CN104672418A - Single-component high solid-content polyurethane resin as well as preparation method and application thereof - Google Patents
Single-component high solid-content polyurethane resin as well as preparation method and application thereof Download PDFInfo
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- CN104672418A CN104672418A CN201410835990.0A CN201410835990A CN104672418A CN 104672418 A CN104672418 A CN 104672418A CN 201410835990 A CN201410835990 A CN 201410835990A CN 104672418 A CN104672418 A CN 104672418A
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Abstract
The invention discloses a single-component high solid-content polyurethane resin, as well as a preparation method and an application thereof. The single-component high solid-content polyurethane resin is prepared from the following components: more than one of the isocyanate terminated polyurethane prepolymer, a curing agent and cyclic lactone or a cyclic alkylene carbonate compound, wherein the NCO% content of the isocyanate terminated polyurethane prepolymer is 1.5-7.0%; and the isocyanate terminated polyurethane prepolymer is prepared by taking the polyether polyol, the chain extender and the isocyanate as starting raw materials, or taking the polyether polyol and the isocyanate as starting raw materials. The single-component high solid-content polyurethane resin is convenient to use, high in solid content, free of toxic substance in the whole reaction and using process, environment-friendly and energy-saving, good in storage stability and particular good in low-temperature storage stability without using a thermos van to transport or an insulated housing to store when the temperature is low, and also is high in leather peel strength and excellent in hydrolysis resistance.
Description
Technical field
The present invention relates to urethane resin and Preparation Method thereof and application.
Background technology
Synthetic leather industry, through development for many years, has developed into pursuit quality product, while outward appearance and price, more focuses on the environmental-protecting performance of product.Therefore, increasing industry personage is devoted to the research and development of this kind of environmentfriendly products, and what research was hotter at present is aqueous polyurethane and large arch dam urethane resin.But up to the present, waterborne polyurethane resin is because physical property is poor and the volatilization of water needs to change production line, thus its application is restricted.
Large arch dam urethane is owing to having excellent physical property, and solid content is high, and the volatile quantity of solvent is few, existing production line just can complete production, therefore Application Areas is more wide.Patent CN102964563A discloses a kind of large arch dam urethane tree, and this resin still have employed the solvent of conventional solvent type polyurethane resin, DMF (DMF) and butanone, and DMF is very large to the harm of environment; Disclosed in patent CN101613455B, large arch dam polyurethane composition have employed the Technology adding encapsulant, said composition needs higher temperature to realize deblocking, and the volatilization of encapsulant also can bring harm to environment, and this technology is bicomponent system, need resin and solidifying agent to prepare burden by a certain percentage before using, the process such as deaeration and filtration, use inconvenience.
Prior art is not all mentioned and is solved the problem of high solid resin in low-temperature storage and transport and use.In synthetic leather field, require high to the low-temperature stability of resin, what directly affect product can application property and quality, as urethane resin, viscosity is too large at low temperatures, the mobility of resin is deteriorated, and affects synthetic leather knife-coat application, needs heating or could realize normal construction with solvent cut; For another example have crystalline particle in resin, make synthetic leather blade coating uneven, directly affect planeness and the outward appearance of finished product, cutter also can be caused in this case by card, and production can not be carried out smoothly, affects product quality and production efficiency.Therefore in lower temperature as winter, large arch dam resin is in the face of huge challenge.In order to overcome this difficulty, can adopt in transport and use procedure and being all incubated large arch dam resin, but this can increase energy consumption and cost greatly, industrial feasibility is not high.
Therefore, need the single component large arch dam urethane resin of novel environment friendly, make it can be solidified into polyurethane products under certain condition, but use easy, still can keep good mobility and operability especially at a lower temperature.It is stable that the large arch dam polyurethane body of prior art ties up to more than 25 DEG C, and mobility is also better, but at low temperature, as in the winter time, the reduction of temperature will cause crystallization, and very large (if viscosity is more than the 100000 CPs) mobility of viscosity is deteriorated, impact transport and use.For large arch dam polyurethane system, particularly advantageously: below about 15 DEG C, maintain stability at least 90 days, more preferably 5-15 DEG C of stability in storage 30 days; More preferably 0-5 DEG C of stability in storage at least 10 days; Viscosity remains on lower level.Even if also can normally use at low temperature like this.
