WO2006104111A1 - Composition de résine à base d'eau modifiée - Google Patents
Composition de résine à base d'eau modifiée Download PDFInfo
- Publication number
- WO2006104111A1 WO2006104111A1 PCT/JP2006/306187 JP2006306187W WO2006104111A1 WO 2006104111 A1 WO2006104111 A1 WO 2006104111A1 JP 2006306187 W JP2006306187 W JP 2006306187W WO 2006104111 A1 WO2006104111 A1 WO 2006104111A1
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- WIPO (PCT)
- Prior art keywords
- component
- resin composition
- aqueous
- water
- polyurethane resin
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Classifications
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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
- C08G18/08—Processes
- C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
- C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
- C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
- C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
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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
- 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
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
Definitions
- the present invention relates to an aqueous resin composition, and more specifically, a modified aqueous resin composition that has been modified with a specific additive compound, the pot life of the composition is extended, and the aqueous medium dispersibility is improved.
- the present invention relates to a polyurethane resin composition, a method for producing the same, and use of the composition as a coating agent for paints and the like.
- polyurethane resin compositions are widely used and used as coating agents for paints and the like mainly in many fields mainly for building materials and vehicles.
- organic solvent-based coatings especially volatile organic solvent-based coating agents, and make organic solvents water-based or change to aqueous media.
- a shift to a coating agent of an aqueous polyurethane resin composition using an aqueous dispersion medium has been requested and is universally performed.
- not only the polyurethane resin composition but also other resin compositions such as an acrylic resin cured with polyisocyanate have the same problem, and a shift to an aqueous resin composition has been performed.
- a water-based (aqueous) resin composition as a basic problem, the dispersibility or solubility of the resin base in an aqueous medium is improved, and the reactivity with water in an isocyanate group that is highly reactive with water is increased. It is essential to suppress it.
- the aqueous polyurethane resin composition has previously proposed a composition in which an isocyanate group is blocked with a polyoxyalkylene glycol or the like in order to increase moisture dispersibility.
- the reactivity with water is not suppressed, the isocyanate group is consumed quickly by water, the usable time of the composition as a paint is short, and the film has poor hardness and water resistance.
- Patent Document 1 a method for improving the water dispersibility by modifying the isocyanate group with a hydrophilic surfactant or an aliphatic compound having active hydrogen was disclosed (Patent Document 1), but the stability of the isocyanate group to water was disclosed.
- Patent Document 3 a composition obtained by partially urethanizing an isocyanate group with an alcohol to increase the usable time as a paint and also cure at room temperature, and a hydroxyl group-containing polyester containing a carboxylate or a sulfonate group.
- Patent Document 4 A composition that provides a long pot life and quick-drying by use (Patent Document 4), and a non-blocked diisocyanate curing agent finely dispersed in the dispersion liquid improves the pot life and improves the processing time.
- Patent Document 5 By using a paint that does not generate carbon dioxide (Patent Document 5), a polyisocyanate bound to a phosphine compound neutralized with a polyol with a specified hydroxyl value and a base, it has excellent water dispersibility and is free of isocyanate groups.
- Patent Document 1 Japanese Patent Laid-Open No. 7-113005 (Abstract)
- Patent Document 2 JP-A-9-71720 (Abstract)
- Patent Document 3 Japanese Patent Application Laid-Open No. 7-109327 (Abstract)
- Patent Document 4 Japanese Patent Laid-Open No. 9157585 (Abstract, Claim 1)
- Patent Document 5 Japanese Patent Laid-Open No. 10-140084 (Abstract)
- Patent Document 6 Japanese Patent Laid-Open No. 10-306255 (Abstract)
- Patent Document 7 Japanese Unexamined Patent Publication No. 2003-64149 (Abstract)
- an isocyanate curable aqueous resin composition such as an aqueous polyurethane resin composition generally used mainly as an aqueous polyurethane resin coating agent
- a resin is used.
- the present invention is to solve the problems.
- the inventors of the present invention aim to solve the above-mentioned problems, and the dispersibility of the resin main agent in an aqueous medium, such as an aqueous polyurethane resin composition or an aqueous acrylic resin composition.
- an aqueous medium such as an aqueous polyurethane resin composition or an aqueous acrylic resin composition.
- the dispersion method of the main agent of the composition and the curing agent or the use of a dispersion aid, etc. and to suppress the reactivity of the isocyanate group with water
- the method of modification of the isocyanate group or the use of additives for modification, etc. was investigated in a multifaceted manner seeking new methods, and trial experiments were continued, and in the process, the isocyanate group was exchanged with water.
