CN110294833A - A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof - Google Patents
A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof Download PDFInfo
- Publication number
- CN110294833A CN110294833A CN201910655199.4A CN201910655199A CN110294833A CN 110294833 A CN110294833 A CN 110294833A CN 201910655199 A CN201910655199 A CN 201910655199A CN 110294833 A CN110294833 A CN 110294833A
- Authority
- CN
- China
- Prior art keywords
- low viscosity
- curable urethane
- urethane acrylate
- mass parts
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention discloses a kind of low viscosity UV curable urethane acrylate resins and preparation method thereof, 90~95 mass parts hydroxy acrylates, 3~10 mass parts isocyanates, 0.1~0.3 mass parts of catalyst, 0.05~0.15 mass parts polymerization inhibitor and 0.1~0.3 mass parts antioxidant are mixed, and it is stirred to react under the conditions of 65~75 DEG C, up to the mass concentration < 0.05% of isocyanide acid ion in reaction solution, so that low viscosity UV curable urethane acrylate resin be made.The present invention not only has 100% solid content and lesser viscosity, and there is good adhesive force and solvent resistance and excellent flexibility and anti-yellowing property after film forming, preparation process is simple simultaneously, easily produce in enormous quantities, can be widely applied to the numerous areas such as binder, metal finishing ink and the coating, release paper surface coating, paper-plastic composite adhesive of 3D printing, inkjet printing, lithographic plate and silk-screen printing.
Description
Technical field
The present invention relates to UV (Ultravioletray, ultraviolet light) light-cured resin technical field, more particularly to one kind are low
Viscosity UV curable urethane acrylate resin and preparation method thereof.
Background technique
Traditional solvent based coating VOC (volatile organic compounds) discharge amount is big, all to human health and environmental protection
Cause huge threat.With the raising of people's health consciousness and environmental consciousness, requirement of the people to coating is higher and higher, this
So that traditional coating application have become increasingly limited, and modern coatings just towards high-performance, high-effect, high-environmental and
The multi-functional direction being integrated such as high-decoration is developed.
UV light-cured resin is a kind of photoresist that molecular weight is relatively low, and photocuring reaction can be carried out by having
Group (such as all kinds of unsaturated double-bonds), can be fully cured under ultraviolet light.In photocuring final products, UV photocuring
Resin is material of main part, its performance determines the main performance of photocuring final products substantially, thus UV light-cured resin without
It is suspected to be the important link of photocuring product design.
Currently, light-cured resin mainly has in the domestic market: Epocryl (EA), polyurethane acroleic acid
Ester resin (PUA), polyester acrylate resin (PEA) etc..These light-cured resins have their own advantages, but also have can not keep away simultaneously
The shortcomings that exempting from limits further applying for itself.Wherein, polyurethane acrylate resin is that the UV light being most widely used is consolidated
Change one of resin, has the advantages that hardness is high, toughness is strong, but simultaneously also with viscosity is big, adhesive force is unstable, curing rate is low
The disadvantages of, especially viscosity limits greatly its application in many fields.
In the prior art, the problem big for polyurethane acrylate resin viscosity, many people are developing aqueous UV light
Solidified resin, but water-based ultraviolet (UV) curable resin have stability it is poor, admittedly containing it is low, comprehensive performance is poor the problems such as.
Summary of the invention
For above-mentioned shortcoming in the prior art, the present invention provides a kind of low viscosity UV light-cured polyurethane propylene
Acid ester resin and preparation method thereof not only has 100% solid content and lesser viscosity, but also with good attached after film forming
Put forth effort with solvent resistance and excellent flexibility and anti-yellowing property, while preparation process is simple, easily produces in enormous quantities, can be wide
It is general to be applied to 3D printing, inkjet printing, lithographic plate and binder, metal finishing ink and the coating of silk-screen printing, release paper surface
The numerous areas such as coating, paper-plastic composite adhesive.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of preparation method of low viscosity UV curable urethane acrylate resin, comprising: by 90~95 mass parts hydroxyls
Base acrylate, 3~10 mass parts isocyanates, 0.1~0.3 mass parts of catalyst, 0.05~0.15 mass parts polymerization inhibitor and
0.1~0.3 mass parts antioxidant mixes, and is stirred to react under the conditions of 65~75 DEG C, until isocyanic acid in reaction solution
The mass concentration < 0.05% of ion, so that low viscosity UV curable urethane acrylate resin be made.
