CN114539499A - 一种高自愈合能力的水性聚氨酯及其应用 - Google Patents
一种高自愈合能力的水性聚氨酯及其应用 Download PDFInfo
- Publication number
- CN114539499A CN114539499A CN202210164001.4A CN202210164001A CN114539499A CN 114539499 A CN114539499 A CN 114539499A CN 202210164001 A CN202210164001 A CN 202210164001A CN 114539499 A CN114539499 A CN 114539499A
- Authority
- CN
- China
- Prior art keywords
- waterborne polyurethane
- chain extender
- fluorine
- aqueous polyurethane
- polyol
- 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.)
- Granted
Links
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 50
- 239000004814 polyurethane Substances 0.000 title claims abstract description 50
- 239000000463 material Substances 0.000 claims abstract description 27
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 26
- 239000011737 fluorine Substances 0.000 claims description 26
- 229910052731 fluorine Inorganic materials 0.000 claims description 26
- 229920005862 polyol Polymers 0.000 claims description 26
- 150000003077 polyols Chemical class 0.000 claims description 26
- 239000004970 Chain extender Substances 0.000 claims description 22
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 18
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 16
- 229920000570 polyether Polymers 0.000 claims description 16
- 239000012875 nonionic emulsifier Substances 0.000 claims description 15
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 12
- IELVMUPSWDZWSD-UHFFFAOYSA-N 2,2,3,3,4,4-hexafluoropentane-1,5-diol Chemical group OCC(F)(F)C(F)(F)C(F)(F)CO IELVMUPSWDZWSD-UHFFFAOYSA-N 0.000 claims description 10
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 10
- -1 dihydroxy disulfide compound Chemical class 0.000 claims description 8
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 7
- 229910052797 bismuth Inorganic materials 0.000 claims description 7
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- XGKGITBBMXTKTE-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)disulfanyl]phenol Chemical compound C1=CC(O)=CC=C1SSC1=CC=C(O)C=C1 XGKGITBBMXTKTE-UHFFFAOYSA-N 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 5