- An additive for the modification in an aqueous polyurethane resin composition or the like is a low molecular weight having an intercarbon unsaturated bond and an adjacent carbonyl group used in a specific aqueous resin composition.
- the specific aqueous polyurethane resin composition is an aqueous polyurethane resin obtained by reacting a diisocyanate compound with a diol compound (polyol compound) as component (A), and (A) as component (A) ) A resin composition containing a polyisocyanate compound dispersible in the component.
- a polyester polyol or an aliphatic diisocyanate compound is used as the component (A).
- Aqueous polyurethane prepolymers that have been reacted with polyether polyols IJ, (B) Contains a curing agent that is a trimer or adduct of a diisocyanate compound that can be dispersed in component (A).
- a low molecular weight compound having a carbon-carbon unsaturated bond and an adjacent force group is a coating composition, such as an unsaturated dicarboxylic acid diester that is added to the coating composition as component (C). is there.
- the combination of the polyisocyanate of component (B) and the low molecular weight compound having an unsaturated bond between carbons of component (C) and an adjacent carbonyl group in the present invention is an aqueous polyurethane resin composition.
- it can also be used as a curing agent for an aqueous resin composition such as an aqueous acrylic resin, and the same working effects as in the aqueous polyurethane resin composition can be obtained.
- the curing agent of component (B) is an allophanate curing agent of hexamethylene diisocyanate having 4 or more functional groups
- (C) a modifying additive of component (C) Is a maleic acid dialkyl ester
- the coating composition is mainly a paint composition, which is exclusively a two-component paint composition comprising (A) an aqueous polyurethane resin and (B) This is a two-component composite material of polyisocyanate as a curing agent for components.
- the two components are mixed, and the additive of component (C) is added in advance as component (A) or (B). It is added to the components or added when mixing the components (A) and (B).
- a curing agent (B), a low molecular weight compound (C), and, if necessary, a dispersion aid are dispersed in an aqueous medium.
- the aqueous dispersion is combined with the resin main component of component (A) to form a composition thereof.
- the present invention which has been created as described above and has distinctive features, will be clearly described in a bird's-eye view as a whole.
- the present invention comprises the following invention unit groups,
- the invention of [1] is used as a basic invention, and the inventions below it embody or implement the basic invention. (The entire invention group is collectively referred to as “the present invention”.)
- a water-based resin composition a low molecular weight compound having an unsaturated bond between carbons and an adjacent carbonyl group is added.
- an aqueous acrylic resin main component or an aqueous polyurethane prepolymer base obtained by reacting a polyol with a diisocyanate compound and as a component (B), a didispersible component in the component (A). It contains a curing agent that is a trimer or adduct of an isocyanate compound, the component (C) is a low molecular weight compound having a number average molecular weight of less than 500, and the component mass ratio of (B) / (A) is 0.01 to 0.50, and component (C) is 0.01 to 30 with respect to 100 parts by mass of component (B).
- the (B) component curing agent is an allophanate curing agent of hexamethylene diisocyanate having 4 or more functional groups
- (C) component is an unsaturated dicarboxylic acid diester.
- the aqueous polyurethane resin composition is a two-component coating composition, and is a two-component composition material of (A) an aqueous polyurethane resin and (B) a polyisocyanate as a curing agent.
- the two components are mixed, and the additive of component (C) is added in advance to component (A) or (B), or added when mixing component (A) and component (B)
- the water-based polyurethane resin composition according to [5], wherein
- composition of (B) component curing agent, (C) component low molecular weight compound and, if necessary, a dispersion aid dispersed in an aqueous medium as an aqueous dispersion, and (A) component water-dispersible resin main component The method for producing an aqueous resin composition according to [1] or [2], wherein
- the pot life of the isocyanate curable aqueous resin composition can be sufficiently extended, and the dispersibility of the aqueous resin composition in an aqueous medium can be sufficiently improved.
- the resin composition becomes uniform, the viscosity of the resin composition is reduced, the workability as a coating agent is improved, and an excellent film appearance, which is not inferior to conventional organic solvent-based polyurethane resin coating agents, A film having hardness and water resistance can be obtained.
- the present invention has been described in accordance with the basic configuration of the present invention as a means for solving the problem, but in the following, the embodiment of the invention of the present invention group will be mainly described.