Therefore, need novel single component large arch dam system, curable is at a proper temperature heat-curable urethane product, and simultaneously it at a lower temperature, stores and be stable with flowable in the process that uses.
The object of this invention is to provide a kind of single component large arch dam urethane resin and Preparation Method thereof and application, to solve above-mentioned technical problem.
Described single component large arch dam urethane resin adopts to comprise following component and prepare:
More than one in isocyanate-terminated base polyurethane prepolymer for use as, solidifying agent and annular lactone or cyclic alkylene carbonates compound;
Described isocyanate-terminated base polyurethane prepolymer for use as with polyether glycol, chainextender and isocyanic ester for prepared by starting raw material, or, described isocyanate-terminated base polyurethane prepolymer for use as with polyether glycol and isocyanic ester for prepared by starting raw material;
Described isocyanate-terminated base polyurethane prepolymer for use as, its NCO% content is 1.5-7.0%;
Described polyether glycol preferred molecular weight is 1000-6000, and particularly preferred polyether glycol molecular weight is 1000 ~ 2000,
Preferably, described isocyanic ester is selected from tolylene diisocyanate, diphenylmethanediisocyanate or isoflurane chalcone diisocyanate;
Preferably, described polyether glycol is selected from polyether glycol GE210, polyether glycol GE220, molecular weight is 1000, functionality be 2 PTMG PTMG1000 or molecular weight be 2000, functionality is more than one in the PTMG PTMG2000 of 2;
Preferred;
Described polyether glycol is a kind of mixture in polyether glycol GE210 and polyether glycol GE220 or PTMG PTMG2000, and parts by weight ratio is:
Polyether glycol GE210: polyether glycol GE220 or PTMG PTMG2000=0.5 ~ 5.3: 1;
Or:
Described polyether glycol is the mixture of PTMG PTMG1000 and PTMG PTMG2000, and weight ratio is: PTMG1000: PTMG2000=5 ~ 5.5: 1;
Wherein: the difference of polyether glycol GE210 and polyether glycol GE220 is, the molecular weight of polyether glycol GE210 be 1000, the molecular weight of polyether glycol GE220 be 2000;
The preferred neopentyl glycol of described chainextender, TriMethylolPropane(TMP) or diethanolamine;
Described solidifying agent is the metal salt complex of methylenedianiline, metal wherein, and comprise an alkali metal salt, alkaline earth salt, transition metal salt or main group metal salt, preferred as alkali salt and alkaline earth salt, particularly preferred an alkali metal salt is sodium-chlor.The metal salt complex of methylenedianiline can be commercially available, as the product of company Chemtura Corporation.
Preferably, described annular lactone compound is selected from gamma-butyrolactone, more than one in γ-valerolactone, 6-caprolactone, α γ-dimethyl butyrate lactone, β γ-dimethyl butyrate lactone, γ γ-dimethyl butyrate lactone or α-ethyl-γ methylbutyrolactone;
Described cyclic alkylene carbonates compound be selected from NSC 11801, propylene carbonate, 1,2-butylene, 2,3-butylene, 1,2-cyclohexene carbonate or vinylbenzene carbonic ether more than one; Wherein preferably boiling point is 80-250 DEG C, fusing point is higher than the above-claimed cpd of 0 DEG C or its mixture;
Preferably, described single component large arch dam urethane resin adopts the component of following parts by weight to prepare:
Preferred, described single component large arch dam urethane resin adopts the component of following parts by weight to prepare:
The preparation method of described single component large arch dam urethane resin, comprises the steps:
(1) isocyanic ester being mixed with polymer polyatomic alcohol stirring at room temperature, be warming up to 70-80 DEG C of reaction 3-4h, detect NCO% content, surveying to reaching theoretical value;
(2) reduce temperature of reaction to 55-60 DEG C, add annular lactone or cyclic alkylene carbonates compound, stir 0.5-1.0h;
(3) reduce temperature to 30-35 DEG C, add solidifying agent, stir 20-40 minute, be i.e. obtained described single component large arch dam urethane resin.
Described single component large arch dam urethane resin can be used for the preparation of synthetic leather, corium or PVC composite lether, mainly as intermediate layer resin; Fabric and bed material can with commercially available water-base resin or solvent type resins.
Application method is as follows:
By commercial polyurethane fabric resin with scraper blade coating in separate-type paper, dried by baking oven, again by single-component large arch dam urethane resin scraper of the present invention blade coating in the separate-type paper of film forming, put into baking oven to solidify, after taking-up by commercially available bed material resin blade coating in the cured film of separate-type paper, again base cloth is sticked, place it in baking oven and dry, take out and releasely namely obtain leather.It should be noted that and adopt different substrate materials can obtain different leather products, substantially namely obtaining microfiber synthetic leather as adopted non-woven fabrics to do; Adopt synthetic leather base cloth to obtain synthetic leather, adopt embryo at the bottom of corium to obtain corium.HJ/H400-2007 standard is adopted to survey its VOC (volatile matter total amount).Survey its stripping strength according to QB/T2888-2007 standard after obtained synthetic leather normal temperature is placed 72h, stripping strength is greater than 80N/3cm and is high-peeling strength leather.
The beneficial effect of hinge structure of the present invention: 1. monocomponent polyurethane large arch dam resin, easy to use, do not need the processes such as batching, deaeration and filtration before using, directly just can use; 2. solid content is high, releases, environmental protection and energy saving in whole reaction and use procedure without toxic substance.3. stability in storage is good, especially at low-temperature storage good stability, does not need thermos van to transport and insulated building storage in lower temperature.4. the leather stripping strength prepared of this invention is high, and hydrolytic resistance is very excellent.
Embodiment
The raw material adopted illustrates:
TDI: tolylene diisocyanate;
MDI: diphenylmethanediisocyanate;
IPDI: isoflurane chalcone diisocyanate;
GE210: polyether glycol, Shanghai Gaoqiao petro-chemical corporation buys;
GE220: polyether glycol, Shanghai Gaoqiao petro-chemical corporation buys;
PTMG1000: PTMG, molecular weight: 1000, functionality: 2, BASF AG buys;
PTMG2000: PTMG, molecular weight: 2000, functionality: 2, BASF AG buys;
Solidifying agent: the sodium-chlor complex compound of methylenedianiline, employing Chemtura Corporation company, the trade mark is
c3.
Embodiment 1
Formula: (weight part)
(1) TDI and polyether glycol GE210 and GE220 room temperature being added in reactor, be uniformly mixed, be warming up to 70 DEG C, react 4h at this temperature, detect NCO% content, surveying (NCO% content is 5.8%) to reaching theoretical value;
(2) reduce temperature of reaction to 60 DEG C, add 1,2-butylene, stir 1.0h.
(3) temperature to 30 is reduced
-dEG C, add solidifying agent, stir 40 minutes.Namely obtained solid content is the monocomponent polyurethane resin of 90%.
Embodiment 2
Formula: (weight part)
(1) TDI and polyether glycol GE210 and PTMG PTMG2000 room temperature are added in reactor, be uniformly mixed, be warming up to 80 DEG C, react 3h at this temperature, detecting NCO% content, surveying (NCO% content is 5.65%) to reaching theoretical value.
(2) reduce temperature of reaction to 65 DEG C, add propylene carbonate and gamma-butyrolactone, stir 0.5h.
(3) reduce temperature to 35 DEG C, add end-sealed type solidifying agent, stir 20 minutes.Namely obtained solid content is the monocomponent polyurethane resin of 80%.
Embodiment 3
Formula:
According to the preparation method of embodiment 1, obtained solid content is the monocomponent polyurethane resin of 95%.
Embodiment 4
1) TDI and polyether glycol PTMG1000 and PTMG2000 room temperature are added in reactor, be uniformly mixed, be slowly warming up to 80 DEG C, add 100 parts of gamma-butyrolactones, reacting 4h at this temperature, detect NCO% content, surveying (NCO% content is 4.7%) to reaching theoretical value.
(2) reduce temperature of reaction to 65 DEG C, add 136 parts of gamma-butyrolactones, stir 0.5h.
(3) reduce temperature to 35 DEG C, add end-sealed type solidifying agent, stir 30 minutes, obtained solid content is the monocomponent polyurethane resin of 70%.
Embodiment 5
Formula: (weight part)
(1) TDI and polyether glycol GE210 and PTMG2000 room temperature are added in reactor, be uniformly mixed, slowly be warming up to 75 DEG C, react 4h at this temperature, be cooled to 60 DEG C, adding neopentyl glycol reaction 2h, detect NCO% content, surveying (NCO% content is 1.5%) to reaching theoretical value.
