CN112625227B - Curing agent modified waterborne alkyd resin and modified intermediate - Google Patents
Curing agent modified waterborne alkyd resin and modified intermediate Download PDFInfo
- Publication number
- CN112625227B CN112625227B CN202011422184.2A CN202011422184A CN112625227B CN 112625227 B CN112625227 B CN 112625227B CN 202011422184 A CN202011422184 A CN 202011422184A CN 112625227 B CN112625227 B CN 112625227B
- Authority
- CN
- China
- Prior art keywords
- parts
- curing agent
- acid
- modified
- alkyd resin
- 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.)
- Active
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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a modified intermediate of alkyd resin, which is a monofunctional isocyanate curing agent and/or a difunctional isocyanate curing agent. The curing agent modified waterborne alkyd resin takes a monofunctional isocyanate curing agent and/or a difunctional isocyanate curing agent as a modified intermediate curing agent, and comprises 100 parts of alkyd resin prepolymer, 80-120 parts of modified intermediate and 3-4 parts of neutralizer; wherein, every 100 parts of alkyd resin prepolymer comprises 9-12 parts of vegetable oleic acid, 0.5-2 parts of benzoic acid, 21-29 parts of dibasic acid, 16-24 parts of polyalcohol, 5-7 parts of water-based monomer and the balance of dimethylbenzene; every 100 parts of modified intermediate comprises 66-75 parts of finished product curing agent, 8-12 parts of unit alcohols and the balance of organic solvent. The curing agent is used for modifying the water-based alkyd resin and the modified intermediate, so that the drying speed and the hardness of the water-based alkyd resin can be improved.
Description
Technical Field
The invention relates to a curing agent modified waterborne alkyd resin and a modified intermediate, belonging to the technical field of modified alkyd resins.
Background
Alkyd resins are widely used in the coating industry for their economical, easy to construct and air crosslinking properties and versatility. Traditional solvent-borne alkyd resins contain large amounts of organic solvents, which can cause air pollution and a significant waste of resources and energy. Therefore, the water-based alkyd resin is a development direction of alkyd resin and meets the environmental protection requirement. However, aqueous alkyd resins have many disadvantages compared with conventional solvent-borne resins, such as slow drying speed, low hardness, poor water and solvent resistance, and the like.
Therefore, the modification of the water-based alkyd resin is beneficial to the further development of the water-based alkyd resin, and the social development requirement is practically met. The conventional modified waterborne alkyd resin comprises epoxy resin, acrylic acid, organic silicon, polyurethane, isocyanate and the like, such as the modified waterborne alkyd resin of acrylic acid curing agent, the modified waterborne alkyd resin of TDI curing agent, the modified waterborne alkyd resin of epoxy resin curing agent, the modified waterborne alkyd resin of organic silicon curing agent, the modified waterborne alkyd resin of polyurethane-organic silicon curing agent, and the modified waterborne alkyd resin of polyurethane-organic silicon curing agent are adopted in the present application, namely, the modified waterborne alkyd resin of TDI curing agent, the modified waterborne alkyd resin of 201811346318.X, the modified waterborne alkyd resin of organic silicon curing agent, the modified waterborne alkyd resin of polyurethane-organic silicon curing agent, and the modified waterborne alkyd resin of 201510581851.4. However, the modification by the above method can improve part of the properties of the aqueous alkyd resin, but there is still a large room for improvement in hardness and dry speed.
Isocyanate curing agents are hardeners for two-component polyurethanes made from isocyanates (TDI, MDI, HDI, etc.), including adducts, trimers, prepolymers, biurets, uretdiones, blocked polyisocyanates, etc., all of which have 3 NCO groups; in the reaction, NCO groups in the curing agent are crosslinked with OH groups in the resin to form network macromolecules for curing, so that the curing agent cannot be used for modifying the alkyd resin in the thinking of a person skilled in the art.
Disclosure of Invention
The invention aims at: aiming at the problems, the invention provides a curing agent modified water-based alkyd resin and a modified intermediate, which can greatly improve the hardness and drying speed of the water-based alkyd resin.
The technical scheme adopted by the invention is as follows:
a modified intermediate of alkyd resin, wherein the modified intermediate is a monofunctional isocyanate curing agent and/or a difunctional isocyanate curing agent.