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 5
- 229910052710 silicon Inorganic materials 0.000 claims description 5
- 239000010703 silicon Substances 0.000 claims description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- KYNFOMQIXZUKRK-UHFFFAOYSA-N 2,2'-dithiodiethanol Chemical compound OCCSSCCO KYNFOMQIXZUKRK-UHFFFAOYSA-N 0.000 claims description 2
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 claims description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 2
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 claims description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052748 manganese Inorganic materials 0.000 claims description 2
- 239000011572 manganese Substances 0.000 claims description 2
- 230000003472 neutralizing effect Effects 0.000 claims description 2
- 238000006068 polycondensation reaction Methods 0.000 claims description 2
- 229920005906 polyester polyol Polymers 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 20
- 210000003491 skin Anatomy 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 13
- 238000001816 cooling Methods 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 238000012360 testing method Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 5
- 238000004945 emulsification Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 238000005303 weighing Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 210000002615 epidermis Anatomy 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000000879 optical micrograph Methods 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- JARODAOQOSWMRF-UHFFFAOYSA-N disulfanediol Chemical compound OSSO JARODAOQOSWMRF-UHFFFAOYSA-N 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/60—Materials for use in artificial skin
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3802—Low-molecular-weight compounds having heteroatoms other than oxygen having halogens
- C08G18/3804—Polyhydroxy compounds
- C08G18/3812—Polyhydroxy compounds having fluorine atoms
