CN107417871A - Waterborne polyurethane glass Protection glue and preparation method thereof - Google Patents

Waterborne polyurethane glass Protection glue and preparation method thereof Download PDF

Info

Publication number
CN107417871A
CN107417871A CN201710574941.XA CN201710574941A CN107417871A CN 107417871 A CN107417871 A CN 107417871A CN 201710574941 A CN201710574941 A CN 201710574941A CN 107417871 A CN107417871 A CN 107417871A
Authority
CN
China
Prior art keywords
preparation
protection glue
waterborne polyurethane
polyurethane prepolymer
glass
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201710574941.XA
Other languages
Chinese (zh)
Inventor
陶灿
徐杰
王继印
戎佳萌
贾娟
潘轸
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HEFEI SIJINGQI CHEMICAL MATERIALS Co Ltd
Original Assignee
HEFEI SIJINGQI CHEMICAL MATERIALS Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by HEFEI SIJINGQI CHEMICAL MATERIALS Co Ltd filed Critical HEFEI SIJINGQI CHEMICAL MATERIALS Co Ltd
Priority to CN201710574941.XA priority Critical patent/CN107417871A/en
Publication of CN107417871A publication Critical patent/CN107417871A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
    • C08G18/4208Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
    • C08G18/4211Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
    • 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
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/4009Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4018Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
    • 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
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4266Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
    • C08G18/4269Lactones
    • C08G18/4277Caprolactone and/or substituted caprolactone
    • 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
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/44Polycarbonates
    • 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
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6603Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6607Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • C08G18/6611Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6625Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/34
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/664Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/664Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • C08G18/6644Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6659Compounds of group C08G18/42 with compounds of group C08G18/34
    • 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
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/73Polyisocyanates or polyisothiocyanates acyclic
    • 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
    • C08G18/70Polymeric 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
    • 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
    • C08G18/70Polymeric 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
    • C08G18/758Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • 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
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • 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
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • C08K5/134Phenols containing ester groups
    • C08K5/1345Carboxylic esters of phenolcarboxylic acids
    • 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
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37Thiols
    • C08K5/372Sulfides, e.g. R-(S)x-R'
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/06Polyurethanes from polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

The invention discloses a kind of waterborne polyurethane glass Protection glue and preparation method thereof, and the Protection glue, which is adopted, to be prepared by the following steps:Macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtain polyurethane prepolymer a1;To polyurethane prepolymer a1Middle addition small molecule chain extender, hydrophilic chain extender, solvent, catalyst, react 4~7h in 60~80 DEG C, obtain Waterborne Polyurethane Prepolymer a2;Hydrotropism's base polyurethane prepolymer for use as a2Middle addition solvent, salt forming agent is added under high speed shear, stir and add 3~5 times of water-reducible silane couplers after adding 2~5min of water high speed dispersion and emulsion after 1~5min, stir after 20~40min that desolvation produces under vacuo.The glass protection glue that the present invention is prepared has excellent heat resistance; preferable hardness can be kept by not softening at 100 DEG C; there is excellent adhesive force to glass; and after glass protection glue is coated on glass; it can reach the effect that can not cut glue; it can also ensure that glass keeps full wafer to be trickled down without fragment after broken, so as to ensure security.

