CN105567073A - High performance modified polyurethane coating - Google Patents

High performance modified polyurethane coating Download PDF

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Publication number
CN105567073A
CN105567073A CN201511028404.2A CN201511028404A CN105567073A CN 105567073 A CN105567073 A CN 105567073A CN 201511028404 A CN201511028404 A CN 201511028404A CN 105567073 A CN105567073 A CN 105567073A
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parts
polyvalent alcohol
polyurethane coating
modified polyurethane
butadiene rubber
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许戈文
熊潜生
霍俊丽
戴震
何纪慧
杨立春
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ANHUI ANDA-HUATAI NEW MATERIAL Co Ltd
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ANHUI ANDA-HUATAI NEW MATERIAL Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/675Low-molecular-weight compounds
    • C08G18/679Acetylenic compounds
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/61Additives non-macromolecular inorganic
    • C09D7/62Additives non-macromolecular inorganic modified by treatment with other compounds
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/63Additives non-macromolecular organic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00Specific properties of additives
    • C08K2201/011Nanostructured additives
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/02Flame or fire retardant/resistant
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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    • C08L2201/08Stabilised against heat, light or radiation or oxydation
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/03Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C08L2205/035Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend

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  • Inorganic Chemistry (AREA)
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Abstract

The invention discloses a high performance modified polyurethane coating. The coating comprises isophorone diisocyanate, polytetramethylene ether glycol, alkynyl group-containing polyol, phenylboronic acid, trimethylol propane, N,N-dimethylbenzylamine, cerium hydroxide, acidified carbon nanotubes, organic modified montmorillonite, 2,3-dibromo tripropylborate, triethylamine, 3,3'-diamino-4,4'-dihydroxydiphenylsulphone, 1-sulfolane-3-ethoxycarbonyl-5-hydroxypyrazole, 1,4-bis(dimethylhydroxysily)benzene, a leveling agent, methylsilicone oil, a wetting agent, benzoic acid, propylene glycol, dihydroxyacetone, adipic dihydrazide, liquid styrene butadiene rubber, liquid nitrile butadiene rubber and water. The high performance modified polyurethane coating has the advantages of excellent flame retardation performance, high strength, good heat stability, strong adhesion to a substrate, and long service life.

Description

A kind of high-performance modified polyurethane coating
Technical field
The present invention relates to polyurethane coating technical field, particularly relate to a kind of high-performance modified polyurethane coating.
Background technology
Urethane has the mechanical property of wear-resisting, water-fast, solvent resistant and excellence preferably, is applied widely at present in elastomerics, porous plastics, coating, tamanori and bio-medical material etc.Polyurethane coating is used in the fields such as leather finish, textile printing and dyeing, paper-making industry, building coating, tackiness agent, steel moulder's paint usually, involved in these areas nearly all have inflammable material, these materials as without fire-retardant finish, must become the potential safety hazard of initiation fire in use.Polyurethane coating flame-retarded is one of urethane functionalized important directions.And the flame retardant polyurethane that China sells in the market exists cost is higher, flame retardant effect is undesirable defect, add the poor heat stability of urethane own, its mechanical property substantially disappears in the environment of 80-90 DEG C, and on 200 DEG C, namely there is thermal destruction, because which limit the application of polyurethane coating.
Summary of the invention
Based on the technical problem that background technology exists, the present invention proposes a kind of high-performance modified polyurethane coating, its excellent fireproof performance, intensity is high, Heat stability is good, with the strong adhesion of base material, and long service life.
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 50-80 part, polytetramethylene ether diol 10-25 part, containing alkynyl polyvalent alcohol 10-25 part, phenyl-boron dihydroxide 2-10 part, TriMethylolPropane(TMP) 1-5 part, N, N-dimethyl benzylamine 0.2-0.8 part, cerous hydroxide 0.1-0.5 part, acidifying carbon nanotube 2-5 part, organic modification montmonrillonite 2-10 part, boric acid three (2, 3-dibromo) propyl ester 2-6 part, triethylamine 0.5-2 part, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 1-3.5 part, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 2-5 part, 1, two (dimethyl hydroxyl is silica-based) benzene 1-3.5 part of 4-, flow agent 0.5-1 part, methyl-silicone oil 0.2-1 part, wetting agent 0.1-0.5 part, phenylformic acid 0.1-1 part, propylene glycol 2-5 part, otan 1-2.5 part, adipic dihydrazide 0.5-2 part, liquid styrene butadiene rubber 2-8 part, liquid acrylonitrile butadiene rubber 2-9 part, water 20-45 part.
