CN102432818A - Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer - Google Patents
Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer Download PDFInfo
- Publication number
- CN102432818A CN102432818A CN2011103695687A CN201110369568A CN102432818A CN 102432818 A CN102432818 A CN 102432818A CN 2011103695687 A CN2011103695687 A CN 2011103695687A CN 201110369568 A CN201110369568 A CN 201110369568A CN 102432818 A CN102432818 A CN 102432818A
- Authority
- CN
- China
- Prior art keywords
- naphthalene diisocyanate
- base polyurethane
- producing elastomers
- mixture
- chain extender
- 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
- 229920001971 elastomer Polymers 0.000 title claims abstract description 20
- 239000000806 elastomer Substances 0.000 title claims abstract description 19
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 19
- 239000004814 polyurethane Substances 0.000 title claims abstract description 19
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title abstract description 9
- 229920000642 polymer Polymers 0.000 claims abstract description 26
- 239000004970 Chain extender Substances 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 10
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 238000011417 postcuring Methods 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims abstract description 5
- 150000003077 polyols Chemical class 0.000 claims abstract description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 229920005906 polyester polyol Polymers 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 8
- HILAULICMJUOLK-UHFFFAOYSA-N 1,3-diethyl-5-methylbenzene Chemical compound CCC1=CC(C)=CC(CC)=C1 HILAULICMJUOLK-UHFFFAOYSA-N 0.000 claims description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 150000003384 small molecules Chemical class 0.000 claims description 4
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001448 anilines Chemical class 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920001610 polycaprolactone Polymers 0.000 claims description 2
- 239000004632 polycaprolactone Substances 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 229920002545 silicone oil Polymers 0.000 claims description 2
- -1 small molecules amine Chemical class 0.000 claims description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 2
- 238000013016 damping Methods 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 9
- 238000005187 foaming Methods 0.000 description 5
- 239000013543 active substance Substances 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229920003225 polyurethane elastomer Polymers 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000002076 thermal analysis method Methods 0.000 description 2
- 230000003245 working effect Effects 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Images
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer, which comprises the following steps: the first step is as follows: stirring the polymer polyol at 80-150 ℃ under vacuum to remove water; the second step is that: under the protection of nitrogen, excessive 1, 5-naphthalene diisocyanate based polyurethane reacts with the polymer polyol at the temperature of 100 ℃ and 150 ℃ to generate a prepolymer containing redundant-NCO groups; the third step: chain extension is carried out by adopting a full prepolymerization method, namely the chain extender does not contain polymer polyol, the prepolymer component and the chain extender are mixed according to a proportion and stirred at a high speed, the mixed liquid is injected into a mold with the temperature of 80-110 ℃, and demolding is carried out after precuring for 10-60 minutes; the fourth step: post-curing the demolded product at 100-120 ℃ for 13-18 hours. The product prepared by the method is used as a high-strength damping material bearing dynamic fatigue, such as a buffer damping element of an elevator motor and other equipment which is easy to generate acting force with certain frequency.
Description
Technical field
The present invention relates to microporous polyurethane elastomer, particularly a kind of 1,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers.
Background technology
Microporous polyurethane elastomer is a kind of by soft section block polymer that alternately constitutes with hard section, and its performance is specially adapted to buffering field and other damping systems between rubber and plastics.Good dynamically, static mechanical performance and cheaply, working method has all determined its importance in China's industrial application easily.Adopt the various chemical structure components of different blended composition and division in a proportion under different types of raw material or the homogeneous raw material can produce mechanical property and the very big product of processing characteristics difference.NDI base polyurethane micropore elastomerics has excellent dynamic properties, and the pressure deformation performance is that other isocyanic ester base products can't be reached, so be applied to the special dimension in the industrial development as high-end product always.In common preparation method; General adopt commercially available polyester polyol as: gather (hexanodioic acid-1; The 4-butyleneglycol) ester, polyethylene glycol adipate etc. are main polyhydroxylated polymer component, but goods can exist hardness higher sometimes, are not suitable for the shortcoming of application requiring.In order to overcome above-mentioned shortcoming, usual method is to add a certain amount of external plasticizer, but this method can reduce other performances of goods; In addition, say technically, add external plasticizer and in the use of goods, can inevitably take place to move and extract out, thereby in performance that influences goods to a greater extent and work-ing life.
Summary of the invention
The objective of the invention is to overcome the deficiency of above-mentioned prior art, provide a kind of 1,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers, it is low that the microporous polyurethane elastomer of preparation has hardness, and plasticity is high, the characteristics that work-ing life is long.
Technical solution of the present invention is following:
A kind of 1,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that this method comprises the steps:
(1) dewater under 80-150 ℃ polymer polyatomic alcohol being stirred under vacuum condition, the time is 1-4 hour;
(2) under nitrogen protection, excessive 1,5-naphthalene diisocyanate based polyurethanes and above-mentioned polymer polyatomic alcohol generate the performed polymer that contains unnecessary-NCO base 100-150 ℃ of reaction down;
(3) adopt full pre-polymerization method chain extension; Be not contain polymer polyatomic alcohol in the chain extender component; Performed polymer component and described chain extender component are stirred by 100: 5～20 mixed and with the speed of＞200r/min; It is in 80-110 ℃ the mould that feed liquid is injected into temperature, the demoulding after precuring 10-60 minute;
(4) goods after the demoulding were in 100-120 ℃ of following post curing 13-18 hour.
Described polymer polyatomic alcohol is one or more the mixture in polyether glycol, polyester polyol, polyester ether polylol and the polycarbonate polyol.
In the described performed polymer-NCO content≤13%.
The molecular weight of described polyester polyol is 1000-4000, and functionality is 2.
Described polyester polyol gathers hexanodioic acid-glycol ester for gathering hexanodioic acid-butanediol ester, gathers hexanodioic acid-butyleneglycol-glycol ester, polycaprolactone, polycarbonate, polyether ester and the polyester polyol that contains pending methyl group.
Described chain extender component is the chainextender with self-plasticizing action, one or more in small molecule alcohol or the small molecules amine chainextender, amines catalyst or amines catalyst and tin class mixture of catalysts, water, the mixture of non-ionics.
Chainextender with self-plasticizing action is 4,4 '-two sec.-butyl ADP methylmethanes, 1, one or both mixture among the two Zhong Ding amino-benzenes of 4-, the N-N ' di-sec-butyl-p-phenyl enediamine.
The small molecule alcohol chainextender is a terepthaloyl moietie, 1, ammediol, 1, the mixture of one or more in 4-butyleneglycol or the glycol ether; Amine chain extender is 3,3 '-two chloro-4,4 '-ditan diamines, 3,5-diformazan sulfenyl tolylene diamine, 3,5-diethyl toluene diamine or 4, the mixture of one or more in 4-methylene-bis (2, the 6-diethylammonium) aniline
Described amines catalyst is commercially available TEGOAMIN 33; Described tin class catalyzer is commercially available K19; Described non-ionics is the amphipathic silicone oil with certain molecular weight.
The present invention adopts the low pressure foaming machine to realize the metering of performed polymer and chainextender component and mix.
Compared with prior art, the inventive method preparation contains uses the chainextender that self-plasticizing action is arranged, and under dynamic and the impregnable prerequisite of static properties, has obviously reduced the hardness of goods, has enlarged the Product Application scope.
Description of drawings
Fig. 1 is embodiment 1 a dynamic thermal analysis curve (DMA).
Fig. 2 is embodiment 2 dynamic thermal analysis curves (DMA).
Embodiment
Be described further below in conjunction with accompanying drawing and embodiment, but should do not limit protection scope of the present invention with this.
The comparative example 1
The 1000g molecular weight be 2000 gather hexanodioic acid-butanediol ester and 286g NDI 130 ℃ down reaction 1h obtain-performed polymer of NCO%=5.64%; Chain extender component contains 35g 1,4-butyleneglycol, 9g water, catalyst compounded, the 15g tensio-active agent of 10g; Adopt the low pressure foaming machine,, mix performed polymer and cross-linking agent component according to the ratio that isocyanate index equals 1; The reaction feed liquid is injected 80-110 ℃ mould; Make the micro-pore elastomer goods, 110 ℃ of baking oven post curings 18 hours are put in the demoulding behind the 20-40min again.
Goods according to this examples preparation obtains are at room temperature placed a week, survey its mechanical property and hardness then.
The tested static mechanical property is taken a sample from the test piece of 1557520mm, and test event comprises tensile strength, the elongation at break under the normality.
Tested for hardness adopts Shao C sclerometer directly to test at product surface flat-satin place.
Test result is as shown in table 1.