(2) reduce temperature of reaction to 60 DEG C, add propylene carbonate and gamma-butyrolactone, stir 1.0h.
(3) reduce temperature to 35 DEG C, add end-sealed type solidifying agent, stir 30 minutes.Obtained solid content is the monocomponent polyurethane resin of 80%.
Embodiment 6
Formula:
(1) TDI and polyether glycol GE210 and GE220 room temperature are added in reactor, be uniformly mixed, slowly be warming up to 70 DEG C, react 4h at this temperature, be cooled to 60 DEG C, add TriMethylolPropane(TMP), reaction 2h, detecting NCO% content, surveying (NCO% content is 3.0%) to reaching theoretical value.
(2) reduce temperature of reaction to 60 DEG C, add propylene carbonate and gamma-butyrolactone, stir 0.5h.
(3) reduce temperature to 30 DEG C, add end-sealed type solidifying agent, stir 40 minutes.Obtained solid content is the monocomponent polyurethane resin of 80%.
Embodiment 7
Formula:
1) TDI and polyether glycol GE210 and GE220 room temperature are added in reactor, be uniformly mixed, be warming up to 70 DEG C, react 4h at this temperature, be cooled to 60 degree, add TMP, reaction 2h, detects NCO% content, surveys (NCO% content is 7.0%) to reaching theoretical value.
(2) reduce temperature of reaction to 60 DEG C, add propylene carbonate and gamma-butyrolactone, stir 1.0h.
(3) reduce temperature to 30 DEG C, add end-sealed type solidifying agent, stir 40 minutes.Obtained solid content is the monocomponent polyurethane resin of 80%.
Contrast sample: select commercially available Bayer Material Science company limited
hS-85LN 100 parts and solidifying agent
hS-C 8.5 parts, in normal temperature situation, needs before use both to be mixed in proportion with dispersion machine, with the deaeration of vacuum defoamation machine to eliminate the bubble brought in whipping process, then uses with after 160 order filter screen filtration.Under lower temperature conditions, as
hS-85LN viscosity 130,000 CPS@21 DEG C, it mixes just more difficult with HS-C, use procedure medium viscosity is too large, just can not to be commonly used on the blade coating of synthetic leather (synthetic leather normal construction viscosity need at 20,000 below CPs), therefore this resin must be heated to reduce by viscosity and could normal construction under keeping warm mode before construction.
Embodiment 8
The single-component large arch dam urethane resin of embodiment 1-7 gained is placed on respectively below about 15 DEG C, maintains stability at least 90 days, 5-15 DEG C of stability in storage 30 days; 0-5 DEG C of stability in storage at least 10 days, viscosity all maintained 20,000 below CPs.Can normal construction.
Get the single-component large arch dam urethane resin 100 parts of preparation, by the film applicator masking of 300 microns on mirror surface release paper, put into 150 DEG C of solidification 5min, take out release separate-type paper for the film of solidification, normal temperature places 72h, and test mechanical property according to standard GB/T1040.3-2006, its tensile strength is for being greater than 30MPa, fracture productivity is greater than 500%, and 100% tensile modulus is 2-7MPa.These physical property meet the performance requirement of synthetic leather to resin completely.
Embodiment 9
The preparation method of synthetic leather: single-component large arch dam resin is applicable to the intermediate layer resin doing leather, fabric and bed material can with commercially available water-base resins, concrete steps are as follows: by commercially available fabric resin JF-PDY-851MY, add the AL-A of thickening material as OMG company, being transferred to viscosity is 3000-5000CPS, again by this emulsion with 200 microns of scraper blade coatings in separate-type paper, 90 DEG C are dried 3min, 3min is dried again at 110 DEG C, 130 DEG C are dried 2min, by the moisture content volatilization film forming in its aqueous polyurethane emulsion, again by single-component large arch dam urethane resin of the present invention 350 microns of scrapers blade coating in the separate-type paper of film forming, put into 150 DEG C of baking ovens to solidify, after taking-up using commercially available JF-PDY-511H as bed material, 200 microns of blade coatings are in the cured film of separate-type paper, base cloth is sticked, place it in 90 DEG C and dry 3min, 3min is dried again at 110 DEG C, 130 DEG C are dried 2min, take out and releasely namely obtain synthetic leather.Adopt HJ/H400-2007 standard to survey its VOC (volatile matter total amount) and survey its stripping strength by after obtained synthetic leather normal temperature placement 72h according to QB/T2888-2007 standard lower than 10ppm., stripping strength is 110N/3cm (is greater than 80N/3cm and is high-peeling strength synthetic leather).The synthetic leather of preparation is placed on 70 DEG C, and do jungle test in the climatic chamber of 95%R.H., take out after 10 weeks, leather outwardly sound, stripping strength is 100N/3cm.