Description

Waterborne polyurethane glass Protection glue and preparation method thereof
Technical field
The present invention relates to glass protection glue field, more particularly to a kind of waterborne polyurethane glass Protection glue and its preparation side Method.
Background technology
It is well known that present building trade door and window generally uses simple glass.From security performance, commonly Impact caused by glass can not keep out the unknown hazards such as shock, blast, earthquake, cause glass breaking, splash, glass breaking Many potential safety hazards can be brought.In order to solve the above problems, by surface of ordinary glass coat Protection glue, this Protection glue by Substrate layer and formed coated in the gluing oxidant layer on the substrate layer, substrate layer uses high molecular polymer base film.Protection glue Although the potential safety hazard that glass breaking is brought can be solved to a certain extent, it there is also some problems, such as Protection glue hardness It is low, to the poor adhesive force of glass, cutting performance difference etc..
The content of the invention
In view of this, it is an object of the invention to provide a kind of waterborne polyurethane glass Protection glue and preparation method thereof, hardness Height is big to the adhesive force of glass.
To achieve these goals, the present invention provides following technical scheme:
A kind of preparation method of waterborne polyurethane glass Protection glue, comprises the following steps:
A) macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtains polyurethane prepolymer Thing a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition small molecule chain extender, hydrophilic chain extender, solvent, catalysis Agent, 4~7h is reacted in 60~80 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition solvent, salt forming agent is added under high speed shear, is stirred Mix to add after 1~5min after 2~5min of water high speed dispersion and emulsion and add 3~5 times of water-reducible silane couplers, stirring 20~ 40min, then desolvation under vacuo, produces waterborne polyurethane glass Protection glue.
Preferably, the macromolecular polyol is selected from phthalic anhydride polyester diol, PCDL, polycaprolactone binary One or more in alcohol, PolyTHF dihydric alcohol.
Preferably, the diisocyanate be IPDI, 1,6- hexamethylene diisocyanates or 4, 4'- dicyclohexyl methyl hydride diisocyanates.
Preferably, the antioxidant is Hinered phenols, hindered amines or salicylate kind antioxidant.
Preferably, the small molecule chain extender be 2- hydroxyls -1,3 propane diols, 3- methyl isophthalic acids, 5- pentanediols, neopentyl glycol Or TMPD;
The hydrophilic chain extender is dihydromethyl propionic acid or dimethylolpropionic acid.
Preferably, the catalyst is selected from stannous octoate, tin dilaurate normal-butyl tin, organic Bi salt catalysts, organic Zn One or more in salt catalyst;
Preferably, the silane coupler is N- (β-aminoethyl)-γ-aminopropyltriethoxy dimethoxysilane.
Preferably, the salt forming agent be triethylamine, N, N dimethyl monoethanolamine, sodium hydroxide or potassium hydroxide.
Preferably, in step b) and step c), the solvent is independently selected from acetone or butanone.
Present invention also offers a kind of waterborne polyurethane glass Protection glue, by the system of above-mentioned waterborne polyurethane glass Protection glue Preparation Method is made.
The invention provides a kind of waterborne polyurethane glass Protection glue and preparation method thereof, the polyurethane glass Protection glue is adopted It is prepared by the following steps:Macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtain poly- ammonia Ester prepolymer a1;The polyurethane prepolymer a obtained to step a)1Middle addition small molecule chain extender, hydrophilic chain extender, solvent, catalysis Agent, 4~7h is reacted in 60~80 DEG C, obtains Waterborne Polyurethane Prepolymer a2;The Waterborne Polyurethane Prepolymer a obtained to step b)2 Middle addition solvent, salt forming agent is added under high speed shear, stir and add 3 after adding 2~5min of water high speed dispersion and emulsion after 1~5min ~5 times of water-reducible silane couplers, 20~40min is stirred, then desolvation under vacuo, produced.Present invention process letter It is single, it is easily controlled in preparation process without special condition and equipment, preparation technology, the waterborne polyurethane glass being prepared is protected Shield glue has excellent heat resistance, and preferable hardness can be kept by not softening at 100 DEG C, have excellent adhesive force to glass, and After glass protection glue is coated on glass, the effect that can not cut glue can reach, additionally it is possible to ensure that glass keeps whole after broken Piece is trickled down without fragment, so as to ensure security.