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5096—Polyethers having heteroatoms other than oxygen containing silicon
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6625—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/34
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transplantation (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polyurethanes Or Polyureas (AREA)
- Materials For Medical Uses (AREA)
Abstract
本发明公开了一种高自愈合能力的水性聚氨酯及其应用，涉及水性聚氨酯材料技术领域，由于本发明所述水性聚氨酯中引入2,2,3,3,4,4‑六氟‑1,5‑戊二醇、有机硅聚醚多元醇、双羟基二硫化合物、含氟非离子乳化剂及亲水扩链剂，因此该材料具有高效的自愈合能力、环保性能、耐热性能及近似人体皮肤的触感，填补了国内外未开发出具有高效自愈合能力、亲水性能及亲肤性能材料的空白。
Description
技术领域：
本发明涉及水性聚氨酯材料技术领域，具体涉及一种高自愈合能力的水性聚氨酯及其应用。
背景技术：
随着智能可穿戴设备、软体机器人皮肤的需求越来越高，研发人体皮肤性能相似材料的市场越来越急切。不过目前国内外很多研究机构均着重开发硅橡胶及热塑性弹性体等材料，但是该类材料不仅触感不佳，而且其均没有亲水能力，该类材料制成的皮肤极易在潮湿环境下失真；国内外科研机构也着重研究具有自愈合性能的人工皮肤，但是很多材料需要在高温下自愈合，或者需要经历很长时间才能自愈合，这些材料自愈合效率都比较低。因此，开发具有亲水性能且高自愈合能力的材料将非常契合人工皮肤的要求。
发明内容：
鉴于国内外未开发出高自愈合能力且具有亲水性能的材料，本发明所要解决的技术问题在于提供一种高自愈合能力的水性聚氨酯，该材料具有高效的自愈合能力，亲水性能优异，环保性能好，耐热性能好，并具有接近人体皮肤的触感，因此该材料在人工皮肤、软体机器人、可穿戴设备及假肢表皮等方面具有广阔的应用前景。
本发明所要解决的技术问题采用以下的技术方案来实现：
本发明提供了一种高自愈合能力的水性聚氨酯，是由异氰酸酯、大分子多元醇、有机硅聚醚多元醇、亲水扩链剂、含氟扩链剂、小分子扩链剂、双羟基二硫化合物、催化剂、中和剂、含氟非离子乳化剂及后扩链剂经过缩聚反应制备而来。
所述水性聚氨酯的固含量为40％～60％。
所述异氰酸酯包括异佛尔酮二异氰酸酯(IPDI)、4,4-二环己基甲烷二异氰酸酯(HMDI)、六甲撑二异氰酸酯(HDI)、甲苯-2,4-二异氰酸酯(TDI)、二苯基甲烷二异氰酸酯(MDI)中的一种或多种。
所述大分子多元醇包括聚醚多元醇(PPG系列)、聚四氢呋喃多元醇(PTMG系列)、聚酯多元醇、聚碳多元醇中的一种或多种。
所述亲水扩链剂包括二羟甲基丙酸、二羟甲基丁酸、磺酸盐型亲水扩链剂中的一种或多种。
所述含氟扩链剂为2,2,3,3,4,4-六氟-1,5-戊二醇。
所述小分子扩链剂包括2-甲基-1,3-丙二醇(MPO)、1,4-丁二醇(BDO)、环己烷二甲醇(CHDM)、三羟甲基丙烷(TMP)中的一种或多种。
所述双羟基二硫化合物包括双(2-羟乙基)二硫化物、双(4-羟基苯基)二硫醚中的一种或多种。
所述后扩链剂包括乙二胺、己二胺、异氟尔酮二胺、1,4-环己二甲胺中的一种或多种。
所述含氟非离子乳化剂包括FS-3000、FS-3100、FCF-204、FCF-206中的一种或多种。
所述催化剂包括有机铋类催化剂、锆类催化剂、锰类催化剂中的一种或多种。
所述中和剂包括三乙胺、氨水、三乙醇胺和氢氧化钠中的一种或多种。
所述含氟扩链剂的占比为水性聚氨酯预聚体质量的1％-10％。
所述有机硅聚醚多元醇的占比为水性聚氨酯预聚体质量的5％-35％。
所述双羟基二硫化合物的占比为水性聚氨酯预聚体质量的1％-10％。
所述含氟非离子乳化剂的占比为水性聚氨酯预聚体质量的1％-10％。
所述催化剂的占比为水性聚氨酯预聚体质量的0.1％～0.3％。
由于本发明的水性聚氨酯采用内外乳化工艺制备得到，该水性聚氨酯固含量可以提高至40％及以上；该水性聚氨酯中引入了2,2,3,3,4,4-六氟-1,5-戊二醇及含氟非离子乳化剂，从而水性聚氨酯主链中不仅含有氟官能团，同时其乳液中存在含氟非离子乳化剂，使该材料具有较强的氢键作用，因此其分子间作用力很强，并且水性聚氨酯主链中引入了双硫键，该官能团键能较弱，其在一定温度下也能实现自愈合能力，因此该材料在多重自愈合机理作用下获得了高自愈合能力，其在60℃下10min即可完成自愈合；由于亲水扩链剂的存在，该材料亲水性能极佳，有类似表皮的亲水特性；由于该材料以水作为溶剂，因此其环保性能优良；由于水性聚氨酯主链中引入了有机硅聚醚多元醇，因此该材料具有十分接近皮肤的触感。
