CN114989382A - Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application - Google Patents
Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application Download PDFInfo
- Publication number
- CN114989382A CN114989382A CN202210739313.3A CN202210739313A CN114989382A CN 114989382 A CN114989382 A CN 114989382A CN 202210739313 A CN202210739313 A CN 202210739313A CN 114989382 A CN114989382 A CN 114989382A
- Authority
- CN
- China
- Prior art keywords
- resistant
- alcohol
- acid
- alkali
- modified polyurethane
- 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
Links
- 239000003513 alkali Substances 0.000 title claims abstract description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 239000004814 polyurethane Substances 0.000 title claims abstract description 27
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 27
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 15
- 239000010703 silicon Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 10
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 10
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 10
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 23
- 239000002253 acid Substances 0.000 claims description 15
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 10
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 10
- 239000013638 trimer Substances 0.000 claims description 10
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 8
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 8
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 7
- -1 polydimethylsiloxane Polymers 0.000 claims description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- KJISMKWTHPWHFV-UHFFFAOYSA-N ethyl(dimethyl)silicon Chemical compound CC[Si](C)C KJISMKWTHPWHFV-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 claims description 3
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 claims description 2
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 claims description 2
- XYYQWMDBQFSCPB-UHFFFAOYSA-N dimethoxymethylsilane Chemical compound COC([SiH3])OC XYYQWMDBQFSCPB-UHFFFAOYSA-N 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- NLSXASIDNWDYMI-UHFFFAOYSA-N triphenylsilanol Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)C1=CC=CC=C1 NLSXASIDNWDYMI-UHFFFAOYSA-N 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims 5
- 206010001598 Alcohol intolerance Diseases 0.000 abstract description 2
- 239000000976 ink Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000014101 wine Nutrition 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
- C08G18/28—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
- C08G18/61—Polysiloxanes
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention aims to provide alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, a preparation method and application, solves the problems of alcohol intolerance and acid-alkali intolerance, and provides a preparation method of the alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, wherein the synthesized alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane comprises the following components in percentage by mass: 1-10 parts of siloxane containing active groups, 10-50 parts of aliphatic polyisocyanate curing agent, 0.1-1 part of catalyst and 200 parts of solvent; the preparation method comprises the following steps: adding siloxane containing active groups and aliphatic polyisocyanate curing agent into a solvent, adding a catalyst, raising the temperature to 50-100 ℃, and tracking the reaction by an NCO titrator until the content of isocyanate groups is unchanged, and stopping the reaction.
Description
Technical Field
The invention relates to the technical field of water-based ink, in particular to a preparation method of alcohol-resistant and acid-alkali-resistant organic silicon modified polyurethane, the organic silicon modified polyurethane prepared by the method and application thereof.
Background
The water-based ink is mainly prepared by repeatedly grinding water-soluble resin, organic pigment, solvent and related auxiliary agents, and is particularly suitable for packaging and printing products with strict requirements on sanitary conditions, such as cigarettes, wines, foods, beverages, medicines, toys for children and the like.
The polyurethane emulsion is a commonly used component in the water-based ink, and the core of the polyurethane emulsion is polyurethane resin, but the conventional polyurethane resin has poor alcohol resistance and acid and alkali resistance, so that the marking effect of the ink is often failed.
Disclosure of Invention
The invention aims to provide alcohol-resistant and acid-alkali-resistant organic silicon modified polyurethane, a preparation method and application thereof, and solves the problems of alcohol intolerance and acid-alkali intolerance.
The above object of the present invention is achieved by the following technical solutions:
the preparation method of the alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane is characterized in that the synthesized alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane comprises the following components in percentage by mass: 1-10 parts of siloxane containing active groups, 10-50 parts of aliphatic polyisocyanate curing agent, 0.1-1 part of catalyst and 200 parts of solvent; the preparation method comprises the following steps: adding siloxane containing active groups and aliphatic polyisocyanate curing agent into a solvent, adding a catalyst, raising the temperature to 50-100 ℃, and tracking the reaction by an NCO titrator until the-NCO value is less than 5.00, and stopping the reaction.
Further, the siloxane containing active groups is composed of one or more of the following: trimethoxy silane, dimethoxy methyl silane, ethyl dimethyl silane, triphenyl hydroxyl silane and hydroxyl terminated polydimethylsiloxane.
Further, the aliphatic polyisocyanate curing agent is composed of one or more of the following: hexamethylene diisocyanate biuret, hexamethylene diisocyanate trimer, and isophorone diisocyanate trimer.
Further, the catalyst is composed of one or more of the following: dibutyltin dilaurate, dibutyltin dichloride, dibutyltin diacetate, stannous octoate, dimorpholinodiethyl ether or triethylamine.
Further, the solvent is acetic acid.
Further, the active group siloxane is hydroxyl-terminated polydimethylsiloxane, the aliphatic polyisocyanate curing agent is hexamethylene diisocyanate trimer, the catalyst is dibutyltin dilaurate, and the solvent is acetic acid.
