CN110105530A - A kind of UV moisture double cured resin preparation method - Google Patents
A kind of UV moisture double cured resin preparation method Download PDFInfo
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- CN110105530A CN110105530A CN201910404338.6A CN201910404338A CN110105530A CN 110105530 A CN110105530 A CN 110105530A CN 201910404338 A CN201910404338 A CN 201910404338A CN 110105530 A CN110105530 A CN 110105530A
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- 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
Abstract
The present invention relates to macromolecule synthesising technology fields, and disclose a kind of UV moisture double cured resin preparation method, include the following steps, prepares 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol, 4-4.5 parts of diisocyanate, 0.5-1 parts of carboxylic monomers, 1-10 parts of diluting monomers and 0.01-0.1 parts of catalyst.The UV moisture double cured resin preparation method, obtained resin is a kind of with high intensity, high tenacity, ageing-resistant High-performance adhesive resin, gained UV moisture double cured resin viscosity is 20-60Pa s, with good wetability, it can infiltrating material surface without heating, after the photoinitiator of 1-5% is added, it can be solidified at room temperature with UV lamp, solidification energy is 1500mj, it is bonded again after solidification, shear strength to PC is 0.1-0.15MPa, play the role of instantaneously positioning, it is 3-4MPa to the shear strength of PC after 72h, if it is the material of light transmission, solidified again with UV lamp after applying glue laminating, solidification energy is 3000mj, shear strength to PC is 1-3MPa, it is 4-7MPa to the shear strength of PC after 72h.
Description
Technical field
The present invention relates to macromolecule synthesising technology field, specially a kind of UV moisture double cured resin preparation method.
Background technique
Resin typically refer to it is heated after be softened or melted range, there are liquidity preference, room temperature in when softening under external force
Under be solid-state or semisolid, be also possible to the organic polymer of liquid sometimes, in a broad aspect, it is former to can be used as plastic products processing
Any high-molecular compound of material is referred to as resin.
UV solidification possess curing rate fast (5-30s) and it is solvent-free the features such as, not only meet environmental requirement, but also catered to work
The needs that industry assembly line quickly produces are a kind of adhesive curing modes having good prospects, but since the bonding plane having has
Shadow region, some requirement glue-lines are thicker, and some materials are even opaque, therefore the cured adhesive of single UV is unable to reach accordingly
Bonding requirements, using being greatly limited, there are two types of thinkings for the resin of general UV+ moisture dual cure, and one is benefits
With organosilicon come modification acrylate, realize that moisture-curable is crosslinked using the hydrolysis of siloxanes, it is a kind of then be using polyurethane come
Modification acrylate realizes that moisture-curable is crosslinked with reacting for water using isocyanates, the former flexibility is more preferable, but is bonded strong
Spend poor, the latter's comprehensive performance is relatively more preferable, but still has initial bonding strength poor, and crosslink density is lower, and adhesive strength is still not
The disadvantages of enough ideal, conventional method improves adhesive strength using the principle of hot melt adhesive, but viscosity is excessive, need to heat come into
Precise materials are brought new problem by row construction, so propose a kind of UV moisture double cured resin preparation method.
Summary of the invention
(1) the technical issues of solving
In view of the deficiencies of the prior art, the present invention provides a kind of UV moisture double cured resin preparation method, has viscosity
The advantages that lower, storage stability is strong and enhancing bonding force, the bonding plane that solving traditional UV solidified resin has has shadow region, has
Requirement glue-line it is thicker, some materials are even opaque, therefore the cured adhesive of single UV is unable to reach corresponding bonding and wants
The problem of asking.
(2) technical solution
To realize that above-mentioned viscosity is lower, storage stability is strong and the purpose of enhancing bonding force, the present invention provide following technology
A kind of scheme: UV moisture double cured resin preparation method, comprising the following steps:
1) prepare 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol, 4-4.5 parts of diisocyanate, 0.5-1 parts of carboxylic monomers,
1-10 parts of diluting monomers and 0.01-0.1 parts of catalyst;
2) spare by 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol vaccum dewatering 4h under 120 degrees celsius;
3) diisocyanate and 0.01-0.1 parts of catalyst for taking 2 parts, are heated to 75 degrees Celsius, are slowly dropped into 1 part of polyester
Dihydric alcohol drips off stirring 2h;
4) it is added dropwise to the acrylic ester monomer of 0.5-1 parts of hydroxyls, is stirred to react 1h;
5) it is added diluting monomer 1-10 parts, is cooled to 50 degrees Celsius hereinafter, 2-2.5 parts of diisocyanate of addition, very slow
Slowly 1 part of polyester trihydroxylic alcohol is instilled, stirring 2h is dripped off;
6) it is stirred under vacuum deaeration, obtains a kind of required UV moisture double cured resin.