Embodiment
In order to further appreciate that the present invention, the preferred embodiments of the invention are described with reference to embodiment, but It is it should be appreciated that these descriptions are simply for further explanation the features and advantages of the present invention rather than to patent requirements of the present invention Limitation.
The invention provides a kind of preparation method of waterborne polyurethane glass Protection glue, comprise the following steps:
A) macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtains polyurethane prepolymer Thing a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition small molecule chain extender, hydrophilic chain extender, solvent, catalysis Agent, 4~7h is reacted in 60~80 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition solvent, salt forming agent is added under high speed shear, is stirred Mix to add after 1~5min after 2~5min of water high speed dispersion and emulsion and add 3~5 times of water-reducible silane couplers, stirring 20~ 40min, then desolvation under vacuo, produces waterborne polyurethane glass Protection glue.
In above-mentioned technical proposal, technique is simple, is easily controlled without special condition and equipment, preparation technology in preparation process System, the waterborne polyurethane glass Protection glue being prepared have excellent heat resistance, and not softening at 100 DEG C can keep preferably hard Degree, has excellent adhesive force to glass, and glass protection glue can reach the effect that can not cut glue coated in after on glass Fruit, additionally it is possible to ensure that glass keeps full wafer to be trickled down without fragment after broken, so as to ensure security.
Macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtain polyurethane prepolymer a1
In an embodiment of the present invention, macromolecule dihydric alcohol is selected from phthalic anhydride polyester diol, PCDL, gathers oneself One or more in lactone dihydric alcohol, PolyTHF dihydric alcohol;In other embodiments, relative point of macromolecule dihydric alcohol Son amount is 1000~3000;In a further embodiment, the relative molecular weight of macromolecule dihydric alcohol is 2000.
In an embodiment of the present invention, diisocyanate is IPDI, the isocyanide of 1,6- hexa-methylenes two Acid esters or 4,4'- dicyclohexyl methyl hydride diisocyanates.
In an embodiment of the present invention, antioxidant is Hinered phenols antioxidant, suffocated amine antioxidant or salicylic acid esters Antioxidant;In other embodiments, Hinered phenols antioxidant 2,6- three-levels butyl -4- methylphenols or double (3,5- three-level fourths Base -4- hydroxy phenyls) thioether;Suffocated amine antioxidant is double (2,2,6,6- tetramethyl -4- hydroxy piperidines) esters of decanedioic acid;It is described Salicylate kind antioxidant is the own ester of septichen.
Obtain polyurethane prepolymer a1Afterwards, small molecule chain extender, hydrophilic chain extender, solvent, catalyst are added thereto, in 60~80 DEG C of 3~6h of reaction, obtain Waterborne Polyurethane Prepolymer a2
In an embodiment of the present invention, small molecule chain extender be 2- hydroxyls -1,3 propane diols, 3- methyl isophthalic acids, 5- pentanediols, Neopentyl glycol or TMPD;In other embodiments, small molecule chain extender is 2- hydroxyl -1,3 propane diols.
In an embodiment of the present invention, hydrophilic chain extender is dihydromethyl propionic acid or dimethylolpropionic acid;In other implementations In example, hydrophilic chain extender is dihydromethyl propionic acid.
In an embodiment of the present invention, catalyst is selected from stannous octoate, tin dilaurate normal-butyl tin, the catalysis of organic Bi salt One or more in agent, organic Zn salt catalysts;In other embodiments, organic Bi salt catalysts are isooctyl acid bismuth, bay Jiao acid bismuth or bismuth neodecanoate;Organic Zn salt catalysts are zinc methide or diethyl zinc.
In an embodiment of the present invention, in step b), solvent is acetone or butanone.
Obtained Waterborne Polyurethane Prepolymer a2Afterwards, solvent is added thereto, and salt forming agent, stirring 1 are added under high speed shear 3~5 times of water-reducible silane couplers of addition after 2~5min of addition water high speed dispersion and emulsion after~5min, stirring 20~ 40min, then desolvation under vacuo, produces aqueous polyurethane.
In an embodiment of the present invention, solvent is same as above, will not be repeated here.
In an embodiment of the present invention, salt forming agent be triethylamine, N, N dimethyl monoethanolamine, sodium hydroxide or potassium hydroxide; In other embodiments, salt forming agent is triethylamine.