本发明还提供了上述高自愈合能力的水性聚氨酯在制备人工皮肤、软体机器人、可穿戴设备及假肢表皮中的应用。
本发明的有益效果是：由于本发明所述水性聚氨酯中引入2,2,3,3,4,4-六氟-1,5-戊二醇、有机硅聚醚多元醇、双羟基二硫化合物、含氟非离子乳化剂及亲水扩链剂，因此该材料具有高效的自愈合能力、环保性能、耐热性能及近似人体皮肤的触感，填补了国内外未开发出具有高效自愈合能力、亲水性能及亲肤性能材料的空白。
附图说明：
图1为样条在不同时间段自愈合变化情况的光学显微镜图。
具体实施方式：
为了使本发明实现的技术手段、创作特征、达成目的与功效易于明白了解，下面结合具体实施例和图示，进一步阐述本发明。
下面实施例和对比例除了催化剂购自于德音化学，其余原材料均购买自阿拉丁试剂有限公司。
实施例1
一种高自愈合水性聚氨酯的制备，包括以下步骤：
称取90g聚四氢呋喃多元醇(分子量3000)，18g有机硅聚醚多元醇(分子量1800)和26.64g异佛尔酮二异氰酸酯加入三口烧瓶中，在90℃下搅拌反应2h；然后向三口烧瓶中分别添加3g二羟甲基丙酸、3.24g 2,2,3,3,4,4-六氟-1,5-戊二醇、3.75g双(4-羟基苯基)二硫醚、0.1g 1,4-丁二醇和15g丙酮，在80℃下继续搅拌反应2h；然后加入0.29g有机铋催化剂DY-20和10g丙酮，反应温度降温至70℃，继续反应3h；将得到的预聚体降温至50℃，加入2.26g三乙胺反应2min，把3.75g含氟非离子乳化剂FS-3100和225g蒸馏水搅拌均匀后加入三口烧瓶中进行乳化，最后加入2.81g 1,4-环己二甲胺进行后扩链反应，即得高自愈合水性聚氨酯。
实施例2
一种高自愈合水性聚氨酯的制备，包括以下步骤：
称取90g聚醚多元醇PPG-3000(分子量3000)，18g有机硅聚醚多元醇(分子量1800)和31.44g 4,4-二环己基甲烷二异氰酸酯加入三口烧瓶中，在90℃下搅拌反应2h；然后向三口烧瓶中分别添加3g二羟甲基丙酸，3.24g 2,2,3,3,4,4-六氟-1,5-戊二醇、3.75g双(4-羟基苯基)二硫醚、0.1g 1,4-丁二醇和15g丙酮，在80℃下继续搅拌反应2h；然后加入0.29g有机铋催化剂DY-20和10g丙酮，反应温度降温至70℃，继续反应3h；将得到的预聚体降温至50℃，加入2.26g三乙胺反应2min，把3.8g含氟非离子乳化剂FS-3100和238g蒸馏水搅拌均匀后加入三口烧瓶中乳化打开，最后加入2.81g 1,4-环己二甲胺进行后扩链反应，即得高自愈合水性聚氨酯。
实施例3
一种高自愈合水性聚氨酯的制备，包括以下步骤：
称取90g聚碳多元醇PCD-3000(分子量3000)，18g有机硅聚醚多元醇(分子量1800)和31.44g 4,4-二环己基甲烷二异氰酸酯加入三口烧瓶中，在90℃下搅拌反应2h；然后向三口烧瓶中分别添加3g二羟甲基丙酸，3.24g 2,2,3,3,4,4-六氟-1,5-戊二醇、3.75g双(4-羟基苯基)二硫醚、0.1g 1,4-丁二醇和15g丙酮，在80℃下继续搅拌反应2h；然后加入0.29g有机铋催化剂DY-20和10g丙酮，反应温度降温至70℃，继续反应3h；将得到的预聚体降温至50℃，加入2.26g三乙胺反应2min，把3.8g含氟非离子乳化剂FS-3100和238g蒸馏水搅拌均匀后加入三口烧瓶中乳化打开，最后加入2.81g 1,4-环己二甲胺进行后扩链反应，即得高自愈合水性聚氨酯。
对比例1
一种含氟水性聚氨酯的制备，包括以下步骤：
称取90g聚四氢呋喃多元醇(分子量3000)，18g有机硅聚醚多元醇(分子量1800)和26.64g异佛尔酮二异氰酸酯加入三口烧瓶中，在90℃下搅拌反应2h；然后向三口烧瓶中分别添加3g二羟甲基丙酸，4g 2,2,3,3,4,4-六氟-1,5-戊二醇和15g丙酮，在80℃下继续搅拌反应2h；然后加入0.28g有机铋催化剂DY-20和10g丙酮，反应温度降温至70℃，继续反应3h；将得到的预聚体降温至50℃，加入2.26g三乙胺反应3min，将预聚体降温至10℃，然后将预聚体出料至梅花桶，把3.6g含氟非离子乳化剂FS-3100和274g蒸馏水搅拌均匀后加入三口烧瓶中进行乳化，最后加入3.5g 1,4-环己二甲胺进行后扩链反应，放置8h后脱去丙酮，即得到含氟水性聚氨酯。
对比例2
一种常规水性聚氨酯的制备，包括以下步骤：