Preferably, the polyester diol is the polycaprolactone diols of molecular weight 2000-8000, polyadipate hexylene glycol
The mixing of one or more of the own butyl alcohol ester dihydric alcohol of ester dihydric alcohol, polyadipate or polycarbonate glycol.
Preferably, the diisocyanate is one or more of MDI, TDI, HDI or IPDI mixing.
Preferably, the catalyst is organic tin, such as dibutyl tin dilaurate.
Preferably, the polyester trihydroxylic alcohol is the polycaprolactone trihydroxylic alcohol of molecular weight 300-800, such as Bai Situo
capa3050。
Preferably, the acrylic ester monomer of the hydroxyl is one of HEA, HEMA, HPA, HPMA or HBMA
Or two or more mixing.
Preferably, the diluting monomer is the acrylic ester monomer of not hydroxyl, such as LA.
(3) beneficial effect
Compared with prior art, the present invention provides a kind of UV moisture double cured resin preparation method, have following beneficial
Effect:
The UV moisture double cured resin preparation method, by preparing 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol, 4-4.5
Part diisocyanate, 0.5-1 parts of carboxylic monomers, 1-10 parts of diluting monomers and 0.01-0.1 parts of catalyst, by 1 part of polyester binary
Alcohol, 1 part of polyester trihydroxylic alcohol vaccum dewatering 4h under 120 degrees celsius, it is spare, take 2 parts of diisocyanate and 0.01-0.1
Part catalyst, is heated to 75 degrees Celsius, is slowly dropped into 1 part of polyester diol, drips off stirring 2h, is added dropwise to 0.5-1 parts of hydroxyls
Acrylic ester monomer, be stirred to react 1h, be added diluting monomer 1-10 part, be cooled to 50 degrees Celsius hereinafter, 2-2.5 parts of addition
Diisocyanate is slowly dropped into 1 part of polyester trihydroxylic alcohol very much, drips off stirring 2h, is stirred under vacuum deaeration, obtains a kind of required UV
Moisture double cured resin, UV moisture double cured resin viscosity obtained is lower and storage stability is strong, and UV moisture obtained is double solid
The quick-setting effect of UV can not only have been possessed by changing resin, but also be solidified after being realized by moisture, enhance bonding force, have simultaneously
Pressure-sensitive is a kind of with high intensity, high tenacity, ageing-resistant High-performance adhesive resin, the double solidification trees of gained UV moisture
Rouge viscosity be 20-60Pa s, have good wetability, without heating can infiltrating material surface, the light-initiated of 1-5% is added
After agent, it can be solidified at room temperature with UV lamp, solidification energy 1500mj is bonded again after solidification, and the shear strength to PC is 0.1-
0.15MPa plays the role of instantaneously positioning, and is 3-4MPa to the shear strength of PC after 72h, if it is the material of light transmission, gluing
Solidified again with UV lamp after fitting, solidification energy 3000mj, is 1-3MPa to the shear strength of PC, it is strong to the shearing of PC after 72h
Degree is 4-7MPa.
Detailed description of the invention
Fig. 1 is UV moisture double cured resin molecular structure of the present invention.
Specific embodiment
Below in conjunction with the embodiment of the present invention, technical solution in the embodiment of the present invention is clearly and completely retouched
It states, it is clear that described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based on the present invention
In embodiment, every other implementation obtained by those of ordinary skill in the art without making creative efforts
Example, shall fall within the protection scope of the present invention.
A kind of embodiment one: UV moisture double cured resin preparation method, comprising the following steps:
1) by polyester diol, polyester trihydroxylic alcohol under 120 degrees celsius vaccum dewatering 4h, it is spare;
2) 2 parts of TDI is taken, 0.01 part of dibutyl tin dilaurate is heated to 75 degrees Celsius, is slowly dropped into 1 part 2000 points
Son amount polycarbonate glycol, drips off stirring 2h;
3) it is added dropwise to 1 part of HEMA, is stirred to react 1h;
4) it is added diluting monomer LA10 parts, is cooled to 50 degrees Celsius hereinafter, 2 parts of TDI of addition, are slowly dropped into 1 part 500 very much
The polycaprolactone trihydroxylic alcohol capa 3050 of molecular weight drips off stirring 2h;
5) 0.1 part of TDI is added, is stirred under vacuum deaeration, the pressure-sensitive resin of UV+ moisture dual cure, viscosity 22Pa is made
S, elongation at break 70%, tensile strength 5MPa.
