CN112341899A - Single-component thermosetting waterborne epoxy resin - Google Patents

Single-component thermosetting waterborne epoxy resin Download PDF

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Publication number
CN112341899A
CN112341899A CN202011160962.5A CN202011160962A CN112341899A CN 112341899 A CN112341899 A CN 112341899A CN 202011160962 A CN202011160962 A CN 202011160962A CN 112341899 A CN112341899 A CN 112341899A
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epoxy resin
epoxy
parts
reaction
kettle
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Inventor
雷冠军
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Hengyang Tuochuang Polymer New Material Co Ltd
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Hengyang Tuochuang Polymer New Material Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/62—Alcohols or phenols
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C09D163/04—Epoxynovolacs
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/18—Fireproof paints including high temperature resistant paints
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/20—Diluents or solvents
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/02—Flame or fire retardant/resistant

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Epoxy Resins (AREA)
  • Paints Or Removers (AREA)

Abstract

The invention belongs to the technical field of epoxy resin coatings, and particularly relates to a single-component thermosetting waterborne epoxy resin and a preparation method thereof, wherein the structure of the obtained single-component thermosetting waterborne epoxy resin contains heterocyclic rings, benzene rings and epoxy groups, when in specific preparation, alcohol is put into a reaction kettle, the heating and the dissolution are uniform, then a catalyst is added into the kettle for reaction, a product obtained by the reaction, an emulsifier containing the epoxy groups and the epoxy resin are added into an emulsifying kettle, the heating and the dispersion are uniform, deionized water is dripped into the emulsifying kettle, and the product is obtained under the action of higher shearing force. Good adhesive force and the like.