Further, the amount of the hydroxyl-terminated polydimethylsiloxane was 1.0g, the amount of the hexamethylene diisocyanate trimer was 8.0g, the amount of the dibutyltin dilaurate was 0.1g, and the amount of the acetic acid was 50 g.
The alcohol-resistant acid-and-alkali-resistant organic silicon modified polyurethane is prepared by the preparation method of the alcohol-resistant acid-and-alkali-resistant organic silicon modified polyurethane.
A water-based ink comprises the alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane.
In summary, the beneficial technical effects of the invention are as follows: the preparation method is simple and quick, has obvious effect, does not change color after repeated wiping of alcohol, and is acid-resistant and alkali-resistant.
Drawings
FIG. 1 is a graph showing the results of the alcohol resistance test in example 1;
FIG. 2 is a graph showing the results of the acid resistance test in example 1;
FIG. 3 is a graph showing the results of the alkali resistance test in example 1;
FIG. 4 is a graph showing the results of the alcohol resistance test in example 2;
FIG. 5 is a graph showing the results of the acid resistance test in example 2;
FIG. 6 is a graph showing the results of the alkali resistance test in example 2;
FIG. 7 is a graph showing the results of the alcohol resistance test in example 3;
FIG. 8 is a graph showing the results of the acid resistance test in example 3;
FIG. 9 is a graph showing the results of the alkali resistance test in example 3;
FIG. 10 is a graph showing the results of an alcohol resistance test in the comparative example;
FIG. 11 is a graph showing the results of the acid resistance test of the comparative example;
FIG. 12 is a graph showing the results of the alkali resistance test of the comparative example.
Detailed Description
The present invention will be described with reference to specific examples.
Example 1.0g of hydroxyl-terminated polydimethylsiloxane and 8.0g of hexamethylene diisocyanate trimer were weighed and added to acetic acid, 0.1g of dibutyltin dilaurate was added, the temperature was raised to 70 ℃ for reaction, a sample was taken out every 30 minutes for-NCO titration, and the reaction was completed when the isocyanate group was not changed.
Example 2 trimethoxy silane 5.0g and hexamethylene diisocyanate biuret 30.0g were weighed and added to 150ml of acetic acid, 0.5g of dibutyl tin diacetate was added, the temperature was raised to 70 ℃ for reaction, a sample was taken out every 30 minutes for-NCO titration, and the reaction was completed when the isocyanate group was not changed any more.
Example 3 Ethyl dimethylsilane 9.0g and isophorone diisocyanate trimer 45.0g were weighed and added to 200ml of acetic acid, 0.8g of dibutyltin dilaurate was added, the temperature was raised to 70 ℃ for reaction, a sample was taken out every 30 minutes for-NCO titration, and when the isocyanate group did not change any more, the reaction was completed.
Comparative example A: commercially available aqueous polyurethane based inks.
The test method comprises the following steps:
the alcohol resistance test method comprises the following steps: dipping the non-woven fabric into 95% alcohol, rubbing the non-woven fabric back and forth for 200 times with 100N force, and observing the surface change of the sample;
the acid resistance test method comprises the following steps: dropwise adding 0.5mL of acid solution with the pH value of 3.0 onto the surface of the sample, standing for 48 hours in an environment at 50 ℃, and observing the surface change of the sample;
alkali resistance test method: 0.5mL of 10.0 pH alkali solution was added dropwise to the surface of the sample, and the mixture was left to stand at 50 ℃ for 48 hours to observe the change in the surface of the sample.
The experimental results are as follows:
the above description is only an embodiment of the present invention, but the scope of the present invention is not limited thereto, and any changes or substitutions that are not thought of through the inventive work should be included in the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope defined by the claims.
Claims (9)
1. The preparation method of the alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane is characterized in that the synthesized alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane comprises the following components in percentage by mass: 1-10 parts of siloxane containing active groups, 10-50 parts of aliphatic polyisocyanate curing agent, 0.1-1 part of catalyst and 200 parts of solvent; the preparation method comprises the following steps: adding siloxane containing active groups and aliphatic polyisocyanate curing agent into a solvent, adding a catalyst, raising the temperature to 50-100 ℃, and tracking the reaction by an NCO titrator until the content of isocyanate groups is unchanged, and stopping the reaction.
2. The alcohol and acid and alkali resistant silicone modified polyurethane as claimed in claim 1, wherein the reactive group-containing siloxane is composed of one or more of the following: trimethoxy silane, dimethoxy methyl silane, ethyl dimethyl silane, triphenyl hydroxyl silane and hydroxyl terminated polydimethylsiloxane.
3. The alcohol and acid and alkali resistant silicone modified polyurethane of claim 1, wherein the aliphatic polyisocyanate curing agent is composed of one or more of the following: hexamethylene diisocyanate biuret, hexamethylene diisocyanate trimer, and isophorone diisocyanate trimer.
4. The alcohol and acid and alkali resistant silicone modified polyurethane of claim 1, wherein the catalyst is one or more of the following: dibutyltin dilaurate, dibutyltin dichloride, dibutyltin diacetate, stannous octoate, dimorpholinodiethyl ether or triethylamine.