After 4% photoinitiator is added, first solidify under conditions of being bonded afterwards, is 0.1MPa to the shear strength of PC, it is right after 72h
The shear strength of PC is 3MPa, is 1MPa to the shear strength of PC under the conditions of cured after being first bonded, the shearing after 72h to PC
Intensity is 4MPa, and after -40 degree -80 spend cooling thermal impact 120h, adhesive strength keeps 60%.
A kind of embodiment two: UV moisture double cured resin preparation method, comprising the following steps:
1) by polyester diol, polyester trihydroxylic alcohol under 120 degrees celsius vaccum dewatering 4h, it is spare;
2) 2 parts of IPDI is taken, 0.1 part of dibutyl tin dilaurate is heated to 75 degrees Celsius, is slowly dropped into 1 part 8000 points
Son amount polycarbonate glycol, drips off stirring 2h;
3) it is added dropwise to 1 part of HEMA, is stirred to react 1h;
4) it is added diluting monomer LA10 parts, is cooled to 50 degrees Celsius hereinafter, 2 parts of IPDI of addition, are slowly dropped into 1 part very much
The polycaprolactone trihydroxylic alcohol capa 3050 of 500 molecular weight drips off stirring 2h;
5) 0.2 part of IPDI is added, is stirred under vacuum deaeration, the pressure-sensitive resin of UV+ moisture dual cure, viscosity 60Pa is made
S, elongation at break 100%, tensile strength 8MPa.
After 4% photoinitiator is added, first solidify under conditions of being bonded afterwards, be 0.13MPa to the shear strength of PC, after 72h
Shear strength to PC is 4MPa, and under the conditions of cured after being first bonded, the shear strength to PC is 3MPa, is cut after 72h to PC
Shearing stress is 7MPa, and after -40 degree -80 spend cooling thermal impact 120h, adhesive strength keeps 75%.
A kind of embodiment three: UV moisture double cured resin preparation method, comprising the following steps:
1) by polyester diol, polyester trihydroxylic alcohol under 120 degrees celsius vaccum dewatering 4h, it is spare;
2) 2 parts of HDI is taken, 0.1 part of catalyst is heated to 75 degrees Celsius, is slowly dropped into 1 part of 8000 molecular weight polyisoprene 3- first
Base -1,5 glycol adipate drips off stirring 2h;
3) it is added dropwise to 1 part of HBMA, is stirred to react 1h;
4) it is added diluting monomer LA10 parts, is cooled to 50 degrees Celsius hereinafter, 2 parts of HDI of addition, are slowly dropped into 1 part 500 very much
The polycaprolactone trihydroxylic alcohol capa 3050 of molecular weight drips off stirring 2h;
5) 0.1 part of HDI is added, is stirred under vacuum deaeration, the pressure-sensitive resin of UV+ moisture dual cure, viscosity 60Pa is made
S, elongation at break 160%, tensile strength 8MPa.
After 4% photoinitiator is added, first solidify under conditions of being bonded afterwards, is 0.1MPa to the shear strength of PC, it is right after 72h
The shear strength of PC is 3MPa, is 3MPa to the shear strength of PC under the conditions of cured after being first bonded, the shearing after 72h to PC
Intensity is 7MPa, and after -40 degree -80 spend cooling thermal impact 120h, adhesive strength keeps 95%.
