DE4107284A1 - Verfahren zur herstellung von polyurethanen - Google Patents
Verfahren zur herstellung von polyurethanenInfo
- Publication number
- DE4107284A1 DE4107284A1 DE4107284A DE4107284A DE4107284A1 DE 4107284 A1 DE4107284 A1 DE 4107284A1 DE 4107284 A DE4107284 A DE 4107284A DE 4107284 A DE4107284 A DE 4107284A DE 4107284 A1 DE4107284 A1 DE 4107284A1
- Authority
- DE
- Germany
- Prior art keywords
- adduct
- polyurethanes
- trimethylolpropane
- val
- diol
- 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
- 239000004814 polyurethane Substances 0.000 title claims abstract description 40
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 39
- 239000012948 isocyanate Substances 0.000 title description 9
- 150000002513 isocyanates Chemical class 0.000 title description 9
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 title description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 title 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 title 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims abstract description 16
- CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 claims abstract description 14
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 6
- 230000003197 catalytic effect Effects 0.000 claims abstract description 5
- 229920003023 plastic Polymers 0.000 claims abstract description 4
- 239000004033 plastic Substances 0.000 claims abstract description 4
- 239000012528 membrane Substances 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 26
- 239000004970 Chain extender Substances 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 150000002736 metal compounds Chemical class 0.000 claims description 7
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 239000012510 hollow fiber Substances 0.000 claims description 2
- 150000003384 small molecules Chemical class 0.000 claims 1
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 abstract description 6
- 239000007789 gas Substances 0.000 abstract description 2
- 239000002184 metal Substances 0.000 abstract description 2
- 230000035699 permeability Effects 0.000 abstract description 2
- 230000032683 aging Effects 0.000 abstract 1
- 230000000747 cardiac effect Effects 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000003054 catalyst Substances 0.000 description 13
- 230000001954 sterilising effect Effects 0.000 description 11
- 238000005266 casting Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000003756 stirring Methods 0.000 description 5
- 238000013508 migration Methods 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 150000007824 aliphatic compounds Chemical class 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- KMQONOBDGXYSII-UHFFFAOYSA-N 2,2,4-trimethylhexane-1,1-diol Chemical class CCC(C)CC(C)(C)C(O)O KMQONOBDGXYSII-UHFFFAOYSA-N 0.000 description 1
- ICCGPSONZQYELI-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,1-diol Chemical class CCC(C)(C)CC(C)C(O)O ICCGPSONZQYELI-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- -1 aliphatic low molecular weight compounds Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000009750 centrifugal casting Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H04—ELECTRIC COMMUNICATION TECHNIQUE
- H04R—LOUDSPEAKERS, MICROPHONES, GRAMOPHONE PICK-UPS OR LIKE ACOUSTIC ELECTROMECHANICAL TRANSDUCERS; DEAF-AID SETS; PUBLIC ADDRESS SYSTEMS
- H04R25/00—Deaf-aid sets, i.e. electro-acoustic or electro-mechanical hearing aids; Electric tinnitus maskers providing an auditory perception
- H04R25/65—Housing parts, e.g. shells, tips or moulds, or their manufacture
- H04R25/658—Manufacture of housing parts
-
- 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
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of tin
- C08G18/244—Catalysts containing metal compounds of tin tin salts of carboxylic 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
- C08G18/30—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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
- C08G18/8006—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
- C08G18/8009—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
- C08G18/8032—Masked aliphatic or cycloaliphatic polyisocyanates not provided for in one single of the groups C08G18/8016 and C08G18/8025
-
- H—ELECTRICITY
- H04—ELECTRIC COMMUNICATION TECHNIQUE
- H04R—LOUDSPEAKERS, MICROPHONES, GRAMOPHONE PICK-UPS OR LIKE ACOUSTIC ELECTROMECHANICAL TRANSDUCERS; DEAF-AID SETS; PUBLIC ADDRESS SYSTEMS
- H04R25/00—Deaf-aid sets, i.e. electro-acoustic or electro-mechanical hearing aids; Electric tinnitus maskers providing an auditory perception
- H04R25/65—Housing parts, e.g. shells, tips or moulds, or their manufacture
- H04R25/652—Ear tips; Ear moulds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Signal Processing (AREA)
- Acoustics & Sound (AREA)
- Physics & Mathematics (AREA)
- Otolaryngology (AREA)
- Neurosurgery (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP90200541 | 1990-03-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE4107284A1 true DE4107284A1 (de) | 1991-09-12 |
| DE4107284C2 DE4107284C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-09-10 |
Family
ID=8204956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE4107284A Granted DE4107284A1 (de) | 1990-03-08 | 1991-03-07 | Verfahren zur herstellung von polyurethanen |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE4107284A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004052957A1 (de) * | 2002-12-12 | 2004-06-24 | Dreve Otoplastik Gmbh | Verwendung eines werkstoffes für lärm-, schwimmschützer, otoplastiken und zur fixierung von ventings sowie verfahren zur herstellung solcher teile |
| DE102007033787A1 (de) | 2007-07-09 | 2009-01-15 | Aesculap Ag | Gefäßprothese mit reduzierter Thrombogenität |
| EP2070490A1 (de) | 2007-12-10 | 2009-06-17 | Aesculap Ag | Ummantelung zur Wiederherstellung der Klappenfunktion variköser Venen und Verwendung der Ummantelung in der Chirurgie |
| EP2156853A1 (en) | 2008-08-19 | 2010-02-24 | Aesculap AG | Medical product for treatment of sinusitis |
| WO2011151318A1 (en) | 2010-06-02 | 2011-12-08 | Nonwotecc Medical Gmbh | Device for placement in a hollow organ, in particular for holding open said hollow organ and method for producing such device |
| WO2012032030A1 (en) | 2010-09-06 | 2012-03-15 | Nonwotecc Medical Gmbh | Device for closing openings or cavities in blood vessels |
| DE102011000400A1 (de) | 2011-01-28 | 2012-08-02 | Aesculap Ag | Conduit-Klappenprothese und Verfahren zu ihrer Herstellung |
| WO2013050016A1 (de) * | 2011-10-07 | 2013-04-11 | Dreve Prodimed Gmbh | Rohling zur abtragenden herstellung von ohrpassstücken |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10243965A1 (de) * | 2002-09-20 | 2004-04-01 | Adiam Life Science Ag | Verfahren zur Herstellung von biokompatiblen Polyurethanen |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3411361A1 (de) * | 1984-03-28 | 1985-10-10 | Akzo Gmbh, 5600 Wuppertal | Einbettmaterial, verfahren zu seiner herstellung und seine verwendung |
-
1991
- 1991-03-07 DE DE4107284A patent/DE4107284A1/de active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3411361A1 (de) * | 1984-03-28 | 1985-10-10 | Akzo Gmbh, 5600 Wuppertal | Einbettmaterial, verfahren zu seiner herstellung und seine verwendung |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004052957A1 (de) * | 2002-12-12 | 2004-06-24 | Dreve Otoplastik Gmbh | Verwendung eines werkstoffes für lärm-, schwimmschützer, otoplastiken und zur fixierung von ventings sowie verfahren zur herstellung solcher teile |
| DE102007033787A1 (de) | 2007-07-09 | 2009-01-15 | Aesculap Ag | Gefäßprothese mit reduzierter Thrombogenität |
| WO2009007046A2 (de) | 2007-07-09 | 2009-01-15 | Aesculap Ag | Gefässprothese mit reduzierter thrombogenität |
| EP2438888A1 (de) | 2007-12-10 | 2012-04-11 | Aesculap AG | Ummantelung zur Wiederherstellung der Klappenfunktion variköser Venen |
| DE102007061301A1 (de) | 2007-12-10 | 2009-06-18 | Aesculap Ag | Ummantelung zur Wiederherstellung der Klappenfunktion variköser Venen und Verwendung der Ummantelung in der Chirurgie |
| DE202008017504U1 (de) | 2007-12-10 | 2009-10-08 | Aesculap Ag | Ummantelung zur Wiederherstellung der Klappenfunktion variköser Venen und Verwendung der Ummantelung in der Chirurgie |
| EP2070490A1 (de) | 2007-12-10 | 2009-06-17 | Aesculap Ag | Ummantelung zur Wiederherstellung der Klappenfunktion variköser Venen und Verwendung der Ummantelung in der Chirurgie |
| US8313533B2 (en) | 2007-12-10 | 2012-11-20 | Aesculap Ag | Sheathing for restoring the function of valves of varicose veins and use of the sheathing in surgery |
| EP2156853A1 (en) | 2008-08-19 | 2010-02-24 | Aesculap AG | Medical product for treatment of sinusitis |
| WO2011151318A1 (en) | 2010-06-02 | 2011-12-08 | Nonwotecc Medical Gmbh | Device for placement in a hollow organ, in particular for holding open said hollow organ and method for producing such device |
| WO2012032030A1 (en) | 2010-09-06 | 2012-03-15 | Nonwotecc Medical Gmbh | Device for closing openings or cavities in blood vessels |
| DE102011000400A1 (de) | 2011-01-28 | 2012-08-02 | Aesculap Ag | Conduit-Klappenprothese und Verfahren zu ihrer Herstellung |
| WO2013050016A1 (de) * | 2011-10-07 | 2013-04-11 | Dreve Prodimed Gmbh | Rohling zur abtragenden herstellung von ohrpassstücken |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4107284C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-09-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| R071 | Expiry of right |