Preferably, its raw material comprises following component by weight: isophorone diisocyanate 70-76 part, polytetramethylene ether diol 15-21 part, containing alkynyl polyvalent alcohol 16-21 part, phenyl-boron dihydroxide 6-7 part, TriMethylolPropane(TMP) 3-3.8 part, N, N-dimethyl benzylamine 0.5-0.6 part, cerous hydroxide 0.32-0.4 part, acidifying carbon nanotube 3-3.6 part, organic modification montmonrillonite 7-8 part, boric acid three (2, 3-dibromo) propyl ester 3-4 part, triethylamine 1-1.6 part, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 1.9-2.3 part, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.2-4 part, 1, two (dimethyl hydroxyl is silica-based) benzene 2.6-3 part of 4-, flow agent 0.6-0.7 part, methyl-silicone oil 0.55-0.65 part, wetting agent 0.3-0.4 part, phenylformic acid 0.5-0.7 part, propylene glycol 3.2-4 part, otan 1.8-2.1 part, adipic dihydrazide 1.3-1.7 part, liquid styrene butadiene rubber 5-6.5 part, liquid acrylonitrile butadiene rubber 5.6-6.5 part, water 38-42 part.
Preferably, its raw material comprises following component by weight: isophorone diisocyanate 75 parts, polytetramethylene ether diol 20 parts, containing alkynyl polyvalent alcohol 20 parts, phenyl-boron dihydroxide 6.5 parts, TriMethylolPropane(TMP) 3.2 parts, N, N-dimethyl benzylamine 0.55 part, cerous hydroxide 0.38 part, acidifying carbon nanotube 3.2 parts, organic modification montmonrillonite 7.6 parts, boric acid three (2, 3-dibromo) propyl ester 3.6 parts, triethylamine 1.3 parts, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 2.1 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.6 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 2.9 parts of 4-, flow agent 0.65 part, methyl-silicone oil 0.6 part, wetting agent 0.38 part, 0.55 part, phenylformic acid, propylene glycol 3.8 parts, otan 2 parts, adipic dihydrazide 1.5 parts, liquid styrene butadiene rubber 6.2 parts, liquid acrylonitrile butadiene rubber 6 parts, 40 parts, water.
Preferably, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then add 1-2 part 3,4,9,10-tetracarboxylic anhydride, 2-5 part D, L-Phe, 15-25 part N,N-dimethylacetamide and 1-1.5 part pyridine, stirring reaction 5-12h after being warming up to 125-140 DEG C, pouring 50-80 part massfraction into after reaction terminates is in the hydrochloric acid of 8-10%, filters after leaving standstill, and after washing, drying obtains material A; 3-5 part material A and 15-25 part sulfur oxychloride are mixed by weight, at 70-75 DEG C, react 3-6h, reaction terminates rear evaporation and obtains material B; By weight by 15-20 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1-2 part triethylamine and 25-35 part N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 3-7 serving material B is added, at room temperature react 15-22h, adding 300-450 part massfraction after reaction terminates is in the hydrochloric acid of 10-15%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
Preferably, in the preparation process containing alkynyl polyvalent alcohol, 3,4,9,10-tetracarboxylic anhydride, D, the weight ratio of L-Phe is 1.5-1.8:3-4.4.
Preferably, in the preparation process containing alkynyl polyvalent alcohol, the weight ratio of material A, sulfur oxychloride is 3.5-4:20-23.
Preferably, in the preparation process containing alkynyl polyvalent alcohol, the weight ratio of Isosorbide-5-Nitrae-bis-(2-hydroxy ethoxy)-2-butyne, material B is 15-18:4-5.