Preferably, the water content of hydroxy acrylate, isocyanates, catalyst, polymerization inhibitor and antioxidant is below
500ppm。
Preferably, the hydroxy acrylate is hydroxy-ethyl acrylate, hydroxypropyl acrylate, trimethylolpropane tris third
Olefin(e) acid ester, ethoxylated trimethylolpropane triacrylate, double pentaerythritol C5 methacrylate, pentaerythritol triacrylate
At least one of.
Preferably, the isocyanates is isoflurane chalcone diisocyanate, hexamethylene diisocyanate, diphenyl methane
Diisocyanate, toluene di-isocyanate(TDI), hexamethylene diisocyanate trimer, 4,4'- dicyclohexyl methyl hydride diisocyanate
At least one of ester.
Preferably, the catalyst is double dimethylaminoethyl ethers, pentamethyl-diethylenetriamine, dimethyl cyclohexyl amine, two
Dibutyl tin laurate, organo-bismuth, triazines catalyst for trimerization, solid amine, N-ethylmorpholine, N-methylmorpholine, N, N'- diethyl
At least one of piperazine.
Preferably, polymerization inhibitor is at least one of p-hydroxyanisole, hydroquinone, 2,5- dimethyl hydroquinones.
Preferably, the antioxidant is at least one of phenthazine, 2,6- di-tert-butyl-4-methy phenol.
A kind of low viscosity UV curable urethane acrylate resin, using above-mentioned low viscosity UV light-cured polyurethane third
The preparation method of alkene acid ester resin is prepared.
As seen from the above technical solution provided by the invention, low viscosity UV light-cured polyurethane provided by the present invention
The preparation method of acrylate is with the hydroxy acrylate of special ratios, isocyanates, catalyst, polymerization inhibitor and antioxidant
It for primary raw material, is reacted by simple one-step method, and the reaction temperature in reaction process is controlled, then passed through
The mass concentration of the isocyanide acid ion of product is detected to determine reaction time and the reaction end of reaction, to finally prepare
100% solid-content and low-viscosity UV curable urethane acrylate resin.The present invention is according to reaction temperature and product isocyanic acid
The mass concentration of ion controls the production technology of resins synthesis, 100% solid-content and low-viscosity UV light-cured polyurethane of synthesis
Acrylate has lower viscosity, and also has good adhesive force and solvent resistance after film forming, simultaneously also
With excellent toughness and anti-yellowing property, can be widely used for 3D printing, inkjet printing, lithographic plate and silk-screen printing binder,
The numerous areas such as metal finishing ink and coating, release paper surface coating, paper-plastic composite adhesive.
Specific embodiment
The following is a clear and complete description of the technical scheme in the embodiments of the invention, it is clear that described embodiment
Only a part of the embodiment of the present invention, instead of all the embodiments.Based on the embodiment of the present invention, ordinary skill
Personnel's every other embodiment obtained without making creative work, belongs to protection scope of the present invention.
Low viscosity UV curable urethane acrylate resin provided by the present invention and preparation method thereof is carried out below
Detailed description.The content being not described in detail in the embodiment of the present invention belongs to existing skill well known to professional and technical personnel in the field
Art.
A kind of low viscosity UV curable urethane acrylate resin, preparation method may include: by 90~95 mass
Part hydroxy acrylate, 3~10 mass parts isocyanates, 0.1~0.3 mass parts of catalyst, 0.05~0.15 mass parts polymerization inhibitor
Agent and 0.1~0.3 mass parts antioxidant mix, and are stirred to react under the conditions of 65~75 DEG C, until different in reaction solution
The mass concentration < 0.05% of cyanic acid ion, so that low viscosity UV curable urethane acrylate resin be made.
Specifically, the preparation method of low viscosity UV curable urethane acrylate resin may include following embodiment party
Case:
(1) water content of hydroxy acrylate, isocyanates, catalyst, polymerization inhibitor and antioxidant is below 500ppm.
(2) hydroxy acrylate described in is hydroxy-ethyl acrylate, hydroxypropyl acrylate, trimethylolpropane tris acrylic acid
Ester, ethoxylated trimethylolpropane triacrylate, double pentaerythritol C5 methacrylate, in pentaerythritol triacrylate
It is at least one.
(3) isocyanates is that isoflurane chalcone diisocyanate, hexamethylene diisocyanate, diphenyl methane two are different
Cyanate, toluene di-isocyanate(TDI), hexamethylene diisocyanate trimer, in 4,4'- dicyclohexyl methyl hydride diisocyanate
At least one.
(4) catalyst is double dimethylaminoethyl ethers, pentamethyl-diethylenetriamine, dimethyl cyclohexyl amine, two laurels
Sour dibutyl tin, organo-bismuth, triazines catalyst for trimerization, solid amine, N-ethylmorpholine, N-methylmorpholine, N, N'- diethyl piperazine
At least one of.
(5) polymerization inhibitor is at least one of p-hydroxyanisole, hydroquinone, 2,5- dimethyl hydroquinones.
(6) antioxidant is at least one of phenthazine, 2,6 di tert butyl 4 methyl phenol.
Further, the preparation method of low viscosity UV curable urethane acrylate resin provided by the present invention is with spy
Hydroxy acrylate, isocyanates, catalyst, polymerization inhibitor and the antioxidant of certainty ratio are primary raw material, pass through a simple step
Method is reacted, and is controlled the reaction temperature in reaction process, and the matter of the isocyanide acid ion of detection product is then passed through
Concentration is measured to determine reaction time and the reaction end of reaction, so that it is solid finally to have prepared 100% solid-content and low-viscosity UV light
Change polyurethane acrylate resin.The present invention is to control resin according to reaction temperature and the mass concentration of product isocyanide acid ion
The production technology of synthesis, the low viscosity UV curable urethane acrylate resin of synthesis have 100% solid content and lower
Viscosity, and also there is good adhesive force and solvent resistance after film forming, while also there is excellent toughness and color inhibition
Performance, can be widely applied to 3D printing, inkjet printing, lithographic plate and silk-screen printing binder, metal finishing ink and coating, from
The numerous areas such as type paper surface coating, paper-plastic composite adhesive.
To sum up, the embodiment of the present invention not only has 100% solid content and lesser viscosity, but also has after film forming
Good adhesive force and solvent resistance and excellent flexibility and anti-yellowing property, while preparation process is simple, easily in high volume
Production, can be widely applied to 3D printing, inkjet printing, lithographic plate and silk-screen printing binder, metal finishing ink and coating, from
The numerous areas such as type paper surface coating, paper-plastic composite adhesive.
In order to more clearly from show technical solution provided by the present invention and generated technical effect, below with tool
The low viscosity UV curable urethane acrylate resin and preparation method thereof in the present invention is described in detail in body embodiment.
Embodiment 1
A kind of low viscosity UV curable urethane acrylate resin, preparation method may include: by 90 mass parts second
Oxygroup trimethylolpropane trimethacrylate, 9.6 mass parts isoflurane chalcone diisocyanates, 0.15 mass parts organo-bismuth,
0.05 mass parts p-hydroxyanisole, 0.2 mass parts phenthazine mix, and are stirred to react under the conditions of 65 DEG C, until
The mass concentration < 0.05% of isocyanide acid ion, recording reacting time 5h in reaction solution, so that low viscosity UV photocuring be made
Polyurethane acrylate resin.
Embodiment 2
A kind of low viscosity UV curable urethane acrylate resin, preparation method may include: by 93 mass parts third
Olefin(e) acid hydroxypropyl acrylate, 6.6 mass parts 4,4'- dicyclohexyl methyl hydride diisocyanates, 0.13 mass parts pentamethyl-diethylenetriamine,
0.07 mass parts hydroquinone, 0.2 mass parts phenthazine mix, and are stirred to react under the conditions of 70 DEG C, until reaction
The mass concentration < 0.05% of isocyanide acid ion, recording reacting time 4h in liquid, so that low viscosity UV light-solidifying poly ammonia be made
Ester acrylate.