称取90g聚四氢呋喃多元醇(分子量3000)，18g有机硅聚醚多元醇(分子量1800)和26.64g异佛尔酮二异氰酸酯加入三口烧瓶中，在90℃下搅拌反应2h；然后向三口烧瓶中分别添加4.6g二羟甲基丙酸，0.95g 1,4-丁二醇，0.67g三羟甲基丙烷和15g丙酮，在80℃下继续搅拌反应2h；然后加入0.28g有机铋催化剂DY-20和10g丙酮，反应温度降温至70℃，继续反应3h；将得到的预聚体降温至50℃，加入110g丙酮进行降粘，加入3.47g三乙胺反应3min，将预聚体降温至10℃，然后将预聚体出料至梅花桶，加入274g蒸馏水于分散机中乳化打开，分散机转速为2000～3500r/min，最后加入3.16g1,4-环己二甲胺进行后扩链反应，放置8h后脱去丙酮，即得到水性聚氨酯。
上述实施例1-3与对比例1、对比例2制备的树脂分别为高自愈合水性聚氨酯、含氟水性聚氨酯、常规水性聚氨酯，分别将实施例1-3、对比例1、对比例2制备的树脂成膜，然后每组分别取两块尺寸为10cm*1cm*0.1cm的样条，其中一组直接进行力学性能测试，得到原样的力学性能测试结果；另外一组切割宽2mm的裂口，将实施例1-3样条放入60℃烘箱加热10min并观察自愈合情况，将对比例1和对比例2样条放入150℃烘箱加热1h并观察自愈合情况，最后进行力学性能测试，得到缺口自愈合样的力学性能测试结果。力学性能测试标准参照GB/T 1040-1992。力学性能测试结果表1所示，图1为样条在不同时间段自愈合变化情况的光学显微镜图。
表1
| 编号 | 模量(MPa) | 拉伸强度(MPa) | 断裂伸长率(％) |
| 实施例1原样 | 3.17 | 21.42 | 1089 |
| 实施例1缺口自愈合样 | 3.05 | 20.58 | 1072 |
| 实施例2原样 | 3.51 | 18.06 | 1160 |
| 实施例2缺口自愈合样 | 3.35 | 16.91 | 1104 |
| 实施例3原样 | 3.79 | 30.59 | 980 |
| 实施例3缺口自愈合样 | 3.67 | 28.97 | 962 |
| 对比例1原样 | 2.93 | 15.76 | 803 |
| 对比例1缺口自愈合样 | 2.84 | 14.62 | 784 |
| 对比例2原样 | 3.96 | 30.51 | 983 |
通过上述测试可知，实施例1、实施例2、实施例3、对比例1有缺口的样条在烘箱中加热后都能自愈合，对比例2并未愈合；且实施例1、实施例2、实施例3、对比例1没缺口的样条和有缺口但自愈合后的样条在力学性能上基本一致，由于对比例2有缺口的样条不能自愈合，因此该缺口样条的力学性能数据无法得到，测试过程中拉力机刚施力后直接断裂。所以，本发明在水性聚氨酯中引入含氟小分子二元醇(2,2,3,3,4,4-六氟-1,5-戊二醇)、含氟非离子乳化剂、双硫键(双羟基二硫化合物)并利用多重自愈合机理来提高水性聚氨酯自愈合的效率。
本发明的水性聚氨酯采用内外乳化工艺制备得到，即水性聚氨酯主链中不仅含有亲水基团，并利用含氟非离子乳化剂进行外乳化，从而实现内外乳化工艺，该工艺能够提高水性聚氨酯的固含量。而且水性聚氨酯主链中引入含氟小分子二元醇(2,2,3,3,4,4-六氟-1,5-戊二醇)、双羟基二硫化合物、含硅聚醚多元醇，由于主链及乳液中均含有氟官能团，因此其具有较强的氢键作用，分子间作用力很强，并且引入键能较弱的双硫键来进一步加强自愈合能力，该材料能够在60℃下10min即可完成自愈合。由于主链中依然存在亲水基团，该材料亲水性能极佳，有类似人工表皮的亲水特性；由于该材料以水作为溶剂，因此其环保性能优良；由于水性聚氨酯主链中引入了有机硅聚醚多元醇，因此该材料具有十分接近皮肤的触感。基于该材料优异的性能，因此其在人工皮肤、软体机器人、可穿戴设备及假肢表皮等方面具有广阔的应用前景。
以上显示和描述了本发明的基本原理和主要特征和本发明的优点。本行业的技术人员应该了解，本发明不受上述实施例的限制，上述实施例和说明书中描述的只是说明本发明的原理，在不脱离本发明精神和范围的前提下，本发明还会有各种变化和改进，这些变化和改进都落入要求保护的本发明范围内。本发明要求保护范围由所附的权利要求书及其等效物界定。
Claims (10)
1.一种高自愈合能力的水性聚氨酯，其特征在于：是由异氰酸酯、大分子多元醇、有机硅聚醚多元醇、亲水扩链剂、含氟扩链剂、小分子扩链剂、双羟基二硫化合物、催化剂、中和剂、含氟非离子乳化剂及后扩链剂经过缩聚反应制备而来。
2.根据权利要求1所述的水性聚氨酯，其特征在于：所述水性聚氨酯的固含量为40％～60％。
3.根据权利要求1所述的水性聚氨酯，其特征在于：所述异氰酸酯包括异佛尔酮二异氰酸酯、4,4-二环己基甲烷二异氰酸酯、六甲撑二异氰酸酯、甲苯-2,4-二异氰酸酯、二苯基甲烷二异氰酸酯中的一种或多种；所述大分子多元醇包括聚醚多元醇、聚四氢呋喃多元醇、聚酯多元醇、聚碳多元醇中的一种或多种。
4.根据权利要求1所述的水性聚氨酯，其特征在于：所述含氟扩链剂为2,2,3,3,4,4-六氟-1,5-戊二醇。