Preferably, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then add 1.6 part 3,4,9,10-tetracarboxylic anhydride, 3.8 parts of D, L-Phe, 20 parts of N,N-dimethylacetamide and 1.2 parts of pyridines, stirring reaction 8h after being warming up to 135 DEG C, pouring 72 parts of massfractions into after reaction terminates is in the hydrochloric acid of 9%, filters after leaving standstill, and after washing, drying obtains material A, 4 parts of material A and 21 parts of sulfur oxychlorides are mixed by weight, at 73 DEG C, react 4.6h, reaction terminates rear evaporation and obtains material B, by weight by 18 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1.3 parts of triethylamines and 30 parts of N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 4.6 serving material B are added, at room temperature react 20h, adding 420 parts of massfractions after reaction terminates is in the hydrochloric acid of 13%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol, in the preparation process containing alkynyl polyvalent alcohol, first have selected 3, 4, 9, 10-tetracarboxylic anhydride and D, L-Phe is raw material, D is made by the condition controlling reaction, amino in L-Phe and 3, 4, 9, oxygen in 10-tetracarboxylic anhydride there occurs reaction, generate the carboxylic acid containing imide ring, after adding sulfur oxychloride, chlorine in sulfur oxychloride instead of the hydrogen on carboxylic acid, generate the acyl chlorides containing imide ring, add 1, after two (2-the hydroxy ethoxy)-2-butyne of 4-, acyl chlorides and 1, hydroxyl in two (2-the hydroxy ethoxy)-2-butyne of 4-there occurs reaction, generate the polyvalent alcohol simultaneously containing imide ring and alkynyl, added in polyurethane coating, on the one hand, because of the increase of urethane group content in molecule, improve the rigidity of coating, improve hardness and the tensile strength of coating, on the one hand, after introducing imide ring, improve the hydrogen bond between molecular chain, strengthen the interaction force between molecular chain, the hardness of further coating coating and tensile strength, on the other hand, because introducing imide ring and these two groups of alkynyl of Heat stability is good in molecule, significantly improve the thermostability of coating, and imide ring being easy to into charcoal with alkynyl, further improving the flame retardant resistance of coating.
In the present invention, described high-performance modified polyurethane coating can polyurethane coating preparation technology conveniently be prepared from.
Containing the network structure that the organic polymer of alkynyl makes intermolecular highly cross-linked formation more stable due to the C ≡ C in its molecule by heat cross-linking reaction or photo-crosslinking in molecular backbone chain, thus this base polymer has higher thermostability, in polyurethane coating of the present invention, have selected containing alkynyl polyvalent alcohol, isophorone diisocyanate, polytetramethylene ether diol, phenyl-boron dihydroxide, TriMethylolPropane(TMP) and N, N-dimethyl benzylamine is raw material, thus by alkynyl introducing system, give the thermotolerance of coating excellence, in system, introduce phenyl-boron dihydroxide simultaneously, improve flame retardant resistance and the thermotolerance of coating, acidifying carbon nanotube adds in system, the hydroxyl on its surface, carboxyl isoreactivity group can with the generation effects such as the isocyano in system, hydroxyl, improve the bonding force of itself and system, improve its dispersiveness in system, after coordinating with cerous hydroxide and organic modification montmonrillonite, further improve thermotolerance and the flame retardant resistance of coating, 3,3'-diamino-4,4'-dihydroxy diphenylsulphone, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles, Isosorbide-5-Nitrae-bis-(dimethyl hydroxyl is silica-based) benzene add in system, because containing activated hydroxyl in molecule, good with the associativity of system, be uniformly dispersed in system, after collaborative with boric acid three (2,3-dibromo) propyl ester, excellent fireproof performance, and without dropping during burning.
Embodiment
Below, by specific embodiment, technical scheme of the present invention is described in detail.