In an embodiment of the present invention, macromolecule dihydric alcohol, diisocyanate, antioxidant, small molecule chain extender, hydrophilic expansion Chain agent, catalyst, salt forming agent, the mass ratio of water and silane coupler are (40~60):(20~50):(0.5~2):(2~ 10):(1~3):(0.1~0.3):(2~8):(80~100):(0.8~5).
In an embodiment of the present invention, the mass ratio of solvent and diisocyanate is in solvent, step c) in step b) (1.8~2.4):(0.8~2.3):1.
Present invention also offers a kind of waterborne polyurethane glass Protection glue, it is made by above-mentioned preparation method.
In above-mentioned technical proposal, technique is simple, is easily controlled without special condition and equipment, preparation technology in preparation process System, the waterborne polyurethane glass Protection glue being prepared have excellent heat resistance, and not softening at 100 DEG C can keep preferably hard Degree, has excellent adhesive force to glass, and glass protection glue can reach the effect that can not cut glue coated in after on glass Fruit.
Illustrate the present invention, with reference to embodiment to waterborne polyurethane glass Protection glue provided by the invention and its preparation side Method is described in detail, but they can not be interpreted as into limiting the scope of the present invention.
Embodiment 1
A) it is 2000 phthalic anhydride polyester diol, 1,6- hexamethylene diisocyanates, 2,6- three-levels by relative molecular weight Butyl -4- methylphenols react 4h in 90 DEG C, obtain polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1The middle propane diols of addition 2- hydroxyls -1,3, dihydromethyl propionic acid, third Ketone, stannous octoate, 7h is reacted in 60 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition acetone, triethylamine is added under high speed shear, is stirred 4 times of water-reducible N- (β-aminoethyl)-γ-aminopropyltriethoxy diformazans of addition after water high speed dispersion and emulsion 2min are added after mixing 5min TMOS, 40min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
Phthalic anhydride polyester diol, 1,6- hexamethylene diisocyanates, 2,6- three-level butyl -4- methylphenols, 2- hydroxyls - 1,3 propane diols, dihydromethyl propionic acid, stannous octoate, triethylamine, water and N- (β-aminoethyl)-γ-aminopropyltriethoxy dimethoxy The mass ratio of silane is 40:20:0.5:2:1:0.1:2:80:0.8.
In an embodiment of the present invention, acetone and 1,6- hexamethylene diisocyanate in acetone, step c) in step b) Mass ratio be 1.8:0.8:1.
Embodiment 2
A) PCDL, 4,4'- dicyclohexyl methyl hydride diisocyanates, 2,6- for being 2000 by relative molecular weight Three-level butyl -4- methylphenols pipe reacts 2h in 100 DEG C, obtains polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition 3- methyl isophthalic acids, 5- pentanediols, dimethylolpropionic acid, fourth Ketone, tin dilaurate normal-butyl tin, 4h is reacted in 80 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition acetone, triethylamine is added under high speed shear, is stirred 4 times of water-reducible N- (β-aminoethyl)-γ-aminopropyltriethoxy diformazans of addition after water high speed dispersion and emulsion 3min are added after mixing 3min TMOS, 30min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
PCDL, 4,4'- dicyclohexyl methyl hydride diisocyanates, 2,6- three-level butyl -4- methylphenols, 3- Methyl isophthalic acid, 5- pentanediols, dimethylolpropionic acid, tin dilaurate normal-butyl tin, triethylamine, water and N- (β-aminoethyl)-γ-ammonia third The mass ratio of ylmethyl dimethoxysilane is 60:50:2:10:3:0.3:8:100:5.
In an embodiment of the present invention, acetone and the isocyanide of 4,4'- dicyclohexyl methyl hydride two in butanone, step c) in step b) The mass ratio of acid esters is 2.4:2.3:1.
Embodiment 3
A) the PolyTHF binary for being 2000 by phthalic anhydride polyester diol that relative molecular weight is 1000, relative molecular weight Alcohol, 1,6- hexamethylene diisocyanates, double (3,5- three-level butyl -4- hydroxy phenyls) thioethers react 3h in 100 DEG C, are gathered Urethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1The middle propane diols of addition 2- hydroxyls -1,3, dihydromethyl propionic acid, third Ketone, isooctyl acid bismuth, zinc methide, 5h is reacted in 70 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition butanone, triethylamine is added under high speed shear, is stirred 4 times of water-reducible N- (β-aminoethyl)-γ-aminopropyltriethoxy diformazans of addition after water high speed dispersion and emulsion 4min are added after mixing 4min TMOS, 30min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
Phthalic anhydride polyester diol, PolyTHF dihydric alcohol, 1,6- hexamethylene diisocyanates, double (3,5- three-level fourths Base -4- hydroxy phenyls) thioether, the propane diols of 2- hydroxyls -1,3, dihydromethyl propionic acid, isooctyl acid bismuth, zinc methide, triethylamine, water Mass ratio with N- (β-aminoethyl)-γ-aminopropyltriethoxy dimethoxysilane is 22.5:22.5:40:1.5:8:1.5: 0.12:0.12:3:85:4.