Embodiment 3
A kind of low viscosity UV curable urethane acrylate resin, preparation method may include: that 90 mass parts are double
Five acrylate of pentaerythrite, 9.6 mass parts hexamethylene diisocyanate trimers, 0.1 mass parts di lauric dibutyl
Tin, 0.1 mass parts hydroquinone, 0.2 mass parts 2,6- di-tert-butyl-4-methy phenol mix, and in 75 DEG C of conditions
Under be stirred to react, until reaction solution in isocyanide acid ion mass concentration < 0.05%, recording reacting time 4.5h, to make
Obtain low viscosity UV curable urethane acrylate resin.
Embodiment 4
A kind of low viscosity UV curable urethane acrylate resin, preparation method may include: by 90 mass parts three
Hydroxymethyl-propane triacrylate, 9.7 mass parts methyl diphenylene diisocyanates, 0.1 mass parts triazines catalyst for trimerization,
0.1 mass parts hydroquinone, 0.1 mass parts phenthazine mix, and are stirred to react under the conditions of 73 DEG C, until reaction solution
The mass concentration < 0.05% of middle isocyanide acid ion, recording reacting time 6h, so that low viscosity UV light-cured polyurethane be made
Acrylate.
Viscosity and performance detection
To the low viscosity UV curable urethane acrylate resin in the embodiment of the present invention 1~4 and in the prior art
UV curable urethane acrylate resin carry out the detection of following viscosity, color inhibition and toughness:
(1) toughness: the low viscosity UV photocuring in the embodiment of the present invention 1~4 is tested respectively using the method for cylinder curvature
The toughness of polyurethane acrylate resin and UV curable urethane acrylate resin in the prior art；By UV photocuring
The coating that polyurethane acrylate resin is prepared into is coated on PC plate (polycarbonate plate), and tests the number of bends in PC plate
According to data are smaller, illustrate that toughness is better.
(2) anti-yellowing property: respectively by the low viscosity UV curable urethane acrylate in the embodiment of the present invention 1~4
The coating that resin and UV curable urethane acrylate resin in the prior art are prepared into is coated in PC plate (polycarbonate
Plate) on, with xanthochromia value of the xanthochromia instrument test UV curable urethane acrylate resin in PC plate, data are smaller, illustrate resistance to
Xanthochromia performance is better.
(3) viscosity test: respectively by the low viscosity UV curable urethane acrylate tree in the embodiment of the present invention 1~4
Rouge and UV curable urethane acrylate resin in the prior art use rotary viscosity at 25 DEG C of NDJ-7 test.
Testing result is as shown in table 1 below:
Table 1
| Toughness | Anti-yellowing property/Δ b | Viscosity/mpa.s | |
| Prior art products | 5mm | 0.7 | 20000 |
| Embodiment 1 | 1mm | 0 | 500 |
| Embodiment 2 | 1mm | 0 | 450 |
| Embodiment 3 | 1mm | 0 | 850 |
| Embodiment 4 | 1mm | 0 | 550 |
As above-mentioned table 1 it can be seen that low viscosity UV light-cured polyurethane acrylic acid obtained by the embodiment of the present invention 1~4
Ester resin has excellent toughness and anti-yellowing property, and has lesser viscosity, and it is solid to be much better than UV light in the prior art
Change polyurethane acrylate resin.
To sum up, the embodiment of the present invention not only has 100% solid content and lesser viscosity, but also has after film forming
Good adhesive force and solvent resistance and excellent flexibility and anti-yellowing property, while preparation process is simple, easily in high volume
Production, can be widely applied to 3D printing, inkjet printing, lithographic plate and silk-screen printing binder, metal finishing ink and coating, from
The numerous areas such as type paper surface coating, paper-plastic composite adhesive.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Within the technical scope of the present disclosure, any changes or substitutions that can be easily thought of by anyone skilled in the art,
It should be covered by the protection scope of the present invention.Therefore, protection scope of the present invention should be with the protection model of claims
Subject to enclosing.
Claims (8)
1. a kind of preparation method of low viscosity UV curable urethane acrylate resin characterized by comprising
By 90~95 mass parts hydroxy acrylates, 3~10 mass parts isocyanates, 0.1~0.3 mass parts of catalyst, 0.05
~0.15 mass parts polymerization inhibitor and 0.1~0.3 mass parts antioxidant mix, and stir anti-under the conditions of 65~75 DEG C
It answers, up to the mass concentration < 0.05% of isocyanide acid ion in reaction solution, so that low viscosity UV light-cured polyurethane propylene be made
Acid ester resin.
2. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1, feature exist
500ppm is below in the water content of, hydroxy acrylate, isocyanates, catalyst, polymerization inhibitor and antioxidant.
3. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1 or 2, feature
It is, the hydroxy acrylate is hydroxy-ethyl acrylate, hydroxypropyl acrylate, trimethylolpropane trimethacrylate, second
Oxygroup trimethylolpropane trimethacrylate, double pentaerythritol C5 methacrylate, in pentaerythritol triacrylate at least
It is a kind of.
4. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1 or 2, feature
It is, the isocyanates is isoflurane chalcone diisocyanate, hexamethylene diisocyanate, diphenylmethane diisocyanate
Ester, toluene di-isocyanate(TDI), hexamethylene diisocyanate trimer, in 4,4'- dicyclohexyl methyl hydride diisocyanate extremely
Few one kind.
5. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1 or 2, feature
It is, the catalyst is double dimethylaminoethyl ethers, pentamethyl-diethylenetriamine, dimethyl cyclohexyl amine, two fourth of tin dilaurate
Ji Xi, organo-bismuth, triazines catalyst for trimerization, solid amine, N-ethylmorpholine, N-methylmorpholine, N, in N'- diethyl piperazine extremely
Few one kind.
6. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1 or 2, feature
It is, the polymerization inhibitor is at least one of p-hydroxyanisole, hydroquinone, 2,5- dimethyl hydroquinones.
7. the preparation method of low viscosity UV curable urethane acrylate resin according to claim 1 or 2, feature
It is, the antioxidant is at least one of phenthazine, 2,6- di-tert-butyl-4-methy phenol.
8. a kind of low viscosity UV curable urethane acrylate resin, which is characterized in that using in the claims 1 to 7
The preparation method of described in any item low viscosity UV curable urethane acrylate resins is prepared.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910655199.4A CN110294833A (en) | 2019-07-19 | 2019-07-19 | A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910655199.4A CN110294833A (en) | 2019-07-19 | 2019-07-19 | A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110294833A true CN110294833A (en) | 2019-10-01 |
Family
ID=68031523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910655199.4A Pending CN110294833A (en) | 2019-07-19 | 2019-07-19 | A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110294833A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111333811A (en) * | 2020-04-22 | 2020-06-26 | 江苏睿浦树脂科技有限公司 | UV-cured high-wear-resistance high-toughness polyurethane acrylate resin and preparation method thereof |
| CN112266375A (en) * | 2020-11-09 | 2021-01-26 | 广东石油化工学院 | Xylitol-containing radiation-curable urethane (meth) acrylate compound and preparation method thereof |
| CN114044879A (en) * | 2021-11-18 | 2022-02-15 | 广东蓝柯路新材料有限公司 | UV ink-jet resin and preparation method and application thereof |
| CN114058208A (en) * | 2021-11-30 | 2022-02-18 | 瑞通高分子科技(浙江)有限公司 | UV (ultraviolet) silk-screen printing ink for baking varnish surface and preparation method thereof |
| CN114539482A (en) * | 2022-03-01 | 2022-05-27 | 烟台沃泰特新材料科技有限责任公司 | High-adhesion high-hardness photocuring resin and preparation process and preparation device thereof |
| CN114874743A (en) * | 2022-07-11 | 2022-08-09 | 山东一诺威聚氨酯股份有限公司 | High-adhesion UV (ultraviolet) photocuring polyurethane adhesive and preparation method thereof |
| CN114933845A (en) * | 2022-05-07 | 2022-08-23 | 浙江鑫柔科技有限公司 | Thermosetting weather-proof protective coating material and preparation method and application thereof |
| CN115584008A (en) * | 2022-10-11 | 2023-01-10 | 广东恒之光环保新材料有限公司 | High-temperature-resistant, high-flexibility and high-hardness polyurethane acrylate and preparation method thereof |