5.根据权利要求1所述的水性聚氨酯，其特征在于：所述亲水扩链剂包括二羟甲基丙酸、二羟甲基丁酸、磺酸盐型亲水扩链剂中的一种或多种；所述小分子扩链剂包括2-甲基-1,3-丙二醇、1,4-丁二醇、环己烷二甲醇、三羟甲基丙烷中的一种或多种；所述后扩链剂包括乙二胺、己二胺、异氟尔酮二胺、1,4-环己二甲胺中的一种或多种。
6.根据权利要求1所述的水性聚氨酯，其特征在于：所述双羟基二硫化合物包括双(2-羟乙基)二硫化物、双(4-羟基苯基)二硫醚中的一种或多种。
7.根据权利要求1所述的水性聚氨酯，其特征在于：所述含氟非离子乳化剂包括FS-3000、FS-3100、FCF-204、FCF-206中的一种或多种。
8.根据权利要求1所述的水性聚氨酯，其特征在于：所述催化剂包括有机铋类催化剂、锆类催化剂、锰类催化剂中的一种或多种；所述中和剂包括三乙胺、氨水、三乙醇胺和氢氧化钠中的一种或多种。
9.根据权利要求1所述的水性聚氨酯，其特征在于：所述含氟扩链剂的占比为水性聚氨酯预聚体质量的1％-10％；所述有机硅聚醚多元醇的占比为水性聚氨酯预聚体质量的5％-35％；所述双羟基二硫化合物的占比为水性聚氨酯预聚体质量的1％-10％；所述含氟非离子乳化剂的占比为水性聚氨酯预聚体质量的1％-10％；所述催化剂的占比为水性聚氨酯预聚体质量的0.1％～0.3％。
10.权利要求1-9任意一项所述的水性聚氨酯在制备人工皮肤、软体机器人、可穿戴设备及假肢表皮中的应用。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210164001.4A CN114539499B (zh) | 2022-02-22 | 2022-02-22 | 一种高自愈合能力的水性聚氨酯及其应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210164001.4A CN114539499B (zh) | 2022-02-22 | 2022-02-22 | 一种高自愈合能力的水性聚氨酯及其应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114539499A true CN114539499A (zh) | 2022-05-27 |
| CN114539499B CN114539499B (zh) | 2023-12-05 |
Family
ID=81677365
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210164001.4A Active CN114539499B (zh) | 2022-02-22 | 2022-02-22 | 一种高自愈合能力的水性聚氨酯及其应用 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114539499B (zh) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107286318A (zh) * | 2017-07-01 | 2017-10-24 | 浙江工业大学之江学院 | 一种超疏水聚氨酯涂层及其制备方法 |
| CN112409561A (zh) * | 2020-11-16 | 2021-02-26 | 中国科学院宁波材料技术与工程研究所 | 一种自愈合抗老化可控降解型聚氨酯及其制备方法与应用 |
| CN112574375A (zh) * | 2019-09-30 | 2021-03-30 | 中国科学院宁波材料技术与工程研究所 | 一种自愈合疏水型聚氨酯及其制备方法与应用 |
| CN112870438A (zh) * | 2021-02-04 | 2021-06-01 | 合肥科天水性科技有限责任公司 | 一种生物基水性聚氨酯在人工皮肤表皮材料中用途 |
| CN114957592A (zh) * | 2022-04-21 | 2022-08-30 | 中国科学院宁波材料技术与工程研究所 | 一种血液环境自愈合的聚氨酯弹性体及其制备方法和应用 |
-
2022
- 2022-02-22 CN CN202210164001.4A patent/CN114539499B/zh active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107286318A (zh) * | 2017-07-01 | 2017-10-24 | 浙江工业大学之江学院 | 一种超疏水聚氨酯涂层及其制备方法 |
| CN112574375A (zh) * | 2019-09-30 | 2021-03-30 | 中国科学院宁波材料技术与工程研究所 | 一种自愈合疏水型聚氨酯及其制备方法与应用 |
| CN112409561A (zh) * | 2020-11-16 | 2021-02-26 | 中国科学院宁波材料技术与工程研究所 | 一种自愈合抗老化可控降解型聚氨酯及其制备方法与应用 |
| CN112870438A (zh) * | 2021-02-04 | 2021-06-01 | 合肥科天水性科技有限责任公司 | 一种生物基水性聚氨酯在人工皮肤表皮材料中用途 |
| CN114957592A (zh) * | 2022-04-21 | 2022-08-30 | 中国科学院宁波材料技术与工程研究所 | 一种血液环境自愈合的聚氨酯弹性体及其制备方法和应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN114539499B (zh) | 2023-12-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106496485B (zh) | 一种环氧改性阴/非离子水性聚氨酯树脂及其制备方法 | |
| KR101830749B1 (ko) | 자가복원 폴리우레탄계 중합체 및 이의 제조방법 | |
| CN105367743B (zh) | 一种水性聚氨酯乳液的合成方法 | |
| DE68925328T2 (de) | Kontaktlinse auf der Basis von vernetzten Silikon-Urethanpolymeren | |
| CN106084352B (zh) | 一种高性能聚氨酯改性丁腈胶乳手套及其制备方法 | |
| DE1940181C3 (de) | Verfahren zur Herstellung von Polyurethanelastomeren | |
| CN109608605A (zh) | 一种离子-非离子型水性聚氨酯分散体制备方法 | |
| CN108840987A (zh) | 有机硅多元醇改性的水性聚氨酯乳液及制法 | |
| CN112239530A (zh) | 一种疏水自愈超弹性聚氨酯弹性体制备的新方法 | |
| KR102306302B1 (ko) | 바이오 폴리올 화합물 및 이의 제조방법 | |
| EP3632958B1 (en) | Method for producing a biopolyether polyol, biopolyether polyol, and biopolyurethane resin | |
| US20220127428A1 (en) | Anti-fouling polyurethane thin film with high elasticity and high transparency, preparation method and use thereof | |
| CN113817119A (zh) | 一种双硫键和多重氢键协同作用的自愈合水性聚氨酯的制备方法 | |
| KR20210142410A (ko) | 항균성 바이오 폴리올 화합물 및 이의 제조방법 | |
| CN112409561A (zh) | 一种自愈合抗老化可控降解型聚氨酯及其制备方法与应用 | |
| EP0065688B1 (de) | Verfahren zur Herstellung von Lösungsmittelarmen, hitzehärtbaren Polyurethan-Reaktivbeschichtungsmassen und ihre Verwendung in Direkt- und Umkehr-Beschichtungsverfahren | |
| CN115612051A (zh) | 一种高韧性可自修复聚硅氧烷弹性体及其制备方法 | |
| US20220056193A1 (en) | Organosilicon-modified polyurethane resin and method for producing the same | |
| CN104211896A (zh) | 一种阳离子反应型双子聚氨酯表面活性剂及其制备方法 | |
| CN113321780B (zh) | 一种有机硅改性聚氨酯的制备方法 | |
| CN115044003B (zh) | 一种含氟自愈合水性聚氨酯人工皮肤材料的制备方法 | |
| US5959003A (en) | Particulate aqueous polyurethane dispersion and process for producing the same | |
| CN114539499A (zh) | 一种高自愈合能力的水性聚氨酯及其应用 | |
| CN114539505B (zh) | 一种氨基酸改性水性聚氨酯丙烯酸酯及其制备方法 | |
| CN114478977B (zh) | 一种侧链含氨基的聚氨酯及其制备方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |