CN109503800A - A kind of modified aqueous polyurethane and preparation method thereof - Google Patents
A kind of modified aqueous polyurethane and preparation method thereof Download PDFInfo
- Publication number
- CN109503800A CN109503800A CN201811281992.4A CN201811281992A CN109503800A CN 109503800 A CN109503800 A CN 109503800A CN 201811281992 A CN201811281992 A CN 201811281992A CN 109503800 A CN109503800 A CN 109503800A
- Authority
- CN
- China
- Prior art keywords
- aqueous polyurethane
- reaction mixture
- modified aqueous
- chain extender
- added
- 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
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
- C08G18/65—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
-
- 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
-
- 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
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3228—Polyamines acyclic
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
Abstract
The invention discloses a kind of preparation method of modified aqueous polyurethane, including following raw material components and the weight percent of the invention of providing: 25~70 parts of macromolecular polyol；10~30 parts of isocyanates；0.5~10 part of carboxylic acid type hydrophilic chain extender；3~5 parts of neutralizer；1~10 part of polyol chain extender；0.5~5 part of ester catechin；0.5~10 part of small molecule amine rear chain extender；When ester catechin modified aqueous polyurethane prepared by the present invention forms a film, filming performance is good, and thermal stability improves.
Description
Technical field
The present invention relates to polymer resin technology field, in particular to a kind of modified aqueous polyurethane and preparation method thereof.
Background technique
Aqueous polyurethane, according to particle size, can be divided into water emulsification type, water-dispersion type and water-soluble using water as decentralized medium
Three kinds.It is free of or contains less organic solvent, non-ignitable, nontoxic, free from environmental pollution, easy transport, easily transports, is easy to maintain, easy to use,
And the good characteristics such as high-intensitive, wear-resistant intrinsic with polyurethane.
But infringement of the aqueous polyurethane vulnerable to ambient enviroment bacterium especially mould, antibacterial and mouldproof performance is poor, and single
Linear structure aqueous polyurethane thermal stability it is also undesirable.Existing aqueous polyurethane product major part thermal stability and antibacterial
Fungicidal properties is poor, and ester catechin EGCG can not only effectively improve aqueous polyurethane thermal stability, and can substantially improve
The antibacterial and mouldproof of aqueous polyurethane acts on.
Summary of the invention
In view of the foregoing deficiencies of prior art, the purpose of the present invention is to provide a kind of modified aqueous polyurethane and its
Preparation method, the aqueous polyurethane dispersion storage stability is good, and water resistance is good, and antibacterial and mouldproof is had excellent performance.
In order to achieve the above objects and other related objects, the present invention provides a kind of modified aqueous polyurethane, which is characterized in that
Including following raw material components, based on parts by weight:
Optionally, the macromolecular polyol is polycaprolactone glycol, polytetrahydrofuran diol, polycarbonate glycol and gathers
Any one or more composition in tetramethylene adipate glycol.
Optionally, the isocyanates is hexamethylene diisocyanate, isoflurane chalcone diisocyanate and dicyclohexyl
Any one or more composition in methane diisocyanate.
Optionally, the neutralizer is any one or more composition in triethylamine, diethanol amine and triethanolamine.
Optionally, the carboxylic acid type hydrophilic chain extender is selected as DMPA；The polyol chain extender is 1.4- dihydroxy fourth
One or more of alkane, neopentyl glycol, methyl propanediol or 1.4- cyclohexane dimethanol composition.
Optionally, the small molecule amine rear chain extender includes ethylenediamine, two ring of isophorone diamine, hydrazine hydrate and diamino
Any one or more composition in hexyl methane.
Optionally, the chemical formula of the ester catechin is
The present invention also provides a kind of preparation methods of modified aqueous polyurethane, comprising the following steps:
1) macromolecular polyol of the amount and the isocyanates of the amount are added in reactor, and stirring to obtain first
Reaction mixture；
2) the carboxylic acid type hydrophilic chain extender of the amount and the polyalcohol chain extension of the amount are added into the first reaction mixture
Agent, and the second reaction mixture of stirring to obtain；
3) catalyst and acetone, isothermal reaction are added into the second reaction mixture, adds the ester type catechu of the amount
Element is reacted, and Waterborne Polyurethane Prepolymer is obtained；
4) Waterborne Polyurethane Prepolymer is cooled down, then adds the neutralizer of the amount, it is mixed to obtain third reaction
Close object；
5) third reaction mixture is transferred in high speed disperser, is stirred, and be in third reaction mixture
It is added with stirring deionized water；
6) the small molecule amine rear chain extender of the amount is then added, after mixing, obtains ester catechin modified water-soluble
Polyurethane.
Optionally, in step 2), the polynary of carboxylic acid type hydrophilic chain extender and the amount is added into the first reaction mixture
When alcohol chain extender, the first reaction mixture is in stirring.
Optionally, speed of agitator of the high speed disperser when stirring third reaction mixture is 1400r/min.
By adopting the above technical scheme, the ester catechin modified aqueous polyurethane that the present invention prepares, in ester catechin
Containing multiple hydroxyls, the interior crosslinking of aqueous polyurethane can be dramatically increased, to improve the heat-resisting of product, water resistance, ester type
Catechin has inhibiting effect, stable storing to staphylococcus, Escherichia coli, hay bacillus etc. as a kind of natural antibacterial agent
Property it is good, it is heat-resisting, water resistance is excellent, and there is antibacterial and mouldproof performance.
Specific embodiment
Below with reference to embodiment, by the description of the embodiment, the present invention will be further described.
The invention discloses a kind of modified aqueous polyurethanes, raw material used in the preparation, including following components, with
Parts by weight meter: 25~70 parts of macromolecular polyol；10~30 parts of isocyanates；3~5 parts of neutralizer；The hydrophilic chain extension of carboxylic acid type
0.5~10 part of agent；1~10 part of polyol chain extender；0.5~5 part of ester catechin；0.5~10 part of small molecule amine rear chain extender.
Wherein, macromolecular polyol is polycaprolactone glycol, polytetrahydrofuran diol, polycarbonate glycol and polyadipate
Any one or more composition in butyl glycol ester diol；Isocyanates is hexamethylene diisocyanate, isophorone two
Any one or more composition in isocyanates and dicyclohexyl methyl hydride diisocyanate；Neutralizer is triethylamine, diethyl
Any one or more composition in hydramine and triethanolamine；Carboxylic acid type hydrophilic chain extender is selected as dihydromethyl propionic acid
(DMPA)；The polyol chain extender is 1.4- dihydroxy butane, neopentyl glycol, methyl propanediol or 1.4- cyclohexane dimethanol
One or more of composition；Small molecule amine rear chain extender includes ethylenediamine, isophorone diamine, hydrazine hydrate and diamino
Any one or more composition in dicyclohexyl methyl hydride；The chemical formula of ester catechin EGCG is
Embodiment 1
Ester catechin modified aqueous polyurethane the preparation method is as follows:
1) 96g polytetrahydrofuran diol (PTMG2000, relative molecular mass 2000) is weighed to be put into reactor, and
It is added with stirring 26.8g isoflurane chalcone diisocyanate, is kept for 90 DEG C of temperature, stirs 2 hours, obtains the first reaction mixture；
2) the first reaction mixture is cooled to 80 DEG C, be added 2.6g dihydromethyl propionic acid (DMPA), 1.58g methyl-prop two
Alcohol, and kept for 80 DEG C stir 2 hours, obtain the second reaction mixture；
3) the second reaction mixture is cooled to 65 DEG C, catalyst is added and 20g acetone, isothermal reaction 3h are added
1.24gEGCE Waterborne Polyurethane Prepolymer is made；
4) Waterborne Polyurethane Prepolymer is cooled to 15 DEG C, 1.96g triethylamine is added, stirred 1 minute, obtain third reaction
Mixture；
5) third reaction mixture is transferred in high-speed emulsifying machine, under the revolving speed of 1400r/min, be added 307g go from
Sub- water；
6) after the phase transition of third reaction mixture, chain extension after 1.69g ethylenediamine is slowly added into high-speed emulsifying machine
Ester catechin modified aqueous polyurethane is made in reagent.