Claims (12)
1. single component large arch dam urethane resin, is characterized in that, is to adopt to comprise following component and prepare:
More than one in isocyanate-terminated base polyurethane prepolymer for use as, solidifying agent and annular lactone or cyclic alkylene carbonates compound, described isocyanate-terminated base polyurethane prepolymer for use as, its NCO% content is 1.5-7.0%;
Described isocyanate-terminated base polyurethane prepolymer for use as with polyether glycol, chainextender and isocyanic ester for prepared by starting raw material, or, described isocyanate-terminated base polyurethane prepolymer for use as with polyether glycol and isocyanic ester for prepared by starting raw material.
2. single component large arch dam urethane resin, is characterized in that, is to adopt the component of following parts by weight to prepare:
3. single component large arch dam urethane resin according to claim 2, is characterized in that, is to adopt the component of following parts by weight to prepare:
4. the single component large arch dam urethane resin according to any one of claims 1 to 3, is characterized in that, described polyether glycol molecular weight is 1000-6000.
5. the single component large arch dam urethane resin according to any one of claims 1 to 3, it is characterized in that, described isocyanic ester is selected from tolylene diisocyanate, diphenylmethanediisocyanate or isoflurane chalcone diisocyanate;
Described polyether glycol is selected from polyether glycol GE210, polyether glycol GE220, molecular weight is 1000, functionality be 2 PTMG PTMG1000 or molecular weight be 2000, functionality is more than one in the PTMG PTMG2000 of 2.
6. single component large arch dam urethane resin according to claim 5, it is characterized in that, described polyether glycol is a kind of mixture in polyether glycol GE210 and polyether glycol GE220 or PTMG PTMG2000, and parts by weight ratio is:
Polyether glycol GE210: polyether glycol GE220 or PTMG PTMG2000=0.5 ~ 5.3: 1;
Or:
Described polyether glycol is the mixture of PTMG PTMG1000 and PTMG PTMG2000, and weight ratio is: PTMG1000: PTMG2000=5 ~ 5.5: 1.
7. the single component large arch dam urethane resin according to any one of claims 1 to 3, is characterized in that, described chainextender is neopentyl glycol, TriMethylolPropane(TMP) or diethanolamine.
8. the single component large arch dam urethane resin according to any one of claims 1 to 3, it is characterized in that, described solidifying agent is the metal salt complex of methylenedianiline, metal-salt wherein, comprises an alkali metal salt, alkaline earth salt, transition metal salt or main group metal salt.
9. the single component large arch dam urethane resin according to any one of claims 1 to 3, it is characterized in that, described annular lactone compound is selected from gamma-butyrolactone, more than one in γ-valerolactone, 6-caprolactone, α γ-dimethyl butyrate lactone, β γ-dimethyl butyrate lactone, γ γ-dimethyl butyrate lactone or α-ethyl-γ methylbutyrolactone.
10. the single component large arch dam urethane resin according to any one of claims 1 to 3, it is characterized in that, described cyclic alkylene carbonates compound is selected from NSC 11801, propylene carbonate, 1,2-butylene, 2, more than one in 3-butylene, 1,2-cyclohexene carbonate or vinylbenzene carbonic ether.
The preparation method of 11. single component large arch dam urethane resins according to claim 1 ~ 10 one, is characterized in that, comprise the steps:
(1) isocyanic ester is mixed with polymer polyatomic alcohol stirring at room temperature, be warming up to 70-80 DEG C of reaction 3-4h;
(2) reduce temperature of reaction to 55-60 DEG C, add annular lactone or cyclic alkylene carbonates compound, stir 0.5-1.0h;
(3) reduce temperature to 30-35 DEG C, add solidifying agent, stir 20-40 minute, be i.e. obtained described single component large arch dam urethane resin.