| CN115820107A (en) * | 2022-12-19 | 2023-03-21 | 江苏睿浦树脂科技有限公司 | UV (ultraviolet) photocuring powder coating resin and preparation method thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3664861A (en) * | 1968-03-01 | 1972-05-23 | Kansai Paint Co Ltd | Coating process |
| US4246391A (en) * | 1979-06-26 | 1981-01-20 | Union Carbide Corporation | Procedure for production of lower viscosity radiation-curable acrylated urethanes |
| JPH06128525A (en) * | 1992-10-14 | 1994-05-10 | Dainippon Ink & Chem Inc | Ultraviolet-curing resin composition for primary coat of optical fiber |
| US20040048977A1 (en) * | 2001-03-29 | 2004-03-11 | Guido Wilke | Powder slurries which can be hardened thermally and by means of actinic radiation, a method for the production thereof and the use of the same |
| CN1829781A (en) * | 2003-07-29 | 2006-09-06 | 科聚亚公司 | Radiation-curable polyurethane |
| CN103031105A (en) * | 2012-12-26 | 2013-04-10 | 深圳市锦联科技有限公司 | Ultraviolet curing liquid optical clear adhesive and preparation method thereof |
| CN103740265A (en) * | 2013-12-31 | 2014-04-23 | 佛山佛塑科技集团股份有限公司 | Ultraviolet curable coating for hardening treatment of plastic surfaces and preparation method of ultraviolet curable coating |
| CN106866929A (en) * | 2017-02-24 | 2017-06-20 | 中国林业科学研究院林产化学工业研究所 | A kind of polyfunctionality castor oil-base light-cured resin and its preparation method and application |
-
2019
- 2019-07-19 CN CN201910655199.4A patent/CN110294833A/en active Pending
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3664861A (en) * | 1968-03-01 | 1972-05-23 | Kansai Paint Co Ltd | Coating process |
| US4246391A (en) * | 1979-06-26 | 1981-01-20 | Union Carbide Corporation | Procedure for production of lower viscosity radiation-curable acrylated urethanes |
| JPH06128525A (en) * | 1992-10-14 | 1994-05-10 | Dainippon Ink & Chem Inc | Ultraviolet-curing resin composition for primary coat of optical fiber |
| US20040048977A1 (en) * | 2001-03-29 | 2004-03-11 | Guido Wilke | Powder slurries which can be hardened thermally and by means of actinic radiation, a method for the production thereof and the use of the same |
| CN1829781A (en) * | 2003-07-29 | 2006-09-06 | 科聚亚公司 | Radiation-curable polyurethane |
| CN103031105A (en) * | 2012-12-26 | 2013-04-10 | 深圳市锦联科技有限公司 | Ultraviolet curing liquid optical clear adhesive and preparation method thereof |
| CN103740265A (en) * | 2013-12-31 | 2014-04-23 | 佛山佛塑科技集团股份有限公司 | Ultraviolet curable coating for hardening treatment of plastic surfaces and preparation method of ultraviolet curable coating |
| CN106866929A (en) * | 2017-02-24 | 2017-06-20 | 中国林业科学研究院林产化学工业研究所 | A kind of polyfunctionality castor oil-base light-cured resin and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| 陈伟林等: "聚氨酯丙烯酸酯齐聚物的合成及其反应动力学 ", 《化学反应工程与工艺》 * |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111333811A (en) * | 2020-04-22 | 2020-06-26 | 江苏睿浦树脂科技有限公司 | UV-cured high-wear-resistance high-toughness polyurethane acrylate resin and preparation method thereof |
| CN112266375A (en) * | 2020-11-09 | 2021-01-26 | 广东石油化工学院 | Xylitol-containing radiation-curable urethane (meth) acrylate compound and preparation method thereof |
| CN114044879A (en) * | 2021-11-18 | 2022-02-15 | 广东蓝柯路新材料有限公司 | UV ink-jet resin and preparation method and application thereof |
| CN114058208A (en) * | 2021-11-30 | 2022-02-18 | 瑞通高分子科技(浙江)有限公司 | UV (ultraviolet) silk-screen printing ink for baking varnish surface and preparation method thereof |
| CN114058208B (en) * | 2021-11-30 | 2023-03-14 | 瑞通高分子科技(浙江)有限公司 | UV (ultraviolet) silk-screen printing ink for baking varnish surface and preparation method thereof |
| CN114539482A (en) * | 2022-03-01 | 2022-05-27 | 烟台沃泰特新材料科技有限责任公司 | High-adhesion high-hardness photocuring resin and preparation process and preparation device thereof |
| CN114933845A (en) * | 2022-05-07 | 2022-08-23 | 浙江鑫柔科技有限公司 | Thermosetting weather-proof protective coating material and preparation method and application thereof |