Embodiment 2
Ester catechin modified aqueous polyurethane the preparation method is as follows:
1) 96g polytetrahydrofuran diol (PTMG2000, relative molecular mass 2000) is weighed to be put into reactor, and
It is added with stirring 26.8g isoflurane chalcone diisocyanate, is kept for 90 DEG C of temperature, stirs 2 hours, obtains the first reaction mixture；
2) the first reaction mixture is cooled to 80 DEG C, be added 2.6g dihydromethyl propionic acid (DMPA), 1.58g methyl-prop two
Alcohol, and kept for 80 DEG C stir 2 hours, obtain the second reaction mixture；
3) the second reaction mixture is cooled to 65 DEG C, catalyst is added and 13g acetone, isothermal reaction 3h are added
Waterborne Polyurethane Prepolymer is made in 1.6gEGCE；
4) Waterborne Polyurethane Prepolymer is cooled to 15 DEG C, 1.96g triethylamine is added, stirred 1 minute, obtain third reaction
Mixture；
5) third reaction mixture is transferred in high-speed emulsifying machine, under the revolving speed of 1400r/min, be added 307g go from
Sub- water；
6) after the phase transition of third reaction mixture, chain extension after 1.69g ethylenediamine is slowly added into high-speed emulsifying machine
Ester catechin modified aqueous polyurethane is made in reagent.
Embodiment 3
Ester catechin modified aqueous polyurethane the preparation method is as follows:
1) 96g polytetrahydrofuran diol (PTMG2000, relative molecular mass 2000) is weighed to be put into reactor, and
It is added with stirring 26.8g isoflurane chalcone diisocyanate, is kept for 90 DEG C of temperature, stirs 2 hours, obtains the first reaction mixture；
2) the first reaction mixture is cooled to 80 DEG C, be added 2.6g dihydromethyl propionic acid (DMPA), 1.58g methyl-prop two
Alcohol, and kept for 80 DEG C stir 2 hours, obtain the second reaction mixture；
3) the second reaction mixture is cooled to 65 DEG C, catalyst is added and 20g acetone, isothermal reaction 3h are added
Waterborne Polyurethane Prepolymer is made in 4.8gEGCE；
4) Waterborne Polyurethane Prepolymer is cooled to 15 DEG C, 1.96g triethylamine is added, stirred 1 minute, obtain third reaction
Mixture；
5) third reaction mixture is transferred in high-speed emulsifying machine, under the revolving speed of 1400r/min, be added 307g go from
Sub- water；
6) after the phase transition of third reaction mixture, chain extension after 1.69g ethylenediamine is slowly added into high-speed emulsifying machine
Ester catechin modified aqueous polyurethane is made in reagent.
Embodiment 4
Ester catechin modified aqueous polyurethane the preparation method is as follows:
1) 96g polytetrahydrofuran diol (PTMG2000, relative molecular mass 2000) is weighed to be put into reactor, and
It is added with stirring 26.8g isoflurane chalcone diisocyanate, is kept for 90 DEG C of temperature, stirs 2 hours, obtains the first reaction mixture；
2) the first reaction mixture is cooled to 80 DEG C, be added 2.6g dihydromethyl propionic acid (DMPA), 1.58g methyl-prop two
Alcohol, and kept for 80 DEG C stir 2 hours, obtain the second reaction mixture；
3) the second reaction mixture is cooled to 65 DEG C, catalyst is added and 20g acetone, isothermal reaction 3h are added
Waterborne Polyurethane Prepolymer is made in 0.9gEGCE；
4) Waterborne Polyurethane Prepolymer is cooled to 15 DEG C, 1.96g triethylamine is added, stirred 1 minute, obtain third reaction
Mixture；
5) third reaction mixture is transferred in high-speed emulsifying machine, under the revolving speed of 1400r/min, be added 307g go from
Sub- water；
6) after the phase transition of third reaction mixture, chain extension after 1.69g ethylenediamine is slowly added into high-speed emulsifying machine
Ester catechin modified aqueous polyurethane is made in reagent.
The experimental result of Examples 1 to 4 is as shown in table 1 below.
Table 1
What has been described above is only a preferred embodiment of the present invention, it is noted that for those of ordinary skill in the art
For, without departing from the concept of the premise of the invention, various modifications and improvements can be made, these belong to the present invention
Protection scope.
Claims (10)
1. a kind of modified aqueous polyurethane, which is characterized in that including following raw material components, based on parts by weight:
2. modified aqueous polyurethane according to claim 1, it is characterised in that: the macromolecular polyol is polycaprolactone
Any one or more combination in glycol, polytetrahydrofuran diol, polycarbonate glycol and polybutylene glyool adipate
Object.
3. modified aqueous polyurethane according to claim 1, it is characterised in that: the isocyanates is that hexa-methylene two is different
Any one or more composition in cyanate, isoflurane chalcone diisocyanate and dicyclohexyl methyl hydride diisocyanate.
4. modified aqueous polyurethane according to claim 1, it is characterised in that: the neutralizer is triethylamine, diethanol
Any one or more composition in amine and triethanolamine.
5. modified aqueous polyurethane according to claim 1, it is characterised in that: the carboxylic acid type hydrophilic chain extender is selected as
DMPA；The polyol chain extender is in 1.4- dihydroxy butane, neopentyl glycol, methyl propanediol or 1.4- cyclohexane dimethanol
One or more kinds of compositions.
6. modified aqueous polyurethane according to claim 1, it is characterised in that: the small molecule amine rear chain extender includes second
Any one or more composition in diamines, isophorone diamine, hydrazine hydrate and diamino-dicyclohexyl methane.
7. modified aqueous polyurethane according to claim 1, it is characterised in that: the chemical formula of the ester catechin is
8. a kind of preparation method of modified aqueous polyurethane, it is characterised in that: the following steps are included:
1) macromolecular polyol of the amount and the isocyanates of the amount are added in reactor, and stirring to obtain first is reacted
Mixture；
2) the carboxylic acid type hydrophilic chain extender of the amount and the polyol chain extender of the amount are added into the first reaction mixture, and
The second reaction mixture of stirring to obtain；
3) catalyst and acetone, isothermal reaction are added into the second reaction mixture, add the ester catechin of the amount into
Row reaction, obtains Waterborne Polyurethane Prepolymer；
4) Waterborne Polyurethane Prepolymer is cooled down, then adds the neutralizer of the amount, obtain third reaction mixture；
5) third reaction mixture is transferred in high speed disperser, is stirred, and be in stirring in third reaction mixture
Lower addition deionized water；
6) the small molecule amine rear chain extender of the amount is then added, after mixing, obtains the poly- ammonia of ester catechin modified water-soluble
Ester.
9. the preparation method of modified aqueous polyurethane according to claim 8, it is characterised in that: in step 2), to first
When the polyol chain extender of carboxylic acid type hydrophilic chain extender and the amount being added in reaction mixture, the first reaction mixture is in and stirs
Mix state.