In an embodiment of the present invention, butanone and 1,6- hexamethylene diisocyanate in acetone, step c) in step b) Mass ratio be 2:2:1.
Embodiment 4
A) it is 1000 polycaprolactone diols, IPDI, septichen by relative molecular weight Own ester reacts 3h in 90 DEG C, obtains polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition neopentyl glycol, dimethylolpropionic acid I, butanone, diethyl Base zinc, 6h is reacted in 80 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition butanone, potassium hydroxide is added under high speed shear, 4 times of water-reducible N- (β-aminoethyl)-γ-aminopropyltriethoxies two of addition after water high speed dispersion and emulsion 4min are added after stirring 3min Methoxy silane, 30min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
Phthalic anhydride polyester diol, 1,6- hexamethylene diisocyanates, double (3,5- three-level butyl -4- hydroxy phenyls) sulphur Ether, the propane diols of 2- hydroxyls -1,3, dihydromethyl propionic acid, isooctyl acid bismuth, zinc methide, triethylamine, water and N- (β-aminoethyl) - The mass ratio of γ-aminopropyltriethoxy dimethoxysilane is 50:30:2:6:2:0.1:0.1:4:90:3.
In an embodiment of the present invention, the matter of butanone and IPDI in butanone, step c) in step b) Amount is than being 2.1:1.5:1.
Embodiment 5
A) the phthalic anhydride polyester binary for being 2000 by PolyTHF dihydric alcohol that relative molecular weight is 2000, relative molecular weight Alcohol, IPDI, 2,6- three-levels butyl -4- methylphenols react 3h in 100 DEG C, obtain polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1It is middle addition TMPD, dihydromethyl propionic acid, acetone, new Capric acid bismuth, 5h is reacted in 70 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition acetone, sodium hydroxide is added under high speed shear, 5 times of water-reducible N- (β-aminoethyl)-γ-aminopropyltriethoxies two of addition after water high speed dispersion and emulsion 5min are added after stirring 1min Methoxy silane, 20min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
PolyTHF dihydric alcohol, phthalic anhydride polyester diol, IPDI, 2,6- three-level butyl -4- first Base phenol, TMPD, dihydromethyl propionic acid, bismuth neodecanoate, sodium hydroxide, water and N- (β-aminoethyl)-γ-aminopropyl The mass ratio of methyl dimethoxysilane is 25:30:45:1.2:4:2.5:0.25:6:95:2.
In an embodiment of the present invention, the matter of acetone and IPDI in acetone, step c) in step b) Amount is than being 2.3:1:1.
Embodiment 6
A) the PolyTHF binary for being 2000 by polycaprolactone diols that relative molecular weight is 3000, relative molecular weight Double (2,2,6, the 6- tetramethyl -4- hydroxy piperidines) esters of alcohol, IPDI, decanedioic acid react 4h in 90 DEG C, obtain Polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition neopentyl glycol, dihydromethyl propionic acid, acetone, Yue Gui Jiao Acid, 6h is reacted in 80 DEG C, obtains Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition butanone, N, N dimethyl are added under high speed shear Monoethanolamine, 3 times of water-reducible N- (β-aminoethyl)-γ-ammonia third of addition after water high speed dispersion and emulsion 5min are added after stirring 5min Ylmethyl dimethoxysilane, 40min is stirred, then desolvation under vacuo, produce waterborne polyurethane glass Protection glue;
Polycaprolactone diols, PolyTHF dihydric alcohol, IPDI, the double (2,2,6,6- of decanedioic acid Tetramethyl -4- hydroxy piperidines) ester, neopentyl glycol, dihydromethyl propionic acid, Yue Gui Jiao acid, N, N dimethyl monoethanolamine, water and N- (β - Aminoethyl)-γ-aminopropyltriethoxy dimethoxysilane mass ratio be 25:25:35:1.25:3:2:0.20:5:90:2.9.
In an embodiment of the present invention, the matter of acetone and IPDI in acetone, step c) in step b) Amount is than being 2.1:1.5:1.
The glossiness of waterborne polyurethane glass Protection glue, transparency, hardness, adhesive force made from embodiment 1~6 are measured, It the results are shown in Table 1.
The experimental result of the embodiment 1~6 of table 1
Detailed Jie has been carried out to a kind of waterborne polyurethane glass Protection glue provided by the invention and preparation method thereof above Continue, specific case used herein is set forth to the principle and embodiment of the present invention, and the explanation of above example is only It is the method and its core concept for being used to help understand the present invention, it is noted that for those skilled in the art For, under the premise without departing from the principles of the invention, some improvement and modification can also be carried out to the present invention, these improve and repaiied Decorations are also fallen into the protection domain of the claims in the present invention.