The comparative example 2
The 1000g molecular weight be 2000 gather hexanodioic acid-DOPCP and 234g NDI 130 ℃ down reaction 1h obtain-performed polymer of NCO%=4.2%; Chain extender component contains 20g 1,4-butyleneglycol, 19g diformazan sulfenyl tolylene diamine, 5.4g water, catalyst compounded, the 15g tensio-active agent of 10g; Adopt the low pressure foaming machine,, mix performed polymer and cross-linking agent component according to the ratio that isocyanate index equals 1; The reaction feed liquid is injected 80-110 ℃ mould; Make the micro-pore elastomer goods, 110 ℃ of baking oven post curings 18 hours are put in the demoulding behind the 20-40min again.
Goods according to this examples preparation obtains are at room temperature placed a week, survey its mechanical property and hardness then.
The test mechanical performance is with comparative example 1.
Tested for hardness is with comparative example 1.
Test result is as shown in table 1.
Embodiment 1
The 1000g molecular weight be 2000 gather hexanodioic acid-butanediol ester and 286g NDI 130 ℃ down reaction 1h obtain-performed polymer of NCO%=5.64%; Chain extender component contains 20g 1,4-butyleneglycol, 51g4,4 '-two sec.-butyl ADP methylmethanes, 9g water, catalyst compounded, the 15g tensio-active agent of 10g; Adopt the low pressure foaming machine,, mix performed polymer and cross-linking agent component according to the ratio that isocyanate index equals 1; The reaction feed liquid is injected 80-110 ℃ mould; Make the micro-pore elastomer goods, 110 ℃ of baking oven post curings 18 hours are put in the demoulding behind the 20-40min again.
Goods according to this examples preparation obtains are at room temperature placed a week, survey its mechanical property and hardness then.
The test mechanical performance is with comparative example 1.
Tested for hardness is with comparative example 1.
Test result is as shown in table 1.
Embodiment 2
The 1000g molecular weight be 2000 gather hexanodioic acid-DOPCP and 234g NDI 130 ℃ down reaction 1h obtain-performed polymer of NCO%=4.2%; Chain extender component contains 20g 1,4-butyleneglycol, 10g diformazan sulfenyl tolylene diamine, 9.25g N-N ' di-sec-butyl-p-phenyl enediamine, 5.4g water, catalyst compounded, the 15g tensio-active agent of 10g; Adopt the low pressure foaming machine,, mix performed polymer and cross-linking agent component according to the ratio that isocyanate index equals 1; The reaction feed liquid is injected 80-110 ℃ mould; Make the micro-pore elastomer goods, 110 ℃ of baking oven post curings 18 hours are put in the demoulding behind the 20-40min again.
Goods according to this examples preparation obtains are at room temperature placed a week, survey its mechanical property and hardness then.
The test mechanical performance is with comparative example 1.
Tested for hardness is with comparative example 1.
Test result is as shown in table 1.
Table 1: the mechanical property and the hardness of comparative example 1-2 and embodiment 1-2 goods
Claims (9)
1. a 5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that this method comprises the steps:
(1) dewater under 80-150 ℃ polymer polyatomic alcohol being stirred under vacuum condition, the time is 1-4 hour;
(2) under nitrogen protection, excessive 1,5-naphthalene diisocyanate based polyurethanes and above-mentioned polymer polyatomic alcohol generate the performed polymer that contains unnecessary-NCO base 100-150 ℃ of reaction down;
(3) adopt full pre-polymerization method chain extension; Be not contain polymer polyatomic alcohol in the chain extender component; Performed polymer component and described chain extender component are stirred by 100: 5～20 mixed and with the speed of＞200r/min; It is in 80-110 ℃ the mould that feed liquid is injected into temperature, the demoulding after precuring 10-60 minute;
(4) goods after the demoulding were in 100-120 ℃ of following post curing 13-18 hour.
2. according to claim 11; 5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that described polymer polyatomic alcohol is one or more the mixture in polyether glycol, polyester polyol, polyester ether polylol and the polycarbonate polyol.
3. according to claim 11,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that in the described performed polymer-NCO content≤13%.
4. according to claim 21,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that the molecular weight of described polyester polyol is 1000-4000, and functionality is 2.
5. according to claim 41,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that; Described polyester polyol is for gathering hexanodioic acid-butanediol ester; Gather hexanodioic acid-glycol ester, gather hexanodioic acid-butyleneglycol-glycol ester, polycaprolactone; Polycarbonate, polyether ester and the polyester polyol that contains pending methyl group.