The common isocyanate curing agent contains 3 NCO functional groups, and can be crosslinked and reacted with alkyd resin to produce netlike macromolecules for curing, so that the curing agent is an alkyd resin curing agent, and can not be used for modifying the alkyd resin in the aspect of inertia of a person skilled in the art.
In the present invention, the inventors have found through experimentation that it is possible to modify alkyd resins by reducing the number of NCO functions of the isocyanate curing agent to 1 and/or 2. The alkyd resin modified by the mono-functional isocyanate curing agent and/or the modified intermediate of the difunctional isocyanate curing agent has the characteristics of high drying speed, high hardness and the like.
Preferably, the isocyanate curing agent comprises a trimer curing agent and/or an adduct curing agent.
Preferably, the isocyanate curing agent comprises a TDI curing agent and/or an HDI curing agent.
Preferably, the isocyanate curing agent includes a monofunctional curing agent and a difunctional curing agent.
Preferably, the modified intermediate is prepared by reacting a common isocyanate curing agent with a monohydric alcohol.
Preferably, the monohydric alcohol is a monohydric alcohol or an alcohol ether solvent.
Preferably, the monohydric alcohol is an alcohol ether solvent, and the alcohol ether solvent includes ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol butyl ether, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol propyl ether, and propylene glycol butyl ether.
Preferably, the monohydric alcohol is ethylene glycol methyl ether.
In the scheme, the-OH of the unit alcohol reacts with the-NCO in the isocyanate curing agent, so that the number of NCO groups in the curing agent is eliminated, and the monofunctional isocyanate curing agent and/or the difunctional isocyanate curing agent are obtained.
A waterborne alkyd resin modified by a curing agent, which is modified by taking a monofunctional isocyanate curing agent and/or a difunctional isocyanate curing agent as a modified intermediate curing agent.
In the present invention, when the mono-functional isocyanate curing agent and/or the di-functional isocyanate curing agent modifies the aqueous alkyd resin, the NCO groups in the curing agent react with OH groups in the aqueous alkyd resin to form urethane bonds, linking the curing agent molecule to the aqueous alkyd resin, and since there are only 1 and/or 2 NCO groups, they will not crosslink and will not cure. The waterborne alkyd resin modified by the curing agent has the characteristics of quick drying, high hardness and the like.
Compared with the modified aqueous alkyd resin using the TDI curing agent, the modified aqueous alkyd resin using the isocyanate curing agent has the advantages that free TDI does not remain in the resin, and therefore the storage stability is high.
Preferably, the modified water-based resin is prepared by reacting an alkyd resin prepolymer with a modified intermediate and then carrying out neutralization reaction.
Preferably, the curing agent modified waterborne alkyd resin comprises 100 parts of alkyd resin prepolymer, 80-120 parts of modified intermediate and 3-4 parts of neutralizer in parts by weight;
wherein, every 100 parts of alkyd resin prepolymer comprises 9-12 parts of vegetable oleic acid, 0.5-2 parts of benzoic acid, 21-29 parts of dibasic acid, 16-24 parts of polyalcohol, 5-7 parts of water-based monomer and the balance of dimethylbenzene;
every 100 parts of modified intermediate comprises 66-75 parts of finished product curing agent, 8-12 parts of unit alcohols and the balance of organic solvent.
Preferably, the organic solvent is one or more of ethyl acetate, butyl acetate and PMA, and the ethyl acetate, butyl acetate and PMA are all good solvents of the curing agent.
Preferably, the isocyanate curing agent comprises a trimer curing agent and/or an adduct curing agent.
In the scheme, the dry speed, hardness scratch resistance and fullness of the water-based alkyd resin can be improved by adding the trimer curing agent and the adduct curing agent.
Preferably, the isocyanate curing agent comprises a TDI curing agent and/or an HDI curing agent.
In the scheme, the TDI curing agent can increase resin fullness, and the HDI can increase yellowing resistance of the resin.
Preferably, the isocyanate curing agent includes a monofunctional curing agent and a difunctional curing agent.
Preferably, the organic solvent is ethyl acetate and/or butyl acetate and/or PMA.
Preferably, the vegetable oil acid is one or more of soybean oil acid, tall oil acid, linoleic acid, eleostearic acid, coconut oil acid and ricinoleic acid.
Preferably, the dibasic acid is one or more of phthalic anhydride, maleic anhydride, isophthalic acid, terephthalic acid, adipic acid and azelaic acid.
Preferably, the polyol is one or more of glycerol, pentaerythritol and trimethylolpropane.