Claims (10)

1. a kind of preparation method of waterborne polyurethane glass Protection glue, it is characterised in that comprise the following steps:
A) macromolecule dihydric alcohol, diisocyanate, antioxidant are reacted into 2~4h in 90~100 DEG C, obtains polyurethane prepolymer a1
B) the polyurethane prepolymer a obtained to step a)1Middle addition small molecule chain extender, hydrophilic chain extender, solvent, catalyst, in 60~80 DEG C of 4~7h of reaction, obtain Waterborne Polyurethane Prepolymer a2
C) the Waterborne Polyurethane Prepolymer a obtained to step b)2Middle addition solvent, adds salt forming agent under high speed shear, and stirring 1~ 3~5 times of water-reducible silane couplers are added after 2~5min of water high speed dispersion and emulsion is added after 5min, stir 20~40min, Then desolvation under vacuo, produces waterborne polyurethane glass Protection glue.
2. preparation method as claimed in claim 1, it is characterised in that the macromolecular polyol is selected from phthalic anhydride polyester binary One or more in alcohol, PCDL, polycaprolactone diols, PolyTHF dihydric alcohol.
3. preparation method as claimed in claim 1, it is characterised in that the diisocyanate is isophorone diisocyanate Ester, 1,6- hexamethylene diisocyanates or 4,4'- dicyclohexyl methyl hydride diisocyanates.
4. preparation method as claimed in claim 1, it is characterised in that the antioxidant is Hinered phenols, hindered amines or water Poplar acid esters kind antioxidant.
5. preparation method as claimed in claim 1, it is characterised in that the small molecule chain extender is 2- hydroxyls -1,3 the third two Alcohol, 3- methyl isophthalic acids, 5- pentanediols, neopentyl glycol or TMPD;
The hydrophilic chain extender is dihydromethyl propionic acid or dimethylolpropionic acid.
6. preparation method as claimed in claim 1, it is characterised in that the catalyst is being selected from stannous octoate, tin dilaurate just One or more in butyl tin, organic Bi salt catalysts, organic Zn salt catalysts.
7. preparation method as claimed in claim 1, it is characterised in that the silane coupler is N- (β-aminoethyl)-γ-ammonia Hydroxypropyl methyl dimethoxysilane.
8. preparation method as claimed in claim 1, it is characterised in that the salt forming agent is triethylamine, N, N dimethyl ethanol Amine, sodium hydroxide or potassium hydroxide.
9. preparation method as claimed in claim 1, it is characterised in that in step b) and step c), the solvent is independently Selected from acetone or butanone.
10. a kind of waterborne polyurethane glass Protection glue, it is characterised in that by any one of claim 1~9 aqueous polyurethane The preparation method of glass protection glue is made.
CN201710574941.XA 2017-07-14 2017-07-14 Waterborne polyurethane glass Protection glue and preparation method thereof Pending CN107417871A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201710574941.XA CN107417871A (en) 2017-07-14 2017-07-14 Waterborne polyurethane glass Protection glue and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201710574941.XA CN107417871A (en) 2017-07-14 2017-07-14 Waterborne polyurethane glass Protection glue and preparation method thereof

Publications (1)

Publication Number Publication Date
CN107417871A true CN107417871A (en) 2017-12-01

Family

ID=60427235

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201710574941.XA Pending CN107417871A (en) 2017-07-14 2017-07-14 Waterborne polyurethane glass Protection glue and preparation method thereof

Country Status (1)

Country Link
CN (1) CN107417871A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11485677B2 (en) 2019-06-28 2022-11-01 Corning Incorporated Textured glass articles and methods of making the same

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101020808A (en) * 2007-03-15 2007-08-22 黄山市圣雷特化学有限公司 Prepn of water-base polyurethane adhesive
CN101186798A (en) * 2007-11-08 2008-05-28 华明扬 Method for preparing water polyurethane siloxane ventilating coating adhesive used for automobiles and shoes
US20100152374A1 (en) * 2008-12-12 2010-06-17 Industrial Technology Research Institute Flame-retardant waterborne polyurethane dispersion
CN102241956A (en) * 2011-06-30 2011-11-16 江苏中科金龙化工有限公司 Poly(propylene carbonate)-based water-borne polyurethane adhesive and preparation method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101020808A (en) * 2007-03-15 2007-08-22 黄山市圣雷特化学有限公司 Prepn of water-base polyurethane adhesive
CN101186798A (en) * 2007-11-08 2008-05-28 华明扬 Method for preparing water polyurethane siloxane ventilating coating adhesive used for automobiles and shoes
US20100152374A1 (en) * 2008-12-12 2010-06-17 Industrial Technology Research Institute Flame-retardant waterborne polyurethane dispersion
CN102241956A (en) * 2011-06-30 2011-11-16 江苏中科金龙化工有限公司 Poly(propylene carbonate)-based water-borne polyurethane adhesive and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11485677B2 (en) 2019-06-28 2022-11-01 Corning Incorporated Textured glass articles and methods of making the same

Similar Documents

Publication Publication Date Title
CN109553766B (en) Modified polyester polyol and preparation method and application thereof
CN107353386A (en) High-strength aqueous polyurethane of the low mould of selfreparing and preparation method thereof
EP3580250B1 (en) Aqueous coating composition
CN104448200A (en) Preparation method of plant oil-based UV-curable waterborne organosilicone polyurethane resin
JPH05306323A (en) Polyurethane (meth)acrylate and production thereof
DE19812751A1 (en) Solvent-free polyurethane dispersion
CN103820019B (en) Aqueous polyurethane Stripable paint and preparation method thereof
CN106928428B (en) Aqueous polyurethane emulsion and preparation method thereof
CN105440260A (en) Ultraviolet curing urethane acrylate and preparation method thereof
CN104448235A (en) Method for preparing water-resistant, weather-resistant, UV-curable and hyperbranched waterborne polyurethane resin
US20060183848A1 (en) Self-crosslinking high-molecular polyurethane dispersion
CN112980312A (en) Two-component polyurethane waterproof coating and preparation method thereof
CN107417871A (en) Waterborne polyurethane glass Protection glue and preparation method thereof
JP6582515B2 (en) Polyurethane resin and leather adhesive using the composition
JP3444287B2 (en) Alkoxy group-containing silane-modified polyurethane resin, resin composition and polyurethane resin-silica hybrid
CN107880236A (en) A kind of preparation method of the hyperbranched aqueous fluorochemical urethane resin of high-performance UV-curable
JP6213954B2 (en) Fast-curing, two-component, environmentally-friendly urethane waterproof material composition
US9365743B2 (en) Stable, ready-to-use liquid polyurethane resin composition and uses thereof
ES2645912T3 (en) Composition of liquid polyurethane resin, plasticizer, polymerizable comprising said plasticizer and its uses
CN107082863B (en) Preparation method of high-strength cardanol-based waterborne polyurethane
CN109096899B (en) Water-based strippable coating and preparation method thereof
CN109897172B (en) Preparation method and application of alkyd resin, polyurethane and acrylate modified alkyd resin
JP4449038B2 (en) Method for producing aqueous polyurethane composition
TW201630957A (en) Hydroxyl-containing polyurethane resin, polyurethane resin and urethane (meth)acrylate resin using hydroxyl-containing polyurethane resin as starting material, production methods for these resins, overcoat composition, and UV-curable resin composition
KR102289659B1 (en) Polyurethane composition with water expansion and manufacturing method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20171201