Embodiment 1
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 50 parts, polytetramethylene ether diol 25 parts, containing alkynyl polyvalent alcohol 10 parts, phenyl-boron dihydroxide 10 parts, TriMethylolPropane(TMP) 1 part, N, N-dimethyl benzylamine 0.8 part, cerous hydroxide 0.1 part, acidifying carbon nanotube 5 parts, organic modification montmonrillonite 2 parts, boric acid three (2, 3-dibromo) propyl ester 6 parts, triethylamine 0.5 part, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 3.5 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 2 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 3.5 parts of 4-, flow agent 0.5 part, methyl-silicone oil 1 part, wetting agent 0.1 part, 1 part, phenylformic acid, propylene glycol 2 parts, otan 2.5 parts, adipic dihydrazide 0.5 part, liquid styrene butadiene rubber 8 parts, liquid acrylonitrile butadiene rubber 2 parts, 45 parts, water.
Embodiment 2
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 80 parts, polytetramethylene ether diol 10 parts, containing alkynyl polyvalent alcohol 25 parts, phenyl-boron dihydroxide 2 parts, TriMethylolPropane(TMP) 5 parts, N, N-dimethyl benzylamine 0.2 part, cerous hydroxide 0.5 part, acidifying carbon nanotube 2 parts, organic modification montmonrillonite 10 parts, boric acid three (2, 3-dibromo) propyl ester 2 parts, triethylamine 2 parts, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 1 part, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 5 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 1 part of 4-, flow agent 1 part, methyl-silicone oil 0.2 part, wetting agent 0.5 part, 0.1 part, phenylformic acid, propylene glycol 5 parts, otan 1 part, adipic dihydrazide 2 parts, liquid styrene butadiene rubber 2 parts, liquid acrylonitrile butadiene rubber 9 parts, 20 parts, water.
Embodiment 3
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 70 parts, polytetramethylene ether diol 21 parts, containing alkynyl polyvalent alcohol 16 parts, phenyl-boron dihydroxide 7 parts, TriMethylolPropane(TMP) 3 parts, N, N-dimethyl benzylamine 0.6 part, cerous hydroxide 0.32 part, acidifying carbon nanotube 3.6 parts, organic modification montmonrillonite 7 parts, boric acid three (2, 3-dibromo) propyl ester 4 parts, triethylamine 1 part, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 2.3 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.2 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 3 parts of 4-, flow agent 0.6 part, methyl-silicone oil 0.65 part, wetting agent 0.3 part, 0.7 part, phenylformic acid, propylene glycol 3.2 parts, otan 2.1 parts, adipic dihydrazide 1.3 parts, liquid styrene butadiene rubber 6.5 parts, liquid acrylonitrile butadiene rubber 5.6 parts, 42 parts, water,
Wherein, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then add 1 part 3,4,9,10-tetracarboxylic anhydride, 5 parts of D, L-Phe, 15 parts of N,N-dimethylacetamide and 1.5 parts of pyridines, stirring reaction 12h after being warming up to 125 DEG C, pouring 50 parts of massfractions into after reaction terminates is in the hydrochloric acid of 10%, filters after leaving standstill, and after washing, drying obtains material A; 3 parts of material A and 25 parts of sulfur oxychlorides are mixed by weight, at 70 DEG C, react 6h, reaction terminates rear evaporation and obtains material B; By weight by 15 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 2 parts of triethylamines and 25 parts of N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 7 serving material B are added, at room temperature react 15h, adding 450 parts of massfractions after reaction terminates is in the hydrochloric acid of 10%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
Embodiment 4
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 76 parts, polytetramethylene ether diol 15 parts, containing alkynyl polyvalent alcohol 21 parts, phenyl-boron dihydroxide 6 parts, TriMethylolPropane(TMP) 3.8 parts, N, N-dimethyl benzylamine 0.5 part, cerous hydroxide 0.4 part, acidifying carbon nanotube 3 parts, organic modification montmonrillonite 8 parts, boric acid three (2, 3-dibromo) propyl ester 3 parts, triethylamine 1.6 parts, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 1.9 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 4 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 2.6 parts of 4-, flow agent 0.7 part, methyl-silicone oil 0.55 part, wetting agent 0.4 part, 0.5 part, phenylformic acid, propylene glycol 4 parts, otan 1.8 parts, adipic dihydrazide 1.7 parts, liquid styrene butadiene rubber 5 parts, liquid acrylonitrile butadiene rubber 6.5 parts, 38 parts, water,
Wherein, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then add 2 part 3,4,9,10-tetracarboxylic anhydride, 2 parts of D, L-Phe, 25 parts of N,N-dimethylacetamide and 1 part of pyridine, stirring reaction 5h after being warming up to 140 DEG C, pouring 80 parts of massfractions into after reaction terminates is in the hydrochloric acid of 8%, filters after leaving standstill, and after washing, drying obtains material A; 5 parts of material A and 15 parts of sulfur oxychlorides are mixed by weight, at 75 DEG C, react 3h, reaction terminates rear evaporation and obtains material B; By weight by 20 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1 part of triethylamine and 35 parts of N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 3 serving material B are added, at room temperature react 22h, adding 300 parts of massfractions after reaction terminates is in the hydrochloric acid of 15%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
Embodiment 5
The high-performance modified polyurethane coating of one that the present invention proposes, its raw material comprises following component by weight: isophorone diisocyanate 75 parts, polytetramethylene ether diol 20 parts, containing alkynyl polyvalent alcohol 20 parts, phenyl-boron dihydroxide 6.5 parts, TriMethylolPropane(TMP) 3.2 parts, N, N-dimethyl benzylamine 0.55 part, cerous hydroxide 0.38 part, acidifying carbon nanotube 3.2 parts, organic modification montmonrillonite 7.6 parts, boric acid three (2, 3-dibromo) propyl ester 3.6 parts, triethylamine 1.3 parts, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 2.1 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.6 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 2.9 parts of 4-, flow agent 0.65 part, methyl-silicone oil 0.6 part, wetting agent 0.38 part, 0.55 part, phenylformic acid, propylene glycol 3.8 parts, otan 2 parts, adipic dihydrazide 1.5 parts, liquid styrene butadiene rubber 6.2 parts, liquid acrylonitrile butadiene rubber 6 parts, 40 parts, water,
Wherein, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then add 1.6 part 3,4,9,10-tetracarboxylic anhydride, 3.8 parts of D, L-Phe, 20 parts of N,N-dimethylacetamide and 1.2 parts of pyridines, stirring reaction 8h after being warming up to 135 DEG C, pouring 72 parts of massfractions into after reaction terminates is in the hydrochloric acid of 9%, filters after leaving standstill, and after washing, drying obtains material A; 4 parts of material A and 21 parts of sulfur oxychlorides are mixed by weight, at 73 DEG C, react 4.6h, reaction terminates rear evaporation and obtains material B; By weight by 18 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1.3 parts of triethylamines and 30 parts of N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 4.6 serving material B are added, at room temperature react 20h, adding 420 parts of massfractions after reaction terminates is in the hydrochloric acid of 13%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
The above; be only the present invention's preferably embodiment; but protection scope of the present invention is not limited thereto; anyly be familiar with those skilled in the art in the technical scope that the present invention discloses; be equal to according to technical scheme of the present invention and inventive concept thereof and replace or change, all should be encompassed within protection scope of the present invention.

Claims (8)

1. a high-performance modified polyurethane coating, it is characterized in that, its raw material comprises following component by weight: isophorone diisocyanate 50-80 part, polytetramethylene ether diol 10-25 part, containing alkynyl polyvalent alcohol 10-25 part, phenyl-boron dihydroxide 2-10 part, TriMethylolPropane(TMP) 1-5 part, N, N-dimethyl benzylamine 0.2-0.8 part, cerous hydroxide 0.1-0.5 part, acidifying carbon nanotube 2-5 part, organic modification montmonrillonite 2-10 part, boric acid three (2, 3-dibromo) propyl ester 2-6 part, triethylamine 0.5-2 part, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 1-3.5 part, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 2-5 part, 1, two (dimethyl hydroxyl is silica-based) benzene 1-3.5 part of 4-, flow agent 0.5-1 part, methyl-silicone oil 0.2-1 part, wetting agent 0.1-0.5 part, phenylformic acid 0.1-1 part, propylene glycol 2-5 part, otan 1-2.5 part, adipic dihydrazide 0.5-2 part, liquid styrene butadiene rubber 2-8 part, liquid acrylonitrile butadiene rubber 2-9 part, water 20-45 part.
2. high-performance modified polyurethane coating according to claim 1, it is characterized in that, its raw material comprises following component by weight: isophorone diisocyanate 70-76 part, polytetramethylene ether diol 15-21 part, containing alkynyl polyvalent alcohol 16-21 part, phenyl-boron dihydroxide 6-7 part, TriMethylolPropane(TMP) 3-3.8 part, N, N-dimethyl benzylamine 0.5-0.6 part, cerous hydroxide 0.32-0.4 part, acidifying carbon nanotube 3-3.6 part, organic modification montmonrillonite 7-8 part, boric acid three (2,3-dibromo) propyl ester 3-4 part, triethylamine 1-1.6 part, 3,3'-diamino-4,4'-dihydroxy diphenylsulphone 1.9-2.3 part, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.2-4 part, Isosorbide-5-Nitrae-bis-(dimethyl hydroxyl is silica-based) benzene 2.6-3 part, flow agent 0.6-0.7 part, methyl-silicone oil 0.55-0.65 part, wetting agent 0.3-0.4 part, phenylformic acid 0.5-0.7 part, propylene glycol 3.2-4 part, otan 1.8-2.1 part, adipic dihydrazide 1.3-1.7 part, liquid styrene butadiene rubber 5-6.5 part, liquid acrylonitrile butadiene rubber 5.6-6.5 part, water 38-42 part.
3. high-performance modified polyurethane coating according to claim 1 or 2, it is characterized in that, its raw material comprises following component by weight: isophorone diisocyanate 75 parts, polytetramethylene ether diol 20 parts, containing alkynyl polyvalent alcohol 20 parts, phenyl-boron dihydroxide 6.5 parts, TriMethylolPropane(TMP) 3.2 parts, N, N-dimethyl benzylamine 0.55 part, cerous hydroxide 0.38 part, acidifying carbon nanotube 3.2 parts, organic modification montmonrillonite 7.6 parts, boric acid three (2, 3-dibromo) propyl ester 3.6 parts, triethylamine 1.3 parts, 3, 3'-diamino-4, 4'-dihydroxy diphenylsulphone 2.1 parts, 1-tetramethylene sulfone-3-ethoxycarbonyl-5-hydroxypyrazoles 3.6 parts, 1, two (dimethyl hydroxyl the is silica-based) benzene 2.9 parts of 4-, flow agent 0.65 part, methyl-silicone oil 0.6 part, wetting agent 0.38 part, 0.55 part, phenylformic acid, propylene glycol 3.8 parts, otan 2 parts, adipic dihydrazide 1.5 parts, liquid styrene butadiene rubber 6.2 parts, liquid acrylonitrile butadiene rubber 6 parts, 40 parts, water.
4. high-performance modified polyurethane coating according to any one of claim 1-3, it is characterized in that, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then 1-2 part 3 is added, 4,9,10-tetracarboxylic anhydride, 2-5 part D, L-Phe, 15-25 part N, N-N,N-DIMETHYLACETAMIDE and 1-1.5 part pyridine, stirring reaction 5-12h after being warming up to 125-140 DEG C, pouring 50-80 part massfraction into after reaction terminates is in the hydrochloric acid of 8-10%, filter after leaving standstill, after washing, drying obtains material A; 3-5 part material A and 15-25 part sulfur oxychloride are mixed by weight, at 70-75 DEG C, react 3-6h, reaction terminates rear evaporation and obtains material B; By weight by 15-20 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1-2 part triethylamine and 25-35 part N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 3-7 serving material B is added, at room temperature react 15-22h, adding 300-450 part massfraction after reaction terminates is in the hydrochloric acid of 10-15%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
5. high-performance modified polyurethane coating according to claim 4, is characterized in that, containing in the preparation process of alkynyl polyvalent alcohol, 3,4,9,10-tetracarboxylic anhydride, D, the weight ratio of L-Phe is 1.5-1.8:3-4.4.