Preferably, the aqueous monomer is one of trimellitic anhydride, sodium isophthalic acid-5-sulfonate, dimethylolpropionic acid, maleic anhydride and acrylic acid.
Preferably, the neutralizing agent is triethylamine or dimethylethanolamine.
Preferably, the curing agent modified waterborne alkyd resin comprises 100 parts of alkyd resin prepolymer, 80-120 parts of curing agent and 3-4 parts of neutralizer in parts by weight;
wherein, every 100 parts of alkyd resin prepolymer comprises 9-12 parts of tall oil acid, 0.5-2 parts of benzoic acid, 9-12 parts of adipic acid, 12-17 parts of phthalic anhydride, 9-12 parts of trimethylolpropane, 7-12 parts of pentaerythritol, 5-7 parts of trimellitic anhydride and the balance of dimethylbenzene;
every 100 parts of curing agent comprises 26-30 parts of TDI addition product curing agent, 20-22 parts of TDI trimer curing agent, 20-22 parts of HDI curing agent, 8-12 parts of ethylene glycol methyl ether and the balance of butyl acetate.
The curing agent modified waterborne alkyd resin is prepared according to the following steps:
step a, adding vegetable oleic acid, benzoic acid, dibasic acid and dimethylbenzene into a reaction kettle, heating to 100-140 ℃ to dissolve solid raw materials, cooling to 80-120 ℃, adding polyalcohol, heating to 160-200 ℃ to react for 40-80 minutes, gradually heating to 210-230 ℃ to react for 3-5 hours until the acid value is less than or equal to 10KOH/mg, cooling to 160-200 ℃, adding water-based monomer to react for 40-80 minutes until the mixture is thoroughly clear and transparent, and cooling for later use;
step b, heating the isocyanate curing agent and the organic solvent to 40-50 ℃ according to parts by weight, slowly dripping the unit alcohols into the curing agent under the stirring condition, heating to 55-65 ℃ for complete reaction, and cooling to normal temperature;
step c, reacting the alkyd resin prepolymer with a monofunctional curing agent and/or a difunctional curing agent at 60-70 ℃ until the viscosity is not changed;
and d, adding a neutralizer for salinization reaction.
According to the curing agent modified waterborne alkyd resin, the mono-functional isocyanate curing agent and/or the difunctional isocyanate curing agent is used for modifying the waterborne alkyd resin, the urethane bonds are linked to the resin, the molecular weight of the resin is increased, the drying speed, the hardness and the fullness of the resin can be improved, and the modified resin has good storability because the finished isocyanate curing agent almost contains no free TDI.
In summary, due to the adoption of the technical scheme, the beneficial effects of the invention are as follows: quick drying, high hardness, good fullness and high storage stability.
Detailed Description
All of the features disclosed in this specification, or all of the steps in a method or process disclosed, may be combined in any combination, except for mutually exclusive features and/or steps.
Any feature disclosed in this specification may be replaced by alternative features serving the same or equivalent purpose, unless expressly stated otherwise. That is, each feature is one example only of a generic series of equivalent or similar features, unless expressly stated otherwise.
Example 1
The preparation of the curing agent modified waterborne alkyd resin comprises the following steps:
step a, adding 9 parts of soybean oleic acid, 0.5 part of benzoic acid, 9 parts of azelaic acid, 12 parts of maleic anhydride, 16 parts of trimethylolpropane, 5 parts of isophthalic acid-5-sodium sulfonate and 48.5 parts of xylene to prepare alkyd resin prepolymer;
step b, dripping 8-12 parts of ethylene glycol diethyl ether into a mixture of 50 parts of TDI addition product curing agent, 25 parts of HDI curing agent and 17 parts of PMA to react to generate a modified intermediate of the difunctional curing agent;
step c, mixing 100 parts of alkyd resin prepolymer in the step a with 80 parts of curing agent in the step b for reaction;
and d, adding 3 parts of dimethylethanolamine for salification reaction.
And (c) distilling off the organic solvent, and adding distilled water until the solid content is 60%, thereby preparing the curing agent modified waterborne alkyd resin, wherein the step b is a modified intermediate.