- the aqueous polyurethane resin composition will be specifically described in detail. [0019] 1. Aqueous resin composition
- the aqueous resin composition of the present invention basically comprises an aqueous polyurethane resin (prepolymer) obtained by reacting an aqueous acrylic resin or diisocyanate compound with a polyol compound as component (A). ), A resin composition containing a polyisocyanate compound dispersible in component (A) (its aqueous dispersion) as component (B) and using water as a medium, and detailed in paragraphs 0027 to 0030 (C) ) Component is added.
- prepolymer a polyurethane resin obtained by reacting an aqueous acrylic resin or diisocyanate compound with a polyol compound as component (A).
- a resin composition containing a polyisocyanate compound dispersible in component (A) its aqueous dispersion) as component (B) and using water as a medium, and detailed in paragraphs 0027 to 0030 (C)
- Component is added.
- the amount is less than this range, there are too few crosslinking points, and good physical properties cannot be obtained.
- the amount is too large, the composition is remarkably thickened and the appearance of the coating film is deteriorated. In addition, the pot life is shortened, which is not preferable.
- diisocyanate component used in the present invention an organic diisocyanate compound is used, and a usual one as a raw material of a polyurethane resin is used.
- aliphatic or alicyclic diisocyanates are preferred over aromatic diisocyanates.
- aliphatic diisocyanate examples include tetramethylene diisocyanate, hexamethylene diisocyanate, lysine diisocyanate, 2-methyl-pentane 1,5-diisocyanate, and 3-methyl monopentane. Examples include 1,5 diisocyanate, 2,2,4-trimethyl-hexane—, L 6-diisocyanate, and the like.
- Alicyclic diisocyanates include cyclohexylene diisocyanate, dicyclohexylmethane diisocyanate, isophorone diisocyanate, hydrogenated xylylene diisocyanate, and hydrogenated diphenylmethane. Examples include diisocyanate and hydrogenated trimethylxylylene diisocyanate.
- polyester polyol or polyether polyol is mainly used, and polycarbonate polyol, acrylic polyol, and polyolefin polyol can also be used.
- polycarbonate polyol, acrylic polyol, and polyolefin polyol can also be used.
- ordinary materials used as raw materials for polyurethane resins are used, and there are no particular restrictions.
- PPG polypropylene ethylene polyol
- PPG polytetramethylene ether glycol
- PTMG polytetramethylene glycol
- polyester polyol examples include phthalic acid, isophthalic acid, terephthalic acid, naphthalenedicarboxylic acid, succinic acid, malonic acid, adipic acid, 1,4-cyclohexylenoresicarboxylic acid, maleic acid.
- cyclic esters such as ⁇ -force prolatatone
- polyester amide polyols in which a part of the diol is changed to amines such as hexamethylene diamine and isophorone diamine can be used.
- Polyether polyols include the above diols and polyols, or amines such as ethylene diamine, propylene diamine, toluene diamine, metaphenylene diamine, diphenylmethane diamine, and ethylene oxide.
- Polyether polyols obtained by addition polymerization of alkylene oxides such as propylene oxide, alkyls such as methyl daricidyl ether, phenyl daricidyl ether or cyclic ethers such as aryl glycidyl ether and tetrahydrofuran are used.
- As the polycarbonate polyol a polycarbonate polyol obtained by reacting the diols and polyols described in paragraph 0022 with ethylene carbonate, jetinorecarbonate, diphenolate carbonate and the like is used.
- the aqueous acrylic resin in the present invention has an active hydrogen group capable of reacting with a polyisocyanate curing agent, and the polymer chain is ionized or hydrophilized with a hydrophilic group.
- the polyurethane resin of the present invention is a urethane comprising the various diisocyanate compounds described in paragraph 0020 and the various dioli compounds (or polio Louis compounds) described in paragraphs 002:!-0024.
- the polymer chain is ionized or made hydrophilic with a hydrophilic group.
- a fatty acid having a divalent hydroxyl group at the end such as 2, 2_dimethylolpropionic acid, can be incorporated into the main chain of the molecule to enhance water dispersibility.
- Resinization catalysts as curing catalysts (polymerization catalysts) for urethane reactions are used as needed, and metal catalysts such as dibutyltin dilaurate and zinc naphthenate, or triethylamine, tripropylamine, and tributyl.
- a polyisocyanate compound dispersible in the component ( ⁇ ) is used as the component ( ⁇ ) and functions as a curing agent component for curing the component ( ⁇ ) as the main agent.
- the curing agent for curing the aqueous resin is used as one component of a two-component system (two-component composition), which is derived from the power of hexamethylene diisocyanate (HDI) or isophorone diisocyanate (IPDI).