6. according to claim 11; 5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers; It is characterized in that described chain extender component is the chainextender with self-plasticizing action, one or more in small molecule alcohol or the small molecules amine chainextender, amines catalyst or amines catalyst and tin class mixture of catalysts; Water, the mixture of non-ionics.
7. according to claim 61; 5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers; It is characterized in that; Chainextender with self-plasticizing action is 4,4 '-two sec.-butyl ADP methylmethanes, 1, one or both mixture among the two Zhong Ding amino-benzenes of 4-, the N-N ' di-sec-butyl-p-phenyl enediamine.
8. according to claim 61; 5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers; It is characterized in that the small molecule alcohol chainextender is a terepthaloyl moietie, 1, ammediol, 1, the mixture of one or more in 4-butyleneglycol or the glycol ether; Amine chain extender is 3,3 '-two chloro-4,4 '-ditan diamines, 3,5-diformazan sulfenyl tolylene diamine, 3,5-diethyl toluene diamine or 4, the mixture of one or more in 4-methylene-bis (2, the 6-diethylammonium) aniline
9. according to claim 61,5-naphthalene diisocyanate base polyurethane micropore method for producing elastomers is characterized in that described amines catalyst is commercially available TEGOAMIN 33; Described tin class catalyzer is commercially available K19; Described non-ionics is the amphipathic silicone oil with certain molecular weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011103695687A CN102432818A (en) | 2011-11-18 | 2011-11-18 | Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011103695687A CN102432818A (en) | 2011-11-18 | 2011-11-18 | Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102432818A true CN102432818A (en) | 2012-05-02 |
Family
ID=45981194
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011103695687A Pending CN102432818A (en) | 2011-11-18 | 2011-11-18 | Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102432818A (en) |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104262583A (en) * | 2014-09-18 | 2015-01-07 | 东莞市吉鑫高分子科技有限公司 | A kind of low pressure variable special polyurethane microporous elastomer and its preparation method |
| CN104311791A (en) * | 2014-11-18 | 2015-01-28 | 上海恩的爱化学科技有限公司 | Synthesis formula for NDI-based cellular polyurethane elastomer |
| CN104311790A (en) * | 2014-11-18 | 2015-01-28 | 上海恩的爱化学科技有限公司 | Formula used for synthesizing NDI-based polyurethane microcellular elastomer |
| CN106008911A (en) * | 2016-05-20 | 2016-10-12 | 中国铁道科学研究院金属及化学研究所 | Base plate material for rail fastener, preparation method and application of base plate material |
| CN106008905A (en) * | 2016-05-30 | 2016-10-12 | 中国科学院宁波材料技术与工程研究所 | Self-folding structure-containing polyurethane and preparation method thereof |
| CN106046286A (en) * | 2016-05-30 | 2016-10-26 | 中国科学院宁波材料技术与工程研究所 | Polyurethane containing naphthalene ring structure and preparation method thereof |
| CN106632978A (en) * | 2016-12-22 | 2017-05-10 | 山东奥邦化学科技股份有限公司 | One-step continuous preparation method of thermoplastic polyurethane based on 1, 5-naphthalene-diisocyanate |
| CN106866922A (en) * | 2015-12-10 | 2017-06-20 | 上海凯众材料科技股份有限公司 | The preparation method of microporous polyurethane elastomer |
| CN107325261A (en) * | 2017-08-29 | 2017-11-07 | 杭州重力脚轮科技有限公司 | A kind of 1,5 naphthalene diisocyanate type polyurethane elastomers and its preparation method and application |
| CN108314766A (en) * | 2018-01-30 | 2018-07-24 | 苏州希倍优辊轮有限公司 | A kind of synthesis technology of micro-cross-linked NDI based polyurethanes elastomer |
| CN109897155A (en) * | 2017-12-08 | 2019-06-18 | 上海凯众材料科技股份有限公司 | The preparation method of fluorochemical urethane micro-pore elastomer |
| CN110105525A (en) * | 2019-05-21 | 2019-08-09 | 株洲时代新材料科技股份有限公司 | A kind of wet and heat ageing resistant NDI base polyurethane micropore elastomer and preparation method thereof |
| CN110684174A (en) * | 2019-10-24 | 2020-01-14 | 山东一诺威聚氨酯股份有限公司 | Low-hardness 1, 5-naphthalene diisocyanate-based polyurethane elastomer and preparation method thereof |
| CN111474036A (en) * | 2020-05-04 | 2020-07-31 | 中钢集团郑州金属制品研究院有限公司 | Method for preparing elastomer material high cycle fatigue and low cycle fatigue test sample |
| CN111848909A (en) * | 2020-07-31 | 2020-10-30 | 江苏绿艳高分子材料有限公司 | NDI-based closed-cell microporous elastomer and one-step production method thereof |
| CN111875768A (en) * | 2020-08-12 | 2020-11-03 | 上海博盛聚氨酯制品有限公司 | Preparation method of polyurethane elastomer with low resilience and low compression permanent deformation |
| CN112876639A (en) * | 2021-01-14 | 2021-06-01 | 广州诺森新材料科技有限公司 | Inorganic microsphere filled NDI type PUR high-performance composite microporous elastomer and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1156462A (en) * | 1994-07-14 | 1997-08-06 | 盖茨橡胶公司 | High temperature polyurethane/urea elastomer |
| CN1966542A (en) * | 2006-06-23 | 2007-05-23 | 天津爱尼机电有限公司 | High-performance polyurethane elastomer and making method thereof |
| US20090110894A1 (en) * | 2007-10-26 | 2009-04-30 | Nybakken George H | Polyurethane elastomer articles from low free diphenylmethane diisocyanate prepolymers |
-
2011
- 2011-11-18 CN CN2011103695687A patent/CN102432818A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1156462A (en) * | 1994-07-14 | 1997-08-06 | 盖茨橡胶公司 | High temperature polyurethane/urea elastomer |
| CN1966542A (en) * | 2006-06-23 | 2007-05-23 | 天津爱尼机电有限公司 | High-performance polyurethane elastomer and making method thereof |
| US20090110894A1 (en) * | 2007-10-26 | 2009-04-30 | Nybakken George H | Polyurethane elastomer articles from low free diphenylmethane diisocyanate prepolymers |
Non-Patent Citations (2)
| Title |
|---|
| 姜文英等: "NDI型聚氨酯微孔弹性体的性能研究", 《聚氨酯工业》 * |
| 田慧敏和赵雨花: "浇注型聚氨酯弹性体用芳香族仲二胺类硫化剂", 《化工新型材料》 * |
Cited By (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104262583A (en) * | 2014-09-18 | 2015-01-07 | 东莞市吉鑫高分子科技有限公司 | A kind of low pressure variable special polyurethane microporous elastomer and its preparation method |
| CN104311791A (en) * | 2014-11-18 | 2015-01-28 | 上海恩的爱化学科技有限公司 | Synthesis formula for NDI-based cellular polyurethane elastomer |
| CN104311790A (en) * | 2014-11-18 | 2015-01-28 | 上海恩的爱化学科技有限公司 | Formula used for synthesizing NDI-based polyurethane microcellular elastomer |
| CN106866922A (en) * | 2015-12-10 | 2017-06-20 | 上海凯众材料科技股份有限公司 | The preparation method of microporous polyurethane elastomer |
| CN106008911A (en) * | 2016-05-20 | 2016-10-12 | 中国铁道科学研究院金属及化学研究所 | Base plate material for rail fastener, preparation method and application of base plate material |
| CN106046286B (en) * | 2016-05-30 | 2018-08-07 | 中国科学院宁波材料技术与工程研究所 | A kind of polyurethane and preparation method thereof containing naphthalene ring |
| CN106046286A (en) * | 2016-05-30 | 2016-10-26 | 中国科学院宁波材料技术与工程研究所 | Polyurethane containing naphthalene ring structure and preparation method thereof |
| CN106008905A (en) * | 2016-05-30 | 2016-10-12 | 中国科学院宁波材料技术与工程研究所 | Self-folding structure-containing polyurethane and preparation method thereof |
| CN106008905B (en) * | 2016-05-30 | 2018-08-07 | 中国科学院宁波材料技术与工程研究所 | A kind of polyurethane and preparation method thereof containing autofolding structure |
| CN106632978A (en) * | 2016-12-22 | 2017-05-10 | 山东奥邦化学科技股份有限公司 | One-step continuous preparation method of thermoplastic polyurethane based on 1, 5-naphthalene-diisocyanate |
| CN107325261A (en) * | 2017-08-29 | 2017-11-07 | 杭州重力脚轮科技有限公司 | A kind of 1,5 naphthalene diisocyanate type polyurethane elastomers and its preparation method and application |
| CN109897155B (en) * | 2017-12-08 | 2021-07-20 | 上海凯众材料科技股份有限公司 | Preparation method of fluorine-containing polyurethane microporous elastomer |
| CN109897155A (en) * | 2017-12-08 | 2019-06-18 | 上海凯众材料科技股份有限公司 | The preparation method of fluorochemical urethane micro-pore elastomer |
| CN108314766A (en) * | 2018-01-30 | 2018-07-24 | 苏州希倍优辊轮有限公司 | A kind of synthesis technology of micro-cross-linked NDI based polyurethanes elastomer |
| CN110105525A (en) * | 2019-05-21 | 2019-08-09 | 株洲时代新材料科技股份有限公司 | A kind of wet and heat ageing resistant NDI base polyurethane micropore elastomer and preparation method thereof |
| CN110105525B (en) * | 2019-05-21 | 2021-11-16 | 株洲时代新材料科技股份有限公司 | NDI-based polyurethane microporous elastomer resistant to damp-heat aging and preparation method thereof |
| CN110684174A (en) * | 2019-10-24 | 2020-01-14 | 山东一诺威聚氨酯股份有限公司 | Low-hardness 1, 5-naphthalene diisocyanate-based polyurethane elastomer and preparation method thereof |
| CN111474036A (en) * | 2020-05-04 | 2020-07-31 | 中钢集团郑州金属制品研究院有限公司 | Method for preparing elastomer material high cycle fatigue and low cycle fatigue test sample |
| CN111848909A (en) * | 2020-07-31 | 2020-10-30 | 江苏绿艳高分子材料有限公司 | NDI-based closed-cell microporous elastomer and one-step production method thereof |
| CN111875768A (en) * | 2020-08-12 | 2020-11-03 | 上海博盛聚氨酯制品有限公司 | Preparation method of polyurethane elastomer with low resilience and low compression permanent deformation |
| CN112876639A (en) * | 2021-01-14 | 2021-06-01 | 广州诺森新材料科技有限公司 | Inorganic microsphere filled NDI type PUR high-performance composite microporous elastomer and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102432818A (en) | Preparation method of 1, 5-naphthalene diisocyanate based polyurethane microporous elastomer | |
| CN101585901B (en) | Polyurethane foam material and preparing method and application thereof | |
| CA2691706C (en) | A resin composition for use in forming a polyurethane article with increased comfort | |
| CN103665319B (en) | The preparation method of resistance to polyurethane elastomeric compositions of subduing | |
| CN102827344B (en) | Polyurethane elastomer gel and preparation method thereof | |
| CN102093535B (en) | Method for preparing microporous polyurethane elastomer | |
| SG193457A1 (en) | Auto-crusting microporous elastomer composition foruse in polyurethane foam-filled tire | |
| CN103833951B (en) | The preparation method of fast demoulding low hardness polyurethane elastic body composite | |
| CN104448197B (en) | The synthetic method of the Heat-resistant Polyurethane Elastomers | |
| WO2008136179A1 (en) | Polyisocyanate composition for soft polyurethane foam and process for producing soft polyurethane foam from the composition | |
| CN104311790A (en) | Formula used for synthesizing NDI-based polyurethane microcellular elastomer | |
| CN104341579A (en) | Method for preparing low-deformation polyurethane damping bumper block | |
| CN1982352A (en) | Production of MDI-polyurethane microporous elastomer | |
| CN1772786A (en) | Flexible foam having low bulk density and compressive strength | |
| CN101381442B (en) | Preparation method of TODI base polyurethane micropore elastomer | |
| CN102250307B (en) | Biobased micro-porous polyurethane material and preparation method thereof | |
| CN105504209B (en) | Polyurethane elastomer that mechanical property improves and preparation method thereof | |
| CN105294991A (en) | Cold cure high resilient foam and preparation method | |
| CN105732946B (en) | The preparation method of microporous polyurethane elastomer | |
| CN101469053B (en) | Method for producing NDI/MDI based polyurethane micropore elastomer | |
| CN1982351A (en) | Production of NDI-polyurethane microporous elastomer | |
| CN102040722B (en) | Preparation method of high-performance polyurethane elastomer | |
| CN105732935B (en) | A kind of preparation method of microporous polyurethane elastomer | |
| CN111518259A (en) | High-resilience polyurethane microporous elastomer and preparation method and application thereof | |
| CN109867768A (en) | A kind of temperature sensitive rigid poly urethanes porous material of deformation-and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120502 |