6. high-performance modified polyurethane coating according to claim 4 or 5, is characterized in that, in the preparation process containing alkynyl polyvalent alcohol, the weight ratio of material A, sulfur oxychloride is 3.5-4:20-23.
7. high-performance modified polyurethane coating according to any one of claim 4-6, is characterized in that, in the preparation process containing alkynyl polyvalent alcohol, the weight ratio of Isosorbide-5-Nitrae-bis-(2-hydroxy ethoxy)-2-butyne, material B is 15-18:4-5.
8. high-performance modified polyurethane coating according to any one of claim 1-7, is characterized in that, the described alkynyl polyvalent alcohol that contains is prepared according to following technique: in reaction unit, pass into nitrogen, then 1.6 part 3 is added, 4,9,10-tetracarboxylic anhydride, 3.8 parts of D, L-Phe, 20 parts of N, N-N,N-DIMETHYLACETAMIDE and 1.2 parts of pyridines, stirring reaction 8h after being warming up to 135 DEG C, pouring 72 parts of massfractions into after reaction terminates is in the hydrochloric acid of 9%, filter after leaving standstill, after washing, drying obtains material A; 4 parts of material A and 21 parts of sulfur oxychlorides are mixed by weight, at 73 DEG C, react 4.6h, reaction terminates rear evaporation and obtains material B; By weight by 18 part 1,4-two (2-hydroxy ethoxy)-2-butyne, 1.3 parts of triethylamines and 30 parts of N, N-N,N-DIMETHYLACETAMIDE mixes, nitrogen is passed under ice-water bath condition, then 4.6 serving material B are added, at room temperature react 20h, adding 420 parts of massfractions after reaction terminates is in the hydrochloric acid of 13%, and filtration after leaving standstill, drying obtain described containing alkynyl polyvalent alcohol.
CN201511028404.2A 2015-12-30 2015-12-30 High performance modified polyurethane coating Pending CN105567073A (en)

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CN108530596A (en) * 2018-04-19 2018-09-14 西安近代化学研究所 A kind of crosslinked glycidyl azide polymer of triazole key and preparation method thereof
CN108587432A (en) * 2018-05-24 2018-09-28 林荣铨 A kind of wood paint of graphene oxide enhancing
CN109535360A (en) * 2018-11-28 2019-03-29 韶关市合众化工有限公司 A kind of polyarylsulfone (PAS) modified polyurethane resin emulsion
CN110079091A (en) * 2019-03-25 2019-08-02 常州达奥新材料科技有限公司 A kind of preparation method of resistance to ablation composite insulation material
CN110591540A (en) * 2019-09-24 2019-12-20 安徽国成顺风风力发电有限公司 Primer for wind driven generator blade
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CN106866921A (en) * 2017-03-09 2017-06-20 合肥科天水性科技有限责任公司 A kind of elastic polyurethane of utilization hydroxylating carbon nano-tube modification and its preparation method
CN108530596A (en) * 2018-04-19 2018-09-14 西安近代化学研究所 A kind of crosslinked glycidyl azide polymer of triazole key and preparation method thereof
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CN108587432A (en) * 2018-05-24 2018-09-28 林荣铨 A kind of wood paint of graphene oxide enhancing
CN109535360A (en) * 2018-11-28 2019-03-29 韶关市合众化工有限公司 A kind of polyarylsulfone (PAS) modified polyurethane resin emulsion
CN110079091A (en) * 2019-03-25 2019-08-02 常州达奥新材料科技有限公司 A kind of preparation method of resistance to ablation composite insulation material
CN112538152A (en) * 2019-09-20 2021-03-23 万华化学集团股份有限公司 Waterborne polyurethane-polyurea dispersion and preparation method and application thereof
CN112538152B (en) * 2019-09-20 2022-09-20 万华化学集团股份有限公司 Waterborne polyurethane-polyurea dispersion and preparation method and application thereof
CN110591540A (en) * 2019-09-24 2019-12-20 安徽国成顺风风力发电有限公司 Primer for wind driven generator blade

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Application publication date: 20160511