feature, adhesion strength, flexibility, high-peeling strength and the excellent resistance to low temperature of polyurethane
And the optical property and weatherability of polyacrylate brilliance.CN996J75 (Sartomer), 6127 (Changxing) can be used for example,
One of BR-344 and BR-204 (Dymax) or a variety of.Carbamate (methyl) acrylate is combined in adhesive
Content in object is about 20wt% to 90wt%, preferably 40wt%55wt%.
Long chain type monomer (alkyl acrylate) has low viscosity, the good feature of dilution effect, while having lower
Tg has preferable plasticization effect, and lauryl acrylate (LA), Isooctyl acrylate monomer (2EHA), acrylic acid fourth can be used for example
One of ester (BA), decyl acrylate (IDA) etc. are a variety of.Content of the long chain type monomer in adhesive composition is reducible
For 10wt% to 40wt%, preferably 17wt%-30wt%.
Hard monomer (C), refractive index with higher and high Tg, cure shrinkage is low, is conducive to improve adhesive force.Such as it can
To use isobornyl acrylate (IBOA), isobornyl methacrylate (IBOMA), FS-512, FS-513, acrylic acid benzene oxygen
One of base ethyl ester (PHEA) etc. is a variety of.The usage amount of hard monomer is examined in terms of it can be further improved bonding physical property
Consider, relative to 100 mass parts of the carbamate (methyl) acrylate, preferably makes in the range of 10~700 mass parts
With the more preferably range of 30~500 mass parts.Content of the hard monomer in adhesive composition is about 5wt% extremely
25wt%, preferably 7wt%-20wt%.
The monomer of hydroxyl has hydroxyl, is conducive to improve the adhesive force to polar substrates, propylene can be used for example
Sour hydroxyl ethyl ester (HEA), hydroxyethyl methacrylate (HEMA), hydroxy propyl methacrylate (HPMA), hydroxypropyl acrylate
(HPA), one of acrylic acid -4- hydroxybutyl (4-HBA) etc. or a variety of.The monomer of hydroxyl is in adhesive composition
Content is about 1wt% to 15wt%, preferably 3wt%-10wt%.
Mercaptan, refractive index with higher, and the adhesive force and wet-heat resisting xanthochromia of adhesive, example can be effectively improved
One of PE-1, Asaki or a variety of such as can be used.Content of the mercaptan in adhesive composition is about 1wt% extremely
10wt%, preferably 3wt%-7wt%.
Tackifying resin, glass transition temperature with higher can be improved the viscosity of adhesive, and hydrogenation pine can be used for example
One of perfume, solid polyester resin etc. are a variety of.The usage amount of tackifying resin, from the side that can be further improved bonding physical property
Face considers, relative to 100 mass parts of the carbamate (methyl) acrylate, preferably in the range of 1~100 mass parts
It uses, more preferably the range of 3~20 mass parts.Content of the tackifying resin in adhesive composition is about 1wt% extremely
15wt%, preferably 4wt%-8wt%.
Photoinitiator is the free radical polymerization that above-mentioned oligomer and monomer are generated free radicals and caused because of ultraviolet light
Initiator.- 1- hydroxy-cyciohexyl Benzophenone (184), 2- hydroxy-2-methyl -1- phenylacetone can be used for example
(1173), 2,4,6- trimethylbenzoyls-ethyoxyl-phenyl phosphine oxide (TPO), bis- (2,4,6- trimethylbenzoyl) benzene
One of base phosphine oxide (819) etc. is a variety of.Content of the photoinitiator in adhesive composition is about 0.5wt% extremely
10wt%, preferably 1wt%-5wt%.
Antioxidant can be used the hindered phenol compound for capturing the free radical generated by heat deterioration and decompose because heat is bad
Phosphide, the sulfide of peroxide etc. changed and generated.Hydroquinone dibenzyl ether, β-(3,5- bis- tertiary fourths can be used for example
Base -4- hydroxy phenyl) in propionic acid octadecanol rouge and four [β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid] pentaerythritol esters
It is one or more.Content of the antioxidant in adhesive composition is about 0.05wt% to 2wt%, preferably
0.1wt%-1wt%.
Light stabilizer is the light stabilizer for capturing the free radical generated by light deterioration.Decanedioic acid first can be used for example
Base -1,2,2,6,6- pentamethyl -4- piperidine esters, two [2,2,6,6- tetramethyl -1- (octyl oxygroup) -4- piperidyl] sebacates
With poly- { [6- [(1,1,3,3- tetramethyl butyl) amino]] -1,3,5-triazines -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl)
Imino group] -1,6- oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group] one of or it is a variety of.Light stabilizer exists
Content in adhesive composition is about 0.05wt% to 3wt%, preferably 0.5wt%-2wt%.
The present invention is further illustrated below with reference to embodiment.
Raw material used in each embodiment and comparative example 1 and production firm are shown in Table 1.
Table 1
The preparation process of uv-curing type adhesive composition is as follows；
At normal temperatures and pressures, by carbamate (methyl) acrylate (A), long chain type monomer (B), hard monomer (C), contain
Carboxylic monomer (D), mercaptan (E) and tackifying resin (F) are mixed to get first to reactant；By first to reactant and photoinitiator
Second is mixed to get to reactant, 50 DEG C is heated to reactant for second, stirs simultaneously, until photoinitiator is completely dissolved into
Prescribed liquid；By second to which optional light stabilizer and antioxidant are added in reactant, 0.5h, static 2h are stirred, is taken out
Sample detection is qualified, ultraviolet light curing adhesive needed for filtering i.e. system.In manufacturing process, moisture-proof be protected from light should be noted.
The component of ultraviolet light curing adhesive obtained is shown in Table 2 in each embodiment and comparative example.
Table 2
Following performance is evaluated to each adhesive composition of embodiment and comparative example, test result is as shown in table 3.Table 3
1. appearance: visually observing.
2. light transmittance: by HUNTERLABCOLORQUESTXE type sub-ray spectrometer, using projective techniques, to above-mentioned purple
The light transmittance of coated sand intensifier is tested.
3. refractive index: by ATAGONAR-lT type Abbe refractometer, being surveyed to the refractive index of above-mentioned ultra-violet curing agent
Examination.
4. coloration APHA: by MNVISOCOLOR type visual colorimetric determination instrument, being carried out to the coloration APHA of above-mentioned ultra-violet curing agent
Test.
5. viscosity: by BROOKFIELDDV2T type viscosimeter, at 25 DEG C, being carried out to the viscosity of above-mentioned ultra-violet curing agent
Test.
6. elongation: each adhesive composition to be deposited on the PET release film (PET100) with a thickness of 100um and impose
The wavelength in the region UV-A adds up light quantity and reaches 2J/cm2Mode carry out ultraviolet irradiation solidify obtain 200um thickness optical adhesive
Above-mentioned uv-curing type bonding film is destroyed with the automatic Material Testing Machine 3343 of Instron series 1X/s distance when film by film.
7. tensile strength；Tensile strength is measured while measuring elongation.
8. adhesive strength: each adhesive composition is attached to the polyethylene terephthalate as clung body respectively
(PET), on polycarbonate (PC), polymethyl methacrylate (PMMA) and glass, with roller × 2 time 2kg reciprocally by the test
Piece and the wavelength for imposing the region UV-A add up light quantity and reach 2J/cm2Mode carry out ultraviolet irradiation solidification.It is cut into 25mm
Width measures 180 degree peel strength under 23 DEG C, the atmosphere of 50%RH after attaching 1 hour using resulting material as test film.
9. initial yellowing degree (b*): using ColorQUESTXE type visible spectrometer, measured according to JISK7105
The initial yellowing degree (b*) of ultraviolet light curing adhesive.
10. fast light xanthochromia degree (b* (UV)): ultraviolet light curing adhesive is passed through ultraviolet light in QUV tester
After 250h and 500h, using ColorQUESTXE type visible spectrometer, initial yellowing degree is determined according to JISK7105
(b*(UV))。
11. heat-resisting xanthochromia degree (b* (heat)): ultraviolet light curing adhesive obtained is placed under 85 DEG C × 85%RH atmosphere
250 hours and 500 hours, using ColorQUESTXE type visible spectrometer, initial stage Huang was determined according to JISK7105
Variation (b* (heat)).
From in the test result of above embodiments and comparative example as can be seen that adhesive provided by the invention have it is excellent saturating
Photosensitiveness, ductility and anti-yellowing property, while also there is stronger adhesion strength to substrate.Especially in viscosity, elongation, viscous
Knotting strength, fast light xanthochromia degree, heat-resisting xanthochromia degree etc. have great advantages.
The foregoing is only a preferred embodiment of the present invention, is not intended to restrict the invention, for the skill of this field
For art personnel, the present invention can have various changes, combination and variation.All within the spirits and principles of the present invention, made
Any modification, equivalent substitution, improvement and etc. should be included within scope of the presently claimed invention.
Claims (10)
1. a kind of ultraviolet-curing adhesive composition, it is characterised in that: composition includes carbamate (methyl) propylene
Acid esters, long chain type monomer, hard monomer, the monomer of hydroxyl, mercaptan, tackifying resin, photoinitiator, antioxidant and light are stablized
Agent.
2. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the carbamate
The content of (methyl) acrylate in the composition is 20wt% to 90wt%, the content of the long chain type monomer in the composition
For 10wt%40wt%；The content of the hard monomer in the composition is 5wt% to 25wt%；The monomer of the hydroxyl is in group
Closing the content in object is 1wt% to 15wt%；The content of the mercaptan in the composition is 1wt% to 10wt%；The thickening
The content of resin in the composition is 1wt% to 15wt%；The content of the photoinitiator in the composition be 0.5wt% extremely
10wt%；The content of the antioxidant in the composition is 0.05wt% to 2wt%；The light stabilizer is in the composition
Content is 0.05wt% to 3wt%.
3. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the carbamate
The content of (methyl) acrylate in the composition is 40wt%-55wt%, the content of the long chain type monomer in the composition
For 17wt%-30wt%；The content of the hard monomer in the composition is 7wt%-20wt%；The monomer of the hydroxyl is in group
Closing the content in object is 3wt%-10wt%；The content of the mercaptan in the composition is 3wt%-7wt%；The tackifying resin
Content in the composition is 4wt%-8wt%；The content of the photoinitiator in the composition is 1wt%-5wt%；It is described
The content of antioxidant in the composition is 0.1wt%-1wt%；The content of the light stabilizer in the composition is
0.5wt%-2wt%.
4. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the carbamate
(methyl) acrylate is selected from one of Sartomer CN996J75, Changxing 6127, BR-344 and Dymax BR-204 or a variety of.
5. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the long chain type monomer
Selected from one of lauryl acrylate, Isooctyl acrylate monomer, butyl acrylate, decyl acrylate or a variety of.
6. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the hard monomer is selected from
One of isobornyl acrylate, isobornyl methacrylate, FS-512, FS-513, phenoxyethyl acrylate are more
Kind.
7. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the list of the hydroxyl
Body is selected from hydroxy-ethyl acrylate, hydroxyethyl methacrylate, hydroxy propyl methacrylate, hydroxypropyl acrylate, acrylic acid -4- hydroxyl
One of base butyl ester is a variety of.
8. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the mercaptan is selected from
One of PE-1, Asaki or a variety of；The tackifying resin is selected from one of hydrogenated rosin, solid polyester resin or a variety of.
9. a kind of ultraviolet-curing adhesive composition as described in claim 1, it is characterised in that: the photoinitiator choosing
From 1- hydroxy-cyciohexyl Benzophenone, 2- hydroxy-2-methyl -1- phenylacetone, 2,4,6- trimethylbenzoyls-ethyoxyl-benzene
One of base phosphine oxide, bis- (2,4,6- trimethylbenzoyl) phenyl phosphine oxides are a variety of；The antioxidant be selected from pair
Benzenediol benzyl ether, β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid octadecanol rouge and four [β-(3,5- di-t-butyl -4-
Hydroxy phenyl) propionic acid] one of pentaerythritol ester or a variety of；The light stabilizer be selected from decanedioic acid methyl-1,2,2,6,6-
Pentamethyl -4- piperidine ester, two [2,2,6,6- tetramethyl -1- (octyl oxygroup) -4- piperidyl] sebacates and it is poly- [6- [(1,
1,3,3- tetramethyl butyl) amino]] -1,3,5-triazines -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl) imino group] -1,6-
Oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group] one of or it is a variety of.
10. the manufacture craft of ultraviolet-curing adhesive composition, it is characterised in that including the following contents:
Carbamate (methyl) acrylate, long chain type monomer, hard monomer, hydroxyl monomer, mercaptan and tackifying resin is mixed
Conjunction obtains first to reactant；
Second is mixed to get to reactant to reactant and photoinitiator by first；
50 DEG C are heated to reactant by second, is stirred simultaneously, until photoinitiator is completely dissolved into transparency liquid；By second to anti-
It answers and light stabilizer and antioxidant is added in object, stir 0.5h, static 2h, filtering obtains required ultraviolet light solidification bonding
Agent.
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| CN113563840B (en) * | 2021-08-12 | 2023-03-10 | 广东恒大新材料科技有限公司 | Ultraviolet curing display screen side sealing adhesive and preparation method thereof |
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Application publication date: 20181207 |