- a two-component composition which is derived from the power of hexamethylene diisocyanate (HDI) or isophorone diisocyanate (IPDI).
- HDI hexamethylene diisocyanate
- IPDI isophorone diisocyanate
- An adduct body is used.
- a preferred example is an allophanate curing agent of hexamethylene disocyanate having 4 or more functional groups.
- modified products such as urethane modified products, urea modified products, allophanate modified products, biuret modified products, uretdione modified products, and isocyanurate modified products can be used as the trimer form adduct of these diisocyanates.
- component (C) in the aqueous resin composition of the present invention a low molecular weight compound having a carbon-carbon unsaturated bond and an adjacent carbonyl group is used.
- the pot life is sufficiently extended and the dispersibility of the aqueous polyurethane resin composition in an aqueous medium is sufficiently improved by the use of the modifier. It is an essential component.
- Component (C) is added in an amount of 0.01 to 30 parts by mass per 100 parts by mass of component (B). If the lower limit is not satisfied, the reforming effect is insufficient, and if the upper limit is exceeded, the gloss and physical properties of the obtained coating film are lowered, and the drying property is also deteriorated.
- Low molecular weight compounds having a carbon-carbon unsaturated bond and an adjacent carbonyl group are preferred to low molecular weight compounds having a number average molecular weight of less than 500 a, mainly unsaturated carbonyl compounds and ⁇ , ⁇ unsaturated carboxylic acid compounds Examples thereof include unsaturated aldehydes and unsaturated ketones, or unsaturated carboxylic acids, esters and anhydrides or unsaturated amides of unsaturated carboxylic acids, and various substituted derivatives thereof.
- esters here are mainly used as diesters. Of these, unsaturated dicarboxylic acid diester, maleic acid dialkyl ester, is a representative compound, and the most suitable compounds are dimethyl maleate, dibutyl maleate and dioctyl maleate, which are demonstrated by the following examples. is there.
- a low molecular weight compound having an intercarbon unsaturated bond and an adjacent carbonyl group suppresses the reactivity of the isocyanate group with water, thereby sufficiently extending the pot life of the aqueous polyurethane resin composition, etc.
- the reason why the effect of the modifier brings about the effect of sufficiently improving the dispersibility of the aqueous polyurethane resin composition in the aqueous medium is still clearly clarified. It is presumed that the loose Mykenore addition reaction is involved.
- Aminoisocyanate, an active compound reacts with Michael, and the secondary amino group of the addition reaction product reacts with the organic diisocyanate to form a saturated intercarbon bond, adjacent carbonyl group and substitution. It is presumed that the formation of organic diisocyanate having a urea group delays or prevents the reaction between the isocyanate group and water.
- composition of the present invention a chain extender in a usual polyaddition reaction may be used as necessary.
- chain extender an ordinary low molecular compound having two or more active hydrogen groups is used. Specifically, ethylene glycol, propylene glycol, 1,4_butanediol, 1,5_pentanediol, Neopentyl glycol, diethanolamine, triethanolamine and the like are used.
- additives in the composition in order to enhance physical properties and add various physical properties, flame retardants, plasticizers, antioxidants, ultraviolet absorbers, dyes, pigments, fillers, internal mold release Agents, reinforcing materials, matting agents, conductivity-imparting agents, charge control agents, antistatic agents, lubricants, and other processing aids can be used.
- the aqueous polyurethane resin composition of the present invention is a two-component system composed of the (A) component as the main agent and the curing agent of the (B) component as described above, and is used as a two-component as a coating agent.
- This is a two-component composition material such as a paint composition or a two-component adhesive composition.
- the two components are mixed and cured three-dimensionally with a polyfunctional NCO compound as a curing agent. Is done.
- the coating composition is not necessarily unambiguous, in the present invention, it is a composition as a two-component assembled material that is not a composition in which all components are mixed beforehand.
- the aqueous resin composition of the present invention comprises a (B) component curing agent, a (C) component low molecular weight compound, and, if necessary, a dispersion aid dispersed in an aqueous medium as an aqueous dispersion, and the (A) component resin main component. It can manufacture by making it a composition.
- a two-component composition comprising (1) a water-dispersed aqueous resin liquid, and (2) a dispersion in which a curing agent of component (B) and a low molecular weight compound of component (C) are dispersed in an aqueous medium. It is said.
- the two components are mixed when used as a coating agent such as paint.
- the additive for component (C) is preferably added in advance to component (A) or component (B), or added when mixing components (A) and (B).