5. The alcohol and acid and alkali resistant organosilicon modified polyurethane of claim 1, wherein the solvent is acetic acid.
6. The alcohol and acid and alkali resistant silicone modified polyurethane as claimed in claim 1, wherein the reactive group siloxane is hydroxyl terminated polydimethylsiloxane, the aliphatic polyisocyanate curing agent is hexamethylene diisocyanate trimer, the catalyst is dibutyltin dilaurate, and the solvent is acetic acid.
7. The alcohol and acid and alkali resistant silicone modified polyurethane of claim 6, wherein the hydroxyl terminated polydimethylsiloxane is 1.0g, the hexamethylene diisocyanate trimer is 8.0g, the dibutyltin dilaurate is 0.1g, and the acetic acid is 50 g.
8. The alcohol-resistant acid-alkali-resistant organosilicon modified polyurethane is characterized by being prepared by the preparation method of the alcohol-resistant acid-alkali-resistant organosilicon modified polyurethane of any one of claims 1-7.
9. An aqueous ink comprising the alcohol-and acid-resistant alkali-resistant silicone-modified polyurethane according to claim 8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210739313.3A CN114989382A (en) | 2022-06-28 | 2022-06-28 | Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210739313.3A CN114989382A (en) | 2022-06-28 | 2022-06-28 | Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114989382A true CN114989382A (en) | 2022-09-02 |
Family
ID=83037775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210739313.3A Pending CN114989382A (en) | 2022-06-28 | 2022-06-28 | Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114989382A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101265319A (en) * | 2008-04-28 | 2008-09-17 | 南京大学 | Enhancement organic silicon polyurethane or polyurea |
| CN102604026A (en) * | 2011-02-17 | 2012-07-25 | 浙江深蓝轻纺科技有限公司 | Organic silicon-modified polyurethane resin for synthetic leather and preparation method thereof |
| CN112430310A (en) * | 2020-11-23 | 2021-03-02 | 北京航天新立科技有限公司 | Preparation method of organic silicon modified curing agent for low-surface-energy coating |
-
2022
- 2022-06-28 CN CN202210739313.3A patent/CN114989382A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101265319A (en) * | 2008-04-28 | 2008-09-17 | 南京大学 | Enhancement organic silicon polyurethane or polyurea |
| CN102604026A (en) * | 2011-02-17 | 2012-07-25 | 浙江深蓝轻纺科技有限公司 | Organic silicon-modified polyurethane resin for synthetic leather and preparation method thereof |
| CN112430310A (en) * | 2020-11-23 | 2021-03-02 | 北京航天新立科技有限公司 | Preparation method of organic silicon modified curing agent for low-surface-energy coating |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101519486B (en) | Alcohol/water-soluble urethane resin and production method thereof | |
| CA2413672C (en) | Branched polyurethanes, formulations comprising them, and their use for thickening aqueous systems | |
| CN107033321B (en) | Waterborne polyurethane resin and preparation method thereof | |
| CN102558487B (en) | Composite modified polyurethane emulsion | |
| CN101336258A (en) | Two-part curable composition and polyurethane-polysiloxane resin mixture obtained therefrom | |
| CN111423775B (en) | Single-component water-based finishing varnish and preparation method thereof | |
| CN107141882B (en) | Synthetic method of waterborne polyurethane resin for water-based ink | |
| CN103087286A (en) | Waterborne polyurethane elastic dispersion and preparation method thereof | |
| CN111909351A (en) | Synthetic method and application of waterborne polyurethane for microfiber impregnation | |
| US4217254A (en) | High green strength curable urethane adhesive | |
| CN109970940A (en) | Organic silicon modified aqueous polyurethane dispersion and water-based nail polish prepared therefrom | |
| CN102146260A (en) | Anti-graffito leather finishing agent and using method thereof | |
| CN109535372B (en) | Waterborne polyurethane and preparation method thereof | |
| CN112210061A (en) | Preparation method of organic silicon modified castor oil based waterborne polyurethane film | |
| CN101724134A (en) | Moisture-curing polyisocyanate mixtures | |
| CN113509405B (en) | Preparation method of environment-friendly Maya blue-like water-resistant nail polish | |
| CN114989382A (en) | Alcohol-resistant acid-alkali-resistant organic silicon modified polyurethane, preparation method and application | |
| EP0131534B1 (en) | A polyurethane and method for making stable components thereof | |
| CN102532475A (en) | Polyurea resin compound and hardener | |
| CN109207048B (en) | Nano silicon dioxide modified waterborne polyurethane emulsion, preparation method and application | |
| CN110669201A (en) | Preparation method and application of waterborne polyurethane emulsion | |
| CN106010209A (en) | Preparation method of self-extinction waterborne polyurethane used for PVC (Polyvinyl Chloride) glove coating | |
| CN115569089A (en) | Matte nail polish gel and preparation method thereof | |
| CN115894854A (en) | Waterborne polyurethane surface layer resin and preparation method and application thereof | |
| US9040622B2 (en) | Solvent-based primer solution based on silylated polyurethane (SPUR) chemistry for polycarbonate substrates |
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 | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20220902 |