| CN114874743A (en) * | 2022-07-11 | 2022-08-09 | 山东一诺威聚氨酯股份有限公司 | High-adhesion UV (ultraviolet) photocuring polyurethane adhesive and preparation method thereof |
| CN114874743B (en) * | 2022-07-11 | 2022-09-09 | 山东一诺威聚氨酯股份有限公司 | High-adhesion UV (ultraviolet) photocuring polyurethane adhesive and preparation method thereof |
| CN115584008A (en) * | 2022-10-11 | 2023-01-10 | 广东恒之光环保新材料有限公司 | High-temperature-resistant, high-flexibility and high-hardness polyurethane acrylate and preparation method thereof |
| CN115820107A (en) * | 2022-12-19 | 2023-03-21 | 江苏睿浦树脂科技有限公司 | UV (ultraviolet) photocuring powder coating resin and preparation method thereof |
| CN115820107B (en) * | 2022-12-19 | 2023-12-12 | 江苏睿浦树脂科技有限公司 | UV (ultraviolet) photo-curing powder coating resin and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110294833A (en) | A kind of low viscosity UV curable urethane acrylate resin and preparation method thereof | |
| TWI257932B (en) | Urethane (meth)acrylate oligomer, process for its production and photocurable composition | |
| CN102190789B (en) | Preparation method of polyurethane acrylate resin | |
| CN101910336B (en) | Direct-to-metal radiation curable compositions | |
| CN110092885A (en) | A kind of UV curable urethane acrylate resin and preparation method thereof | |
| CN107254251A (en) | A kind of aqueous UV urethane acrylate dispersoids with self-initiating function and preparation method thereof | |
| CN103833956A (en) | High molecular weight urethane acrylate resin and preparation method thereof | |
| CN110204686A (en) | Si modification resistant UV curable urethane acrylate resin and preparation method thereof | |
| CN105859584B (en) | One kind being based on the 3 degree of functionality urethane acrylates and its preparation method and application of trihydroxy methyl second (third) alkane | |
| AU2008295553B2 (en) | Amine functional adducts and curable compositions comprising same | |
| CN111925504B (en) | Castor oil-based polyurethane acrylic resin and methyl oil glue prepared from resin | |
| CN107915829A (en) | It is a kind of can the ultraviolet light of self-initiating cure oligomer and preparation method thereof | |
| CN107129788B (en) | UV (ultraviolet) curing pressure-sensitive adhesive | |
| CN115286954B (en) | Sagging control agent and coating composition containing same | |
| CN104693994A (en) | Ultraviolet photocuring coating containing inorganic pigment and filler and preparation method thereof | |
| CN105801791B (en) | A kind of castor oil-base UV cured polyurethane acrylates and its preparation method and application | |
| DE10126647A1 (en) | Rheology modifier for use in coating materials, adhesives and sealants, e.g. clearcoat compositions, contains a urea derivative obtained by reacting polyisocyanate with polyamine and monoamine and-or water | |
| US4104144A (en) | Radiation-curable coating compositions and inks | |
| CN111484595B (en) | Low-viscosity polyurethane acrylate and preparation method and application thereof | |
| US4581407A (en) | Strong and elastic polyurethane polyurea polycrylates and electron beam-cured coatings containing the same | |
| CN105859585A (en) | Tri-functionality urethane acrylate based on glycerin and preparation method and application of tri-functionality urethane acrylate | |
| CN115746690A (en) | Water-based UV glass transparent gloss oil | |
| CN112266375B (en) | Xylitol-containing radiation-curable urethane (meth) acrylate compound and preparation method thereof | |
| JP3819254B2 (en) | Curing agent for thermosetting coating and coating composition | |
| CN105884655B (en) | A kind of 4 degree of functionality urethane acrylates based on double trimethylolpropane and its preparation method and application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20191001 |
|
| RJ01 | Rejection of invention patent application after publication |