- TSA triethylamine
- DETA cetyltriamine
- An aqueous polyurethane resin composition is prepared by mixing two liquids of an aqueous polyurethane resin liquid as component (A) and a dispersion obtained by dispersing a curing agent of component (B) and a low molecular weight compound of component (C) in an aqueous medium.
- the dispersibility of the aqueous dispersion of components (A) + (B) + (C) in the aqueous polyurethane resin composition in the aqueous polyurethane resin composition was evaluated by the viscosity value at 25 ° C. of the two-component mixed composition. Viscosity was measured by sampling over a certain period of time, and the results are shown in Table 2.
- Example 1 Example 2 Comparative Example 1 Comparative Example 2 DBM DOM DEDEG DO A
- N C O 0% 7 to 7.5 5 h r 5 to 5.5 h r 2.5 to 3 h r 4.5 5 to 5 h r
- DEDEG 200 1 3. 1 3. 5 X Comparison example DMDPG 250 1 3. 1 3. 5 X
- the low molecular weight compound having a carbon-carbon unsaturated bond and an adjacent carbonyl group as a modifier.
- the pot life is sufficiently extended, and the dispersion in the aqueous medium Good workability and coating performance as a coating agent, and as a coating agent, whitening and stickiness of the coating do not occur in a humid atmosphere, and the coating has excellent water resistance. It has been revealed.
- Example 1 in the aqueous composition of components B and C, stirring was performed.
- the NCO group remaining rate is close to the theoretical value (100%) for 4 hours or more immediately after stirring, and the aqueous composition foams and generates insolubles and becomes unusable after 5 hours. Only after 2 hours of stirring, it is close to the theoretical value only for 2 hours, and the residual ratio of NC0 group is not shown.
- the aqueous composition foams and becomes insoluble and becomes unusable after 2.5 hours.
- Comparative Example 2 In Comparative Example 1, DOA is more hydrophobic than DEDEG of Comparative Example 1 and the isocyanate is somewhat protected from water, and the residual rate of NCO is higher than Comparative Example 1, but the residual rate is inferior to Examples 1 and 2. In the aqueous composition of the present invention, the superiority of the action time extension effect of Component C is demonstrated.
- any of the components C in the examples in the aqueous resin composition of Table 2 the gelation time is greatly extended and the water resistance of the coating film is good as compared with the components in the comparative example. It has been revealed. From the viscosity data, the workability and film performance as a coating agent with a large viscosity reducing effect and high dispersibility are improved as compared with the conventional example in which component C is not added.
- the pot life of the isocyanate curable aqueous resin composition can be sufficiently extended, and the dispersibility of the aqueous resin composition in an aqueous medium can be sufficiently improved, thereby the resin.
- the composition is uniform, the viscosity of the resin composition is reduced, the workability as a coating agent is improved, and the coating film appearance, hardness and water resistance are not inferior to those of conventional organic solvent polyurethane resin coating agents.
- it is useful as a water-based resin coating agent, and is particularly useful in the field of paints.
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- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
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Abstract
L'invention a pour objet une matière de revêtement en dispersion à base d'eau durcissable avec des polyisocyanates (telle qu'une composition de résine de polyuréthane à base d'eau) laquelle est meilleure en termes de dispersibilité de la résine de la matière principale dans un milieu aqueux et a une longue durée de vie en pot en diminuant la réaction de l'eau avec un groupe isocyanate (lequel est extrêmement réactif avec l'eau) et laquelle peut former un film de revêtement présentant d'excellents aspect de surface et résistance à l'eau équivalents à ceux de films de matières de revêtement en résine de polyuréthane de type à solvant classiques malgré le fait qu'il soit un film de revêtement à base d'eau. L'invention concerne une composition de résine à base d'eau comprenant (A) une résine acrylique à base d'eau ou une résine de polyuréthane à base d'eau obtenue en faisant réagir un diisocyanate avec un polyol et (B) un polyisocyanate dispersible dans le composant (A), caractérisée en ce qu'elle contient (C) un composé de faible poids moléculaire ayant une liaison carbone-carbone insaturée et un groupe carbonyle adjacent à celle-ci.
Priority Applications (2)
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JP2007510502A JPWO2006104111A1 (ja) | 2005-03-29 | 2006-03-27 | 改質された水性樹脂組成物 |
CN2006800106917A CN101151288B (zh) | 2005-03-29 | 2006-03-27 | 改性的水性树脂组合物 |
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JP2005-094151 | 2005-03-29 | ||
JP2005094151 | 2005-03-29 |
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PCT/JP2006/306187 WO2006104111A1 (fr) | 2005-03-29 | 2006-03-27 | Composition de résine à base d'eau modifiée |
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JP (1) | JPWO2006104111A1 (fr) |
CN (1) | CN101151288B (fr) |
WO (1) | WO2006104111A1 (fr) |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08134162A (ja) * | 1994-11-08 | 1996-05-28 | Mitsubishi Gas Chem Co Inc | ポリ尿素樹脂 |
JP2000063514A (ja) * | 1998-08-17 | 2000-02-29 | Toyo Ink Mfg Co Ltd | 水性樹脂組成物 |
JP3350532B1 (ja) * | 2001-09-28 | 2002-11-25 | コニシ株式会社 | 水性固形接着剤および該水性固形接着剤による接着方法 |
JP2004131711A (ja) * | 2002-08-14 | 2004-04-30 | Bayer Ag | ポリウレタン−ポリアクリレート混成塗料組成物 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2255101C2 (ru) * | 2000-05-19 | 2005-06-27 | Акцо Нобель Н.В. | Водная сшиваемая связующая композиция и композиция для покрытия, композиция лака или герметика, содержащая такую связующую композицию |
CN1217968C (zh) * | 2002-05-31 | 2005-09-07 | 段友芦 | 水性氨基甲酸酯-烯烃杂化高聚物分散液、制备方法及其用途 |
CN1246358C (zh) * | 2002-09-04 | 2006-03-22 | 清华大学 | 一种快响应的pH敏感性聚氨酯薄膜的制备方法 |
CN1670052A (zh) * | 2005-03-16 | 2005-09-21 | 上海市建筑科学研究院有限公司 | 水性聚氨酯/丙烯酸酯复合弹性树脂及其合成方法 |
-
2006
- 2006-03-27 CN CN2006800106917A patent/CN101151288B/zh not_active Expired - Fee Related
- 2006-03-27 JP JP2007510502A patent/JPWO2006104111A1/ja active Pending
- 2006-03-27 WO PCT/JP2006/306187 patent/WO2006104111A1/fr active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08134162A (ja) * | 1994-11-08 | 1996-05-28 | Mitsubishi Gas Chem Co Inc | ポリ尿素樹脂 |
JP2000063514A (ja) * | 1998-08-17 | 2000-02-29 | Toyo Ink Mfg Co Ltd | 水性樹脂組成物 |
JP3350532B1 (ja) * | 2001-09-28 | 2002-11-25 | コニシ株式会社 | 水性固形接着剤および該水性固形接着剤による接着方法 |
JP2004131711A (ja) * | 2002-08-14 | 2004-04-30 | Bayer Ag | ポリウレタン−ポリアクリレート混成塗料組成物 |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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US10370560B2 (en) | 2010-10-08 | 2019-08-06 | Ecolab Usa Inc. | Method of coating a floor with polyurethane floor finishes with hybrid performance |
CN102408826A (zh) * | 2011-06-30 | 2012-04-11 | 昆山市万胜化工有限公司 | 美式水性涂装面漆及其制备方法 |
JP2013151645A (ja) * | 2011-12-27 | 2013-08-08 | Sumika Bayer Urethane Kk | 水性ウレタン系樹脂組成物 |
CN102898615A (zh) * | 2012-09-11 | 2013-01-30 | 青岛文创科技有限公司 | 一种环氧树脂改性水性聚氨酯的方法 |
CN103030774A (zh) * | 2012-12-07 | 2013-04-10 | 青岛文创科技有限公司 | 一种有机硅改性阳离子水性聚氨酯的制备方法 |
CN105131801A (zh) * | 2015-09-23 | 2015-12-09 | 上海贻赛新材料科技有限公司 | 一种水性聚氨酯涂料及其制备方法 |
CN105131801B (zh) * | 2015-09-23 | 2018-03-30 | 上海贻赛新材料科技有限公司 | 一种水性聚氨酯涂料及其制备方法 |
JP2021507040A (ja) * | 2017-12-21 | 2021-02-22 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトCovestro Deutschland Ag | 特殊なポリウレタンウレアに基づき、調整可能な接着強度を有する接着剤、その製造および使用 |
Also Published As
Publication number | Publication date |
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JPWO2006104111A1 (ja) | 2008-09-11 |
CN101151288A (zh) | 2008-03-26 |
CN101151288B (zh) | 2011-06-08 |
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