Example 2
The preparation of the curing agent modified waterborne alkyd resin comprises the following steps:
adding 12 parts of linoleic acid, 2 parts of benzoic acid, 12 parts of isophthalic acid, 17 parts of adipic acid, 12 parts of glycerol, 12 parts of pentaerythritol, 7 parts of acrylic acid and 26 parts of xylene to prepare an alkyd resin prepolymer;
step b, 8-12 parts of propylene glycol ethyl ether are dripped into a mixture of 36 parts of TDI addition product curing agent, 30 parts of TDI trimer curing agent and 22 parts of ethyl acetate to react to generate a modified intermediate of the monofunctional curing agent;
step c, mixing 100 parts of alkyd resin prepolymer in the step a with 120 parts of curing agent in the step b for reaction;
and d, adding 4 parts of triethylamine for salification reaction.
And (c) distilling off the organic solvent, and adding distilled water until the solid content is 60%, thereby preparing the curing agent modified waterborne alkyd resin, wherein the step b is a modified intermediate.
Example 3
The preparation of the curing agent modified waterborne alkyd resin comprises the following steps:
step a, adding 10 parts of tall oil acid, 1 part of benzoic acid, 10 parts of adipic acid, 15 parts of phthalic anhydride, 10 parts of trimethylolpropane, 10 parts of pentaerythritol, 6 parts of trimellitic anhydride and 38 parts of xylene to prepare alkyd resin prepolymer;
step b, dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 24 parts of TDI addition product curing agent, 23 parts of TDI trimer curing agent, 23 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of a mixture of a monofunctional curing agent and a difunctional curing agent;
step c, mixing 100 parts of alkyd resin prepolymer in the step a with 100 parts of curing agent in the step b for reaction;
and d, adding 4 parts of triethylamine for salification reaction.
And (c) distilling off the organic solvent, and adding distilled water until the solid content is 60%, thereby preparing the curing agent modified waterborne alkyd resin, wherein the step b is a modified intermediate.
Example 4
This embodiment differs from embodiment 3 in that step b: and dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 24 parts of TDI addition product curing agent, 23 parts of TDI trimer curing agent, 23 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the monofunctional curing agent.
Example 5
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 24 parts of TDI addition product curing agent, 23 parts of TDI trimer curing agent, 23 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the difunctional curing agent.
Example 6
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 70 parts of TDI trimer curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the monofunctional curing agent and the difunctional curing agent.
Example 7
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 70 parts of TDI addition product curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the monofunctional curing agent and the difunctional curing agent.
Example 8
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 70 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the mono-functional curing agent and the di-functional curing agent.
Example 9
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 35 parts of TDI addition product curing agent, 35 parts of TDI trimer curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the monofunctional curing agent and the difunctional curing agent.
Example 10
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 35 parts of TDI addition product curing agent, 35 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the monofunctional curing agent and the difunctional curing agent.
Example 11
This embodiment differs from embodiment 3 in that step b: and (2) dripping 8-12 parts of ethylene glycol methyl ether into a mixture of 35 parts of TDI trimer curing agent, 35 parts of HDI curing agent and 20 parts of butyl acetate to react to generate a modified intermediate of the mixture of the monofunctional curing agent and the difunctional curing agent.
Comparative example 1
This comparative example differs from example 3 in that no modification was performed.
Comparative example 2
This comparative example differs from example 3 in that the waterborne alkyd is modified in step c using a conventional curing agent.
Comparative example 3
This comparative example differs from example 3 in that in step c the aqueous alkyd resin was modified with TDI.
The resins of the above examples and comparative examples were tested for properties in which the viscosity was measured using a rotational viscometer, the tack-free time and the tack-free time were measured using the method of GB/T1728, the pencil hardness was measured using the method of GB/T6739, and the yellowing resistance was measured using an ultraviolet lamp accelerated aging test for 2 hours and the color differences of the plaques before and after the test were detected.
The properties were measured as follows:
the above examples are compared with comparative example 1, and the water-based alkyd resin modified by the mono-functional curing agent and the di-functional curing agent can greatly improve the open time and the real time, and can improve the hardness and scratch resistance of the paint film.
Whereas comparative example 2 was modified with a conventional trifunctional curing agent, the failed-modified resin was directly cured.
While comparative example 3 is compared with example 3, it can be seen that the open time and the dry time of example 3 are faster and the hardness is higher; and example 3 contains no free TDI, comparative example 3 contains more free TDI, the heat storage test is carried out by the method of GB/T6753.3, the test result of example 3 is normal, the test result of comparative example 3 is skinned, and the storage property of example 3 is better.