Description

Single-component thermosetting waterborne epoxy resin
Technical Field
The invention belongs to the technical field of epoxy resin coatings, and particularly relates to a single-component thermosetting water-based epoxy resin.
Background
Currently, single-component epoxy baking varnish and composite fiber impregnating resin are main solvent type products. The single-component epoxy baking varnish and composite fiber impregnating resin are added with a large amount of solvent, so that the VOC emission is very high, and the environment is polluted; fire hazard exists in the transportation and use processes; the products use a large amount of powdery curing agent, and have serious bottom sinking phenomenon of the curing agent, which affects the quality.
Under the era of "oil to water" coatings, functional waterborne resins have also been developed gradually. The present aqueous single-component epoxy baking varnish is made up by using aqueous acrylic epoxy ester basically. The water-based single-component epoxy baking paint uses water-based acrylic epoxy ester, and has the defects of poor salt mist resistance, chemical resistance, poor chemical solvent resistance, large smell and the like of a paint film.
Disclosure of Invention
In order to solve the defects of the prior art, the invention provides the single-component thermosetting water-based epoxy resin and the preparation method thereof, wherein the single-component thermosetting water-based epoxy resin has wide pigment and filler compatibility, is difficult to volatilize, has no solvent release, and is difficult to burn during transportation and processing; the cured product has the characteristics of good chemical resistance, difficult combustion, good impact resistance, good chemical and mechanical properties, good adhesive force and the like.
The purpose of the invention is realized by the following technical scheme:
a single-component thermosetting water-based epoxy resin has a structure with heterocyclic rings, benzene rings and epoxy groups.
A preparation method of a single-component thermosetting water-based epoxy resin comprises the following steps:
(1) putting alcohol into a reaction kettle, heating and dissolving the alcohol uniformly, adding a catalyst into the kettle for reaction, wherein the temperature of catalytic reaction is 30-120 ℃, and the time of catalytic reaction is 1-10 hours;
(2) adding the product obtained in the step (1), an emulsifier containing epoxy groups and epoxy resin into an emulsifying kettle, and heating and dispersing uniformly;
(3) and (4) dropwise adding deionized water into the emulsifying kettle, and obtaining the product under the action of higher shearing force.
Wherein the raw materials are respectively calculated according to the parts by weight: 900-5000 parts of epoxy resin, 50-500 parts of alcohol, 1-5 parts of catalyst, 90-560 parts of emulsifier containing epoxy groups and 1000-6800 parts of deionized water.
Wherein the epoxy resin is any one or a combination of two or more of bisphenol A epoxy, bisphenol F epoxy, phenolic aldehyde epoxy, ortho-hydroxy phenolic aldehyde epoxy and polyether glycidyl ether.
Wherein the alcohol is any one of polyether diol, polyether triol, trimethylolpropane, glycerol and sorbitol.
Wherein the catalyst is any one of boron trifluoride amine complex, boron trifluoride diethyl etherate complex and AEP.
Compared with the prior art, the invention has the following advantages:
the downstream application product can realize no solvation, the viscosity is adjusted to water, and the method is economical;
the product is safe in transportation and use;
the single-component product can be widely applied to industries such as composite material impregnation liquid, metal baking varnish and the like, and has excellent chemical resistance, difficult combustion, good impact resistance and good physical and mechanical properties after thermosetting.
Detailed Description
The present invention will be further described with reference to the following examples for better understanding, but the examples should not be construed to limit the scope of the present invention.
The reagents used in the following examples are all technical grade chemicals.
Example 1: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 134g of trimethylolpropane into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.4g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 100 ℃, and preserving the heat for 3 hours;
(2) after the reaction is finished, adding 1850g of bisphenol A epoxy resin with the epoxy value of 0.51 and 185g of self-made epoxy emulsifier, heating, stirring and dissolving uniformly;
(3) 1920g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of higher shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness of the dispersion is 0.30 mu m, and the epoxy equivalent is 410.
Example 2: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 134g of trimethylolpropane into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.4g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 110 ℃, and preserving the heat for 3 hours;
(2) after the reaction is finished, 2275g of bisphenol A epoxy resin with the epoxy value of 0.44 and 230g of self-made epoxy-terminated emulsifier are added, heated, stirred and dissolved uniformly;
(3) 2340g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of high shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness is 0.32 mu m, and the epoxy equivalent is 495.
Example 3: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 134g of trimethylolpropane into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.4g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 105 ℃ and preserving the temperature for 3 hours;
(2) after the reaction is finished, adding 4800g of bisphenol A epoxy resin with the epoxy value of 0.2 and 560g of self-made epoxy-terminated emulsifier, heating, stirring and dissolving uniformly;
(3) 4872g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of higher shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness of the dispersion is 0.45 mu m, and the epoxy equivalent is 1100.
Example 4: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 440g of polyether T403 into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.5g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 110 ℃ for 3 hours;
(2) after the reaction is finished, 2275g of bisphenol A epoxy resin with the epoxy value of 0.44 and 230g of self-made epoxy-terminated emulsifier are added, heated, stirred and dissolved uniformly;
(3) 2611g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of higher shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness is 0.31 mu m, and the epoxy equivalent is 440.
Example 5: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 440g of polyether T403 into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.5g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 100 ℃ for 3 hours;
(2) after the reaction is finished, adding 1850g of phenolic epoxy resin with the epoxy value of 0.51 and 230g of self-made epoxy-terminated emulsifier, heating, stirring and dissolving uniformly;
(3) 2235g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of higher shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness is 0.36 mu m, and the epoxy equivalent is 460.
Example 6: the following is an embodiment of a method for preparing the one-component thermosetting waterborne epoxy resin, which comprises the following steps:
(1) putting 440g of polyether T403 into a reaction kettle, heating, stirring and dissolving uniformly, putting 1.5g of boron trifluoride diethyl etherate into the reaction kettle, keeping the reaction temperature at 100 ℃ for 3 hours;
(2) after the reaction is finished, adding 4800g of bisphenol A epoxy resin with the epoxy value of 0.2 and 560g of self-made epoxy-terminated emulsifier, heating, stirring and dissolving uniformly;
(3) 5140g of deionized water is added into the reactant obtained in the step (2), and the product is obtained under the action of higher shearing force.
The color of the single-component thermosetting waterborne epoxy resin dispersion prepared by the embodiment is milky white, the fineness is 0.46 mu m, and the epoxy equivalent is 1150.
The following are the performance test results of the one-component thermosetting waterborne epoxy resin prepared in the embodiments of the invention:
Figure RE-GDA0002881813440000041
Figure RE-GDA0002881813440000051

Claims (5)

1. the single-component thermosetting water-based epoxy resin is characterized in that a heterocyclic ring, a benzene ring and an epoxy group exist in the structure.
2. A preparation method of single-component thermosetting waterborne epoxy resin is characterized by comprising the following steps: the method comprises the following steps:
(1) putting alcohol into a reaction kettle, heating and dissolving the alcohol uniformly, adding a catalyst into the kettle for reaction, wherein the temperature of catalytic reaction is 30-120 ℃, and the time of catalytic reaction is 1-10 hours;
(2) adding the product obtained in the step (1), an emulsifier containing epoxy groups and epoxy resin into an emulsifying kettle, and heating and dispersing uniformly;
(3) and (4) dropwise adding deionized water into the emulsifying kettle, and obtaining the product under the action of higher shearing force.
Wherein the raw materials are respectively calculated according to the parts by weight: 900-5000 parts of epoxy resin, 50-500 parts of alcohol, 1-5 parts of catalyst, 90-560 parts of emulsifier containing epoxy groups and 1000-6800 parts of deionized water.
3. The preparation method of claim 2, wherein the epoxy resin is any one or a combination of two or more of bisphenol A epoxy, bisphenol F epoxy, novolac epoxy, ortho hydroxy novolac epoxy, and polyether glycidyl ether.
4. The method of claim 2, wherein: the alcohol is any one of polyether diol, polyether triol, trimethylolpropane, glycerol and sorbitol.
5. The method of claim 2, wherein: the catalyst is any one of boron trifluoride amine complex, boron trifluoride diethyl etherate complex and AEP.
CN202011160962.5A 2020-10-27 2020-10-27 Single-component thermosetting waterborne epoxy resin Pending CN112341899A (en)

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Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1126740A (en) * 1994-03-16 1996-07-17 A·雷蒙公司 Einkomponentige, duroplastisch haertende beschichtungsmasse
WO2007037378A1 (en) * 2005-09-29 2007-04-05 Asahi Kasei Chemicals Corporation High-stability microencapsulated hardener for epoxy resin and epoxy resin composition
CN101260183A (en) * 2008-04-18 2008-09-10 中山大桥化工集团有限公司 Non-ionic self-emulsification solid epoxy resin and preparation method for emulsion thereof
CN104292420A (en) * 2013-07-17 2015-01-21 气体产品与化学公司 Amines and polymeric phenols and usage thereof as curing agents in one component epoxy resin compositions
CN105705585A (en) * 2013-04-22 2016-06-22 埃瑟克斯化学有限责任公司 Additives to resin compositions for improved impact strength and flexibility
CN105754073A (en) * 2016-03-03 2016-07-13 哈尔滨理工大学 Method for preparing and curing water-borne epoxy resin
CN108546008A (en) * 2018-04-26 2018-09-18 山西省交通科学研究院 A kind of epoxy resin/cement mortar composite concrete material and preparation method thereof
US10160836B2 (en) * 2014-10-31 2018-12-25 Nipsea Technologies Pte Ltd Water dispersible hyperbranched polymer composition
CN110054960A (en) * 2019-03-29 2019-07-26 广东彤德新材料有限公司 Aqueous epoxy resins dispersion and its preparation method and application

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1126740A (en) * 1994-03-16 1996-07-17 A·雷蒙公司 Einkomponentige, duroplastisch haertende beschichtungsmasse
WO2007037378A1 (en) * 2005-09-29 2007-04-05 Asahi Kasei Chemicals Corporation High-stability microencapsulated hardener for epoxy resin and epoxy resin composition
CN101260183A (en) * 2008-04-18 2008-09-10 中山大桥化工集团有限公司 Non-ionic self-emulsification solid epoxy resin and preparation method for emulsion thereof
CN105705585A (en) * 2013-04-22 2016-06-22 埃瑟克斯化学有限责任公司 Additives to resin compositions for improved impact strength and flexibility
CN104292420A (en) * 2013-07-17 2015-01-21 气体产品与化学公司 Amines and polymeric phenols and usage thereof as curing agents in one component epoxy resin compositions
US10160836B2 (en) * 2014-10-31 2018-12-25 Nipsea Technologies Pte Ltd Water dispersible hyperbranched polymer composition
CN105754073A (en) * 2016-03-03 2016-07-13 哈尔滨理工大学 Method for preparing and curing water-borne epoxy resin
CN108546008A (en) * 2018-04-26 2018-09-18 山西省交通科学研究院 A kind of epoxy resin/cement mortar composite concrete material and preparation method thereof
CN110054960A (en) * 2019-03-29 2019-07-26 广东彤德新材料有限公司 Aqueous epoxy resins dispersion and its preparation method and application

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* Cited by examiner, † Cited by third party
Title
李桂林: "第二章 环氧树脂的固化(三)", 《涂料工业》 *

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Application publication date: 20210209