10. the preparation method of modified aqueous polyurethane according to claim 8, it is characterised in that: high speed disperser is being stirred
Speed of agitator when mixing third reaction mixture is 1400r/min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811281992.4A CN109503800B (en) | 2018-10-30 | 2018-10-30 | Modified waterborne polyurethane and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811281992.4A CN109503800B (en) | 2018-10-30 | 2018-10-30 | Modified waterborne polyurethane and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109503800A true CN109503800A (en) | 2019-03-22 |
| CN109503800B CN109503800B (en) | 2021-07-09 |
Family
ID=65747173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811281992.4A Active CN109503800B (en) | 2018-10-30 | 2018-10-30 | Modified waterborne polyurethane and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109503800B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110643013A (en) * | 2019-10-08 | 2020-01-03 | 浙江合力革业有限公司 | Novel synthetic leather material and preparation method thereof |
| CN114634701A (en) * | 2022-03-25 | 2022-06-17 | 苏州瑞高新材料有限公司 | Modified polyurethane, efficient antibacterial synthetic leather material, yoga mat and preparation method thereof |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1190103A (en) * | 1998-03-17 | 1998-08-12 | 复旦大学 | Biodegradable polyurethane material and its preparation |
| US20040235941A1 (en) * | 1997-10-09 | 2004-11-25 | Mars, Incorporated | Dimer digallate compositions |
| US20080103103A1 (en) * | 2006-10-30 | 2008-05-01 | Bahram Memarzadeh | Reagents and methods to treat ocular diseases and infection |
| CN103102725A (en) * | 2013-03-19 | 2013-05-15 | 郭漫笳 | Coating containing tea dust and tea polyphenol and preparation method of coating |
| CN103952071A (en) * | 2014-05-04 | 2014-07-30 | 段小宁 | Preparation method of environment-friendly light-resistant and waterproof polyurethane coating and adhesive |
| US20160008267A1 (en) * | 2010-04-22 | 2016-01-14 | Skinergistics Clinical Skin Solutions Inc. | Seaweed-derived cosmetic compositions |
| CN106800714A (en) * | 2016-12-23 | 2017-06-06 | 苏州缔绿电子科技有限公司 | It is a kind of to be added with impact resisting packaging sheet material of quartz sand and preparation method thereof |
| WO2018002916A1 (en) * | 2016-06-26 | 2018-01-04 | Technion Research & Development Foundation Limited | Hhh |
| CN107828044A (en) * | 2017-11-15 | 2018-03-23 | 温州医科大学附属第二医院、温州医科大学附属育英儿童医院 | A kind of degradable double J pipe |
| CN108676108A (en) * | 2018-06-01 | 2018-10-19 | 陕西科技大学 | A kind of application of phenolic acid grafting chitosan oligosaccharide, preparation method and its modified aqueous polyurethane |
-
2018
- 2018-10-30 CN CN201811281992.4A patent/CN109503800B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040235941A1 (en) * | 1997-10-09 | 2004-11-25 | Mars, Incorporated | Dimer digallate compositions |
| CN1190103A (en) * | 1998-03-17 | 1998-08-12 | 复旦大学 | Biodegradable polyurethane material and its preparation |
| US20080103103A1 (en) * | 2006-10-30 | 2008-05-01 | Bahram Memarzadeh | Reagents and methods to treat ocular diseases and infection |
| US20160008267A1 (en) * | 2010-04-22 | 2016-01-14 | Skinergistics Clinical Skin Solutions Inc. | Seaweed-derived cosmetic compositions |
| CN103102725A (en) * | 2013-03-19 | 2013-05-15 | 郭漫笳 | Coating containing tea dust and tea polyphenol and preparation method of coating |
| CN103952071A (en) * | 2014-05-04 | 2014-07-30 | 段小宁 | Preparation method of environment-friendly light-resistant and waterproof polyurethane coating and adhesive |
| WO2018002916A1 (en) * | 2016-06-26 | 2018-01-04 | Technion Research & Development Foundation Limited | Hhh |
| CN106800714A (en) * | 2016-12-23 | 2017-06-06 | 苏州缔绿电子科技有限公司 | It is a kind of to be added with impact resisting packaging sheet material of quartz sand and preparation method thereof |
| CN107828044A (en) * | 2017-11-15 | 2018-03-23 | 温州医科大学附属第二医院、温州医科大学附属育英儿童医院 | A kind of degradable double J pipe |
| CN108676108A (en) * | 2018-06-01 | 2018-10-19 | 陕西科技大学 | A kind of application of phenolic acid grafting chitosan oligosaccharide, preparation method and its modified aqueous polyurethane |
Non-Patent Citations (5)
| Title |
|---|
| M.P.ARRIETA: "Polyurethane based on PLA and PCL incorporated with catechin:Structural, thermal and mechanical characterization", 《EUROPEAN POLYMER JOURNAL》 * |
| SEUNG-HUN KIM等: "Epigallocatechin‐3‐gallate protects toluene diisocyanate‐induced airway inflammation in a murine model of asthma", 《FEBS LETTERS》 * |
| 徐炽焕: "应用茶多酚开发抗菌除臭的聚氨酯泡沫", 《应用开发》 * |
| 毕红等: "新型茶单宁聚氨酯材料的研究", 《安徽大学学报(自然科学版)》 * |
| 赖小娟等: "单宁酸改性水性聚氨酯的制备及其性能", 《石油化工》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110643013A (en) * | 2019-10-08 | 2020-01-03 | 浙江合力革业有限公司 | Novel synthetic leather material and preparation method thereof |
| CN114634701A (en) * | 2022-03-25 | 2022-06-17 | 苏州瑞高新材料有限公司 | Modified polyurethane, efficient antibacterial synthetic leather material, yoga mat and preparation method thereof |
| CN114634701B (en) * | 2022-03-25 | 2024-02-13 | 苏州瑞高新材料股份有限公司 | Modified polyurethane, efficient antibacterial synthetic leather material, yoga mat and preparation method of yoga mat |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109503800B (en) | 2021-07-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4746034B2 (en) | Catalyst composition | |
| CN103709363A (en) | Sulfonate polyurethane emulsion with high solid content as well as preparation method and application thereof | |
| AU2005242169A1 (en) | Continuous method for manufacturing an acid functional blocked solid isocyanate | |
| CN102827340A (en) | Organosilicon-modified waterborne polyurethane composite material and applications thereof | |
| CN102504166A (en) | Preparation method of hyperbranched water-based polyurethane hydroxy component | |
| Lee et al. | Polyurethane dispersions derived from polycarbonatediols by a solvent‐free process | |
| CN110724449B (en) | Polycarbonate modified wear-resistant coating and preparation method thereof | |
| CN109503800A (en) | A kind of modified aqueous polyurethane and preparation method thereof | |
| CN114075322A (en) | Waterborne polyurethane resin emulsion and preparation method thereof | |
| CN102432800B (en) | Water-oil dual-purpose dispersion agent as well as preparation method and application thereof | |
| WO2014088023A1 (en) | Copolymerized polyurethane resin and aqueous emulsion | |
| CN108794723A (en) | A kind of biology base dumb light aqueous polyurethane dispersion and preparation method thereof | |
| JP2010024319A (en) | Method for producing polyurethane beads | |
| CN114276519B (en) | Self-extinction waterborne polyurethane and preparation method thereof | |
| JP5596363B2 (en) | Aqueous dispersion of carbonyl group-containing urethane urea resin | |
| CN107778447A (en) | A kind of aqueous one-component moisture polyurethane curing agent and preparation method thereof | |
| CN114181357A (en) | Bio-based solvent-free waterborne polyurethane emulsion and application thereof in preparing printing ink | |
| CN102093696B (en) | Ketone-group-containing aqueous polyurethane resin capable of being cured at room temperature and preparation method thereof | |
| US8153708B2 (en) | Process for forming a waterborne composite polyurethane/acrylic polymer dispersion | |
| CN102399434A (en) | Preparation method for sulfonic acid type water-based polyurethane | |
| CN105801794B (en) | A kind of production technology of trimer curing agent high polymer material | |
| CN113527620A (en) | Non-ionic aqueous polyurethane gel and preparation method thereof | |
| CN111139659A (en) | DMF (dimethyl formamide) -free and toluene-free polyurethane fabric resin for textile coating | |
| JP2000169701A (en) | Preparation of polyurethane resin aqueous dispersion | |
| Wu et al. | Influence of an oligomer polyol and monomers on the structure and properties of core–shell polyurethane–poly (n‐butyl acrylate‐co‐styrene) hybrid emulsions |
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 |