The application of 12. single component large arch dam urethane resins according to any one of claim 1 ~ 10, is characterized in that, for the synthesis of the preparation of leather, corium or PVC composite lether, as intermediate layer resin.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
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| CN201410835990.0A CN104672418A (en) | 2014-12-24 | 2014-12-24 | Single-component high solid-content polyurethane resin as well as preparation method and application thereof |
| CN201510670632.3A CN105238014B (en) | 2014-12-24 | 2015-10-13 | One pack system large arch dam polyurethane resin and its preparation method and application |
| CN201910248969.3A CN111116856A (en) | 2014-12-24 | 2015-10-13 | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
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| CN201510670632.3A Active CN105238014B (en) | 2014-12-24 | 2015-10-13 | One pack system large arch dam polyurethane resin and its preparation method and application |
| CN201910248969.3A Pending CN111116856A (en) | 2014-12-24 | 2015-10-13 | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
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| CN201910248969.3A Pending CN111116856A (en) | 2014-12-24 | 2015-10-13 | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105238014A (en) * | 2014-12-24 | 2016-01-13 | 上海华峰材料科技研究院（有限合伙） | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
| CN106008900A (en) * | 2016-07-29 | 2016-10-12 | 河北工业大学 | Polyurethane-polyesteramide compound and preparation method thereof |
| WO2021012140A1 (en) * | 2019-07-22 | 2021-01-28 | Dow Global Technologies Llc | Polyurethane compositions, products prepared with same and preparation methods thereof |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110028776A (en) * | 2019-04-23 | 2019-07-19 | 福建宝利特科技股份有限公司 | A kind of antifouling solvent-free artificial leather |
| CN110330628A (en) * | 2019-07-10 | 2019-10-15 | 福建元发树脂有限公司 | Non-solvent single-component polyurethane mirror surface resin |
| CN115010895B (en) * | 2022-07-05 | 2023-11-07 | 上海华峰新材料研发科技有限公司 | Enclosed polyurethane resin composition and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101544818A (en) * | 2008-03-26 | 2009-09-30 | 拜耳材料科技贸易(上海)有限公司 | Isocyanate-terminated prepolymer and preparation method and application thereof |
| CN102295738B (en) * | 2011-06-17 | 2012-11-21 | 黎明化工研究院 | Polyurethane material for ship vibration isolator and preparation method thereof |
| CN104672418A (en) * | 2014-12-24 | 2015-06-03 | 上海华峰材料科技研究院（有限合伙） | Single-component high solid-content polyurethane resin as well as preparation method and application thereof |
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- 2014-12-24 CN CN201410835990.0A patent/CN104672418A/en active Pending
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105238014A (en) * | 2014-12-24 | 2016-01-13 | 上海华峰材料科技研究院（有限合伙） | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
| CN105238014B (en) * | 2014-12-24 | 2019-05-31 | 上海华峰新材料研发科技有限公司 | One pack system large arch dam polyurethane resin and its preparation method and application |
| CN111116856A (en) * | 2014-12-24 | 2020-05-08 | 上海华峰新材料研发科技有限公司 | Single-component high-solid-content polyurethane resin and preparation method and application thereof |
| CN106008900A (en) * | 2016-07-29 | 2016-10-12 | 河北工业大学 | Polyurethane-polyesteramide compound and preparation method thereof |
| CN106008900B (en) * | 2016-07-29 | 2018-11-27 | 河北工业大学 | A kind of polyurethane-polyesteramide compound and preparation method thereof |
| WO2021012140A1 (en) * | 2019-07-22 | 2021-01-28 | Dow Global Technologies Llc | Polyurethane compositions, products prepared with same and preparation methods thereof |
| WO2021012985A1 (en) * | 2019-07-22 | 2021-01-28 | Dow Global Technologies Llc | Polyurethane compositions, products prepared with same and preparation methods thereof |
| CN114127147A (en) * | 2019-07-22 | 2022-03-01 | 陶氏环球技术有限责任公司 | Polyurethane composition, product prepared by using same and preparation method of product |
| CN114127147B (en) * | 2019-07-22 | 2024-05-03 | 陶氏环球技术有限责任公司 | Polyurethane composition, product prepared from said polyurethane composition and method for preparing said product |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105238014B (en) | 2019-05-31 |
| CN111116856A (en) | 2020-05-08 |
| CN105238014A (en) | 2016-01-13 |
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Application publication date: 20150603 |