The beneficial effects of the present invention are: the UV moisture double cured resin preparation method, by preparing 1 part of polyester diol, 1
Part polyester trihydroxylic alcohol, 4-4.5 parts of diisocyanate, 0.5-1 parts of carboxylic monomers, 1-10 parts of diluting monomers and 0.01-0.1 parts of catalysis
Agent, it is spare by 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol vaccum dewatering 4h under 120 degrees celsius, take the two of 2 parts different
Cyanate and 0.01-0.1 parts of catalyst, are heated to 75 degrees Celsius, are slowly dropped into 1 part of polyester diol, drip off stirring 2h, are added dropwise
The acrylic ester monomer for entering 0.5-1 parts of hydroxyls is stirred to react 1h, is added diluting monomer 1-10 parts, is cooled to 50 degrees Celsius
Hereinafter, 2-2.5 parts of diisocyanate are added, it is slowly dropped into very much 1 part of polyester trihydroxylic alcohol, stirring 2h is dripped off, is stirred under vacuum deaeration,
A kind of required UV moisture double cured resin is obtained, UV moisture double cured resin viscosity obtained is lower and storage stability is strong,
UV moisture double cured resin obtained can not only possess the quick-setting effect of UV, but also solidify after being realized by moisture, increase
Strong bonding force, while there is pressure-sensitive, it is a kind of with high intensity, high tenacity, ageing-resistant High-performance adhesive resin, institute
UV moisture double cured resin viscosity be 20-60Pa s, have good wetability, without heating can infiltrating material surface,
After the photoinitiator of 1-5% is added, it can be solidified at room temperature with UV lamp, solidification energy 1500mj is bonded, again to PC after solidification
Shear strength be 0.1-0.15MPa, play the role of instantaneously positioning, after 72h to the shear strength of PC be 3-4MPa, if it is
The material of light transmission is solidified with UV lamp, solidification energy 3000mj again after applying glue laminating, and the shear strength to PC is 1-3MPa, 72h
It is afterwards 4-7MPa to the shear strength of PC, the bonding plane that solving traditional UV solidified resin has has shadow region, some requirement glue-lines
Thicker, some materials are even opaque, therefore the problem of the cured adhesive of single UV is unable to reach corresponding bonding requirements.
It although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
A variety of variations, modification, replacement can be carried out to these embodiments without departing from the principles and spirit of the present invention by understanding
And modification, the scope of the present invention is defined by the appended.
Claims (7)
1. a kind of UV moisture double cured resin preparation method, which comprises the following steps:
1) prepare 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol, 4-4.5 parts of diisocyanate, 0.5-1 parts of carboxylic monomers, 1-10
Part diluting monomer and 0.01-0.1 parts of catalyst;
2) spare by 1 part of polyester diol, 1 part of polyester trihydroxylic alcohol vaccum dewatering 4h under 120 degrees celsius;
3) diisocyanate and 0.01-0.1 parts of catalyst for taking 2 parts, are heated to 75 degrees Celsius, are slowly dropped into 1 part of polyester binary
Alcohol drips off stirring 2h;
4) it is added dropwise to the acrylic ester monomer of 0.5-1 parts of hydroxyls, is stirred to react 1h;
5) it is added diluting monomer 1-10 parts, is cooled to 50 degrees Celsius hereinafter, 2-2.5 parts of diisocyanate of addition, slowly drip very much
Enter 1 part of polyester trihydroxylic alcohol, drips off stirring 2h;
6) it is stirred under vacuum deaeration, obtains a kind of required UV moisture double cured resin.
2. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the polyester binary
Alcohol is the polycaprolactone diols of molecular weight 2000-8000, polyadipate hexylene glycol ester dihydric alcohol, the own butyl alcohol ester two of polyadipate
The mixing of one or more of first alcohol or polycarbonate glycol.
3. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the diisocyanate
Ester is one or more of MDI, TDI, HDI or IPDI mixing.
4. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the catalyst is
Organic tin, such as dibutyl tin dilaurate.
5. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the polyester ternary
Alcohol is the polycaprolactone trihydroxylic alcohol of molecular weight 300-800, such as the capa3050 of Bai Situo.
6. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the hydroxyl
Acrylic ester monomer be one or more of HEA, HEMA, HPA, HPMA or HBMA mixing.
7. a kind of UV moisture double cured resin preparation method according to claim 1, it is characterised in that: the dilution list
Body is the acrylic ester monomer of not hydroxyl, such as LA.
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CN113956432A (en) * | 2021-11-16 | 2022-01-21 | 广东十辰十新材料有限公司 | Degradable UV resin and degradable UV pressure-sensitive adhesive based on same |
CN114163972A (en) * | 2021-12-30 | 2022-03-11 | 烟台信友新材料有限公司 | High-wettability environment-friendly three-proofing adhesive and preparation method thereof |
CN114854352A (en) * | 2022-05-16 | 2022-08-05 | 江苏银久洲工业发展有限公司 | UV (ultraviolet) moisture dual-curing pressure-sensitive adhesive as well as preparation method and application method thereof |
CN114921218A (en) * | 2022-06-27 | 2022-08-19 | 山东一诺威聚氨酯股份有限公司 | UV (ultraviolet)/moisture dual-curing adhesive and preparation method thereof |
CN115109546A (en) * | 2022-07-27 | 2022-09-27 | 上海本诺电子材料有限公司 | UV (ultraviolet) moisture dual-curing adhesive and preparation method thereof |
CN115160920A (en) * | 2022-08-11 | 2022-10-11 | 苏州合邦鑫材科技有限公司 | Three-proofing paint and preparation method thereof |
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