ES368123A1 - Linear segmented polyurethane elastomers - Google Patents
Linear segmented polyurethane elastomersInfo
- Publication number
- ES368123A1 ES368123A1 ES368123A ES368123A ES368123A1 ES 368123 A1 ES368123 A1 ES 368123A1 ES 368123 A ES368123 A ES 368123A ES 368123 A ES368123 A ES 368123A ES 368123 A1 ES368123 A1 ES 368123A1
- Authority
- ES
- Spain
- Prior art keywords
- diol
- nco
- semicarbazide
- hydrazide
- solution
- 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.)
- Expired
Links
- 229920003225 polyurethane elastomer Polymers 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 229920001971 elastomer Polymers 0.000 abstract 3
- 239000000806 elastomer Substances 0.000 abstract 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000002009 diols Chemical class 0.000 abstract 2
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 abstract 2
- ROFVGYAMRSGUSQ-UHFFFAOYSA-N 1-(2-bromoethyl)piperazine;hydrobromide Chemical compound Br.BrCCN1CCNCC1 ROFVGYAMRSGUSQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004970 Chain extender Substances 0.000 abstract 1
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical group CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 abstract 1
- 229910010413 TiO 2 Inorganic materials 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 1
- 230000000485 pigmenting effect Effects 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001302 tertiary amino group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Linear segmentedpolyurethane elastomers containing a chain extending segment of the formula wherein X is 1 or 2 may be prepared by reacting an NCO-terminated prepolymer suitably derived from a dihydroxy compound having a M.W. of 600 to 5000 and excess of an organic diisocyanate with a substantially equivalent quantity of an aliphatic semicarbazide hydrazide of the formula wherein x is 1 or 2 in the presence of a highly polar solvent. The prepolymer may suitably be prepared in the further presence of a diol having a M.W. of 62 to 300, which diol preferably contains tertiary amino groups in the molecule. Up to 45 mol. per cent of the aliphatic semicarbazide hydrazide may be replaced by a conventional bifunctional chain extender. Preferred solvents are those containing amide, urea or sulphoxide groups. The elastomer containing solutions may be spun into filaments. In a typical example (1) a polyester derived from adipic acid, 1,6-hexane diol and 2.2-dimethyl propane diol is heated with N,N-bis-(#-hydroxy propyl)- methylamine and diphenylmethane-4,41-diisocyanate in chlorobenzene to form an NCO- terminated prepolymer which is then reacted with a solution of #-semicarbazide propionic acid hydrazide in dimethyl formamide. The viscosity of the elastomer solution is increased by the addition of a further quantity of the NCO- terminated prepolymer, and after pigmenting with TiO 2 the solution is spun to form filaments.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681770591 DE1770591A1 (en) | 1968-06-07 | 1968-06-07 | Linear, segmented polyurethane elastomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES368123A1 true ES368123A1 (en) | 1971-05-01 |
Family
ID=5700565
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES368123A Expired ES368123A1 (en) | 1968-06-07 | 1969-06-07 | Linear segmented polyurethane elastomers |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3640937A (en) |
| AT (2) | AT310928B (en) |
| BE (1) | BE734194A (en) |
| CH (1) | CH534191A (en) |
| DE (1) | DE1770591A1 (en) |
| ES (1) | ES368123A1 (en) |
| FR (1) | FR2010399A1 (en) |
| GB (2) | GB1247802A (en) |
| NL (1) | NL6908673A (en) |
| SE (1) | SE363838B (en) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4125693A (en) * | 1973-11-03 | 1978-11-14 | Chemie-Anlagenbau Bischofsheim Gmbh | Process for the production of polyurethanes dissolved in a solvent and also their use for the production of fabricated shapes, especially of microporous structures |
| US3978156A (en) * | 1975-05-14 | 1976-08-31 | The B. F. Goodrich Company | Color stabilized polyurethanes |
| DE2542449A1 (en) * | 1975-09-24 | 1977-04-07 | Bayer Ag | MONO METHYLOL ETHER DIOL |
| US4286014A (en) * | 1978-01-31 | 1981-08-25 | Toray Industries, Incorporated | Composite sheet material |
| JPS61218659A (en) * | 1985-03-26 | 1986-09-29 | Asahi Chem Ind Co Ltd | Polyurethane composition |
| US5055545A (en) * | 1989-05-18 | 1991-10-08 | Bridgestone/Firestone, Inc. | Urethane-rubber adhesives based on azoester prepolymers and derivatives thereof |
| US5059647A (en) * | 1989-09-29 | 1991-10-22 | E. I. Du Pont De Nemours And Company | Oligomeric semicarbazide additives for spandex |
| JP3001358B2 (en) * | 1992-11-06 | 2000-01-24 | サカタインクス株式会社 | Aqueous printing ink composition for plastic film, adhesive for aqueous lamination, and method for producing a laminated product using the same |
| EP0674039A3 (en) * | 1994-03-22 | 1999-11-24 | Bayer Ag | Process for coating textiles |
| DE4433437A1 (en) | 1994-09-20 | 1996-03-21 | Bayer Ag | Crosslinker for textile printing binders |
| DE19548030A1 (en) | 1995-12-21 | 1997-06-26 | Bayer Ag | Use of aqueous dispersions of postcrosslinkable coating compositions for textile and leather coating |
| DE10260270A1 (en) | 2002-12-20 | 2004-07-01 | Bayer Ag | Hydrophilic polyurethane-polyurea dispersion |
| DE10306243A1 (en) * | 2003-02-14 | 2004-08-26 | Bayer Ag | One-component coating systems |
| WO2005035683A1 (en) * | 2003-09-18 | 2005-04-21 | Bayer Materialscience Ag | Aqueous adhesive dispersions |
| DE102004002527A1 (en) * | 2004-01-16 | 2005-08-04 | Bayer Materialscience Ag | size composition |
| DE102004002525A1 (en) * | 2004-01-16 | 2005-08-04 | Bayer Materialscience Ag | Coating composition |
| DE102004017436A1 (en) * | 2004-04-08 | 2005-10-27 | Bayer Materialscience Ag | Process for the continuous preparation of an aqueous polyurethane dispersion |
| WO2011144530A1 (en) | 2010-05-17 | 2011-11-24 | Bayer Materialscience Ag | Process for joining together components, in particular in the production of shoes |
| EP2387900A1 (en) | 2010-05-17 | 2011-11-23 | Bayer MaterialScience AG | Method for joining components together, in particular in the production of shoes |
| TWI485187B (en) | 2010-08-17 | 2015-05-21 | Stahl Internat Bv | Stable aqueous wax dispersions |
| EP2441791A1 (en) | 2010-10-14 | 2012-04-18 | Clariant International Ltd. | Stable aqueous wax dispersions |
| WO2012116316A1 (en) | 2011-02-25 | 2012-08-30 | Schott Corporation | Transparent laminate structures |
| WO2012117415A1 (en) | 2011-03-01 | 2012-09-07 | Roidec India Chemicals (P) Ltd. | Natural oil based poly-urethane dispersion |
| WO2012117416A1 (en) | 2011-03-01 | 2012-09-07 | Roidec India Chemicals (P) Ltd. | A non-plastic and biodegradable aqueous natural oil based lacquer for food grade flexible packaging |
| WO2012117414A1 (en) | 2011-03-01 | 2012-09-07 | Roidec India Chemicals (P) Ltd. | Process for the preparation of a natural oil based poly-urethane dispersion |
| EP2742196B1 (en) | 2011-08-09 | 2017-07-05 | Covestro Deutschland AG | Method for reinforcing a building component |
| CN107406724B (en) | 2015-04-07 | 2021-08-13 | 科思创德国股份有限公司 | Method for bonding substrates with adhesive |
| EP3286242A1 (en) | 2015-04-21 | 2018-02-28 | Covestro Deutschland AG | Polyisocyanurate plastics having high thermal stability |
| CA2982261C (en) | 2015-04-21 | 2023-09-26 | Covestro Deutschland Ag | Solids based on polyisocyanurate polymers produced under adiabatic conditions |
| TW201704220A (en) | 2015-04-21 | 2017-02-01 | 科思創德意志股份有限公司 | Polyisocyanurate polymers and process for the production of polyisocyanurate polymers |
| ES2792903T3 (en) | 2015-04-21 | 2020-11-12 | Covestro Intellectual Property Gmbh & Co Kg | Polyisocyanurate Plastics Production Procedure |
| WO2016170060A1 (en) | 2015-04-21 | 2016-10-27 | Covestro Deutschland Ag | Process for producing polyisocvanurate plastics having functionalized surfaces |
| EP3440143B1 (en) | 2016-04-04 | 2022-05-04 | tesa SE | Radiation-activatable pressure-sensitive adhesive tape having a dark reaction and use thereof |
| DE102022105185A1 (en) | 2022-03-04 | 2023-09-07 | Tesa Se | Releasable laminate and method for breaking permanent structural bonds |
-
1968
- 1968-06-07 DE DE19681770591 patent/DE1770591A1/en active Pending
-
1969
- 1969-05-08 CH CH709669A patent/CH534191A/en not_active IP Right Cessation
- 1969-05-20 AT AT772270A patent/AT310928B/en not_active IP Right Cessation
- 1969-05-20 AT AT477469A patent/AT292310B/en not_active IP Right Cessation
- 1969-05-30 GB GB27412/69A patent/GB1247802A/en not_active Expired
- 1969-05-30 GB GB38781/70A patent/GB1247803A/en not_active Expired
- 1969-06-03 US US830128A patent/US3640937A/en not_active Expired - Lifetime
- 1969-06-06 BE BE734194D patent/BE734194A/xx unknown
- 1969-06-06 FR FR6918815A patent/FR2010399A1/fr not_active Withdrawn
- 1969-06-06 NL NL6908673A patent/NL6908673A/xx not_active Application Discontinuation
- 1969-06-06 SE SE08081/69A patent/SE363838B/xx unknown
- 1969-06-07 ES ES368123A patent/ES368123A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2010399A1 (en) | 1970-02-13 |
| BE734194A (en) | 1969-11-17 |
| GB1247803A (en) | 1971-09-29 |
| GB1247802A (en) | 1971-09-29 |
| DE1770591A1 (en) | 1971-11-04 |
| AT310928B (en) | 1973-10-25 |
| NL6908673A (en) | 1969-12-09 |
| SE363838B (en) | 1974-02-04 |
| CH534191A (en) | 1973-02-28 |
| AT292310B (en) | 1971-08-25 |
| US3640937A (en) | 1972-02-08 |
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