Examples 3 and 6-11 adopt TDI addition product curing agent, TDI trimer curing agent and HDI curing agent to obtain waterborne alkyd resin with different performances through different collocations, and different curing agents can be selected for modification according to requirements.
The invention is not limited to the specific embodiments described above. The invention extends to any novel one, or any novel combination, of the features disclosed in this specification, as well as to any novel one, or any novel combination, of the steps of the method or process disclosed.
Claims (8)
1. A modified intermediate for alkyd resins, characterized by: the modified intermediate is a monofunctional isocyanate curing agent and/or a difunctional isocyanate curing agent, the modified intermediate is prepared by reacting a common isocyanate curing agent with a unit alcohol, each 100 parts of the modified intermediate comprises 66-75 parts of the common isocyanate curing agent, 8-12 parts of the unit alcohol and the balance of an organic solvent, wherein the common isocyanate curing agent is selected from any one or a combination of more of a TDI addition product curing agent, a TDI trimer curing agent and an HDI curing agent, and the unit alcohol is a monohydric alcohol or alcohol ether solvent.
2. A curing agent modified waterborne alkyd resin is characterized in that: a modified waterborne alkyd employing the modified intermediate of claim 1.
3. A curing agent modified waterborne alkyd resin is characterized in that: the curing agent modified waterborne alkyd resin comprises, by weight, 80-120 parts of the modified intermediate in claim 1, 100 parts of alkyd resin prepolymer and 3-4 parts of neutralizer;
wherein, every 100 parts of alkyd resin prepolymer comprises 9-12 parts of vegetable oleic acid, 0.5-2 parts of benzoic acid, 21-29 parts of dibasic acid, 16-24 parts of polyalcohol, 5-7 parts of water-based monomer and the balance of dimethylbenzene.
4. A hardener modified waterborne alkyd according to claim 3, wherein: the vegetable oil acid is one or more of soybean oil acid, tall oil acid, linoleic acid, eleostearic acid, coconut oil acid and ricinoleic acid.
5. A hardener modified waterborne alkyd according to claim 3, wherein: the dibasic acid is one or more of phthalic anhydride, maleic anhydride, isophthalic acid, terephthalic acid, adipic acid and azelaic acid.
6. A hardener modified waterborne alkyd according to claim 3, wherein: the polyalcohol is one or more of glycerol, pentaerythritol and trimethylolpropane.
7. A hardener modified waterborne alkyd according to claim 3, wherein: the aqueous monomer is one of trimellitic anhydride, isophthalic acid-5-sodium sulfonate, dimethylolpropionic acid, maleic anhydride and acrylic acid.
8. A hardener modified waterborne alkyd according to claim 3, wherein: the curing agent modified waterborne alkyd resin comprises, by weight, 100 parts of alkyd resin prepolymer, 80-120 parts of modified intermediate and 3-4 parts of neutralizer;
wherein, every 100 parts of alkyd resin prepolymer comprises 9-12 parts of tall oil acid, 0.5-2 parts of benzoic acid, 9-12 parts of adipic acid, 12-17 parts of phthalic anhydride, 9-12 parts of trimethylolpropane, 7-12 parts of pentaerythritol, 5-7 parts of trimellitic anhydride and the balance of dimethylbenzene;
every 100 parts of modified intermediate comprises 22-25 parts of TDI addition product curing agent, 22-25 parts of TDI trimer curing agent, 22-25 parts of HDI curing agent, 8-12 parts of ethylene glycol methyl ether and the balance of butyl acetate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011422184.2A CN112625227B (en) | 2020-12-08 | 2020-12-08 | Curing agent modified waterborne alkyd resin and modified intermediate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011422184.2A CN112625227B (en) | 2020-12-08 | 2020-12-08 | Curing agent modified waterborne alkyd resin and modified intermediate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN112625227A CN112625227A (en) | 2021-04-09 |
| CN112625227B true CN112625227B (en) | 2023-06-13 |
Family
ID=75308607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011422184.2A Active CN112625227B (en) | 2020-12-08 | 2020-12-08 | Curing agent modified waterborne alkyd resin and modified intermediate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112625227B (en) |
Citations (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56151752A (en) * | 1980-04-28 | 1981-11-24 | Toshiba Chem Corp | Thermosetting resin composition |
| JP2004300291A (en) * | 2003-03-31 | 2004-10-28 | Mitsubishi Heavy Ind Ltd | Prepreg for fiber reinforced plastics and process for producing the same |
| CN1688627A (en) * | 2002-10-04 | 2005-10-26 | 拜尔材料科学股份公司 | Low-viscosity radiation-and thermally-curable polyisocyanates containing oxadiazinetrione groups |
| CN101402716A (en) * | 2008-05-31 | 2009-04-08 | 周建明 | Mixed prepolymer of solidifying agent methyl diphenylene diisocyanate and 1,6-hexamethylene diisocyanate |
| CN101410428A (en) * | 2006-04-04 | 2009-04-15 | 建筑研究和科技有限公司 | Dual component (aqueous) hybrid reactive resin system, method for production and use thereof |
| CN101440149A (en) * | 2007-11-20 | 2009-05-27 | 周建明 | Curing agent 4,2'- and 4,4'-methyl diphenylene diisocyanate prepolymer and preparation thereof |
| CN101775120A (en) * | 2009-01-08 | 2010-07-14 | 周建明 | Curing agent diisocyanate prepolymer and preparation method thereof |
| CN102643416A (en) * | 2012-05-08 | 2012-08-22 | 合众（佛山）化工有限公司 | Isocyanate modified alkyd resin and preparation method thereof |
| CN103059261A (en) * | 2011-10-20 | 2013-04-24 | 襄阳精信汇明化工有限责任公司 | Modified diphenylmethane diisocyanate biuret curing agent and preparation method thereof |
| CN103788340A (en) * | 2014-01-21 | 2014-05-14 | 珠海长先化学科技有限公司 | Method for preparing aqueous alkyd resin |
| CN104892896A (en) * | 2014-03-04 | 2015-09-09 | 立邦工业涂料(上海)有限公司 | Hyperbranched blocked isocyanate, preparation method therefor and application thereof to coating |
| CN107163239A (en) * | 2017-07-03 | 2017-09-15 | 安徽艾珀希德化工科技有限公司 | The water alcohol acid emulsion synthesized using monoisocyanates polyoxyethylene monomethyl ether monomer |
| CN109312044A (en) * | 2016-06-30 | 2019-02-05 | 科思创德国股份有限公司 | Adhesive and its preparation and use based on particular polyurethane urea |
| CN110072901A (en) * | 2016-12-14 | 2019-07-30 | 巴斯夫欧洲公司 | The emulsifiable isocyanates of water having improved properties |
| CN110684454A (en) * | 2018-07-06 | 2020-01-14 | 恒昌涂料（惠阳）有限公司 | Self-catalytic quick-drying modified alkyd resin, preparation method and coating |
| CN111253560A (en) * | 2020-02-23 | 2020-06-09 | 武汉工程大学 | Epoxy ester modified waterborne alkyd resin and preparation method thereof |
-
2020
- 2020-12-08 CN CN202011422184.2A patent/CN112625227B/en active Active
Patent Citations (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56151752A (en) * | 1980-04-28 | 1981-11-24 | Toshiba Chem Corp | Thermosetting resin composition |
| CN1688627A (en) * | 2002-10-04 | 2005-10-26 | 拜尔材料科学股份公司 | Low-viscosity radiation-and thermally-curable polyisocyanates containing oxadiazinetrione groups |
| JP2004300291A (en) * | 2003-03-31 | 2004-10-28 | Mitsubishi Heavy Ind Ltd | Prepreg for fiber reinforced plastics and process for producing the same |
| CN101410428A (en) * | 2006-04-04 | 2009-04-15 | 建筑研究和科技有限公司 | Dual component (aqueous) hybrid reactive resin system, method for production and use thereof |
| CN101440149A (en) * | 2007-11-20 | 2009-05-27 | 周建明 | Curing agent 4,2'- and 4,4'-methyl diphenylene diisocyanate prepolymer and preparation thereof |
| CN101402716A (en) * | 2008-05-31 | 2009-04-08 | 周建明 | Mixed prepolymer of solidifying agent methyl diphenylene diisocyanate and 1,6-hexamethylene diisocyanate |
| CN101775120A (en) * | 2009-01-08 | 2010-07-14 | 周建明 | Curing agent diisocyanate prepolymer and preparation method thereof |
| CN103059261A (en) * | 2011-10-20 | 2013-04-24 | 襄阳精信汇明化工有限责任公司 | Modified diphenylmethane diisocyanate biuret curing agent and preparation method thereof |
| CN102643416A (en) * | 2012-05-08 | 2012-08-22 | 合众（佛山）化工有限公司 | Isocyanate modified alkyd resin and preparation method thereof |
| CN103788340A (en) * | 2014-01-21 | 2014-05-14 | 珠海长先化学科技有限公司 | Method for preparing aqueous alkyd resin |
| CN104892896A (en) * | 2014-03-04 | 2015-09-09 | 立邦工业涂料(上海)有限公司 | Hyperbranched blocked isocyanate, preparation method therefor and application thereof to coating |
| CN109312044A (en) * | 2016-06-30 | 2019-02-05 | 科思创德国股份有限公司 | Adhesive and its preparation and use based on particular polyurethane urea |
| CN110072901A (en) * | 2016-12-14 | 2019-07-30 | 巴斯夫欧洲公司 | The emulsifiable isocyanates of water having improved properties |
| CN107163239A (en) * | 2017-07-03 | 2017-09-15 | 安徽艾珀希德化工科技有限公司 | The water alcohol acid emulsion synthesized using monoisocyanates polyoxyethylene monomethyl ether monomer |
| CN110684454A (en) * | 2018-07-06 | 2020-01-14 | 恒昌涂料（惠阳）有限公司 | Self-catalytic quick-drying modified alkyd resin, preparation method and coating |
| CN111253560A (en) * | 2020-02-23 | 2020-06-09 | 武汉工程大学 | Epoxy ester modified waterborne alkyd resin and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 异氰酸酯基团的保护研究状况;马杨豹等;《中国胶粘剂》;20170730(第07期);第54-58页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112625227A (en) | 2021-04-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN112778886B (en) | Photo-curing two-component polyurea waterproof coating and preparation method thereof | |
| CN112831012B (en) | Water-based self-repairing coating and coating for TPU invisible vehicle coating | |
| CN108129667B (en) | Phosphate/polyurethane modified waterborne alkyd resin and preparation method thereof | |
| CN108329342B (en) | Organic silicon coupling agent and preparation method and application thereof | |
| CN114230766A (en) | Preparation method of stain-resistant polyurethane modified epoxy acrylate | |
| CN114149565B (en) | Preparation method of photo-curable hyperbranched polyurethane-epoxy acrylate | |
| EP0184302B1 (en) | Room temperature-curing coating compositions comprising a condensation polymer having backbone activated unsaturation and a compound carrying three or more primary amino groups | |
| CN111171702A (en) | Dual-curing polyurethane aqueous dispersion and aqueous UV coating | |
| CN112625227B (en) | Curing agent modified waterborne alkyd resin and modified intermediate | |
| CN111892692B (en) | Asparagus polyurea prepolymer, preparation method thereof and water-based paint | |
| CN114181357A (en) | Bio-based solvent-free waterborne polyurethane emulsion and application thereof in preparing printing ink | |
| CN104185647A (en) | Aqueous dispersions of polyurethane resins based on rosin | |
| EP0741158A2 (en) | Aliphatic epoxy/amine adducts bearing a high amount of side chains, process for their preparation and their application | |
| CN112646158B (en) | Modification method and modification intermediate of waterborne alkyd resin and preparation method of modified waterborne alkyd resin | |
| CN110358047A (en) | A kind of environment-friendly type heatproof transfer coatings aqueous polyurethane coating and preparation method thereof | |
| CN114133851B (en) | Organosilicon modified hydroxyl polyacrylate dispersion and preparation method and application thereof | |
| CN114805744A (en) | Waterborne polyurethane modified epoxy resin and preparation method and application thereof | |
| CN111393626B (en) | Secondary amino modified alkyd resin and preparation method and application thereof | |
| US20120238690A1 (en) | Water-borne binders for primer-surfacer coating compositions | |
| CN112266675A (en) | Acrylic acid modified water-based alkyd paint and preparation method thereof | |
| CN111205444A (en) | Modified water-based polyester resin with high dicyclopentadiene content as well as preparation method and application thereof | |
| CN115044013B (en) | Bio-based air-curing type water-based polyurethane urea resin and preparation method thereof | |
| CN114479742B (en) | Bio-based high-crystallinity aqueous polyurethane adhesive for shoes and preparation process thereof | |
| CN117362656A (en) | Polyurethane epoxy comb copolymer emulsion and preparation method and application thereof | |
| CN118374220A (en) | High-adhesion weather-resistant water-based polyurethane coating and preparation method thereof |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |