DE1694767A1 - Verfahren zur Herstellung elastomerer Produkte - Google Patents
Verfahren zur Herstellung elastomerer ProdukteInfo
- Publication number
- DE1694767A1 DE1694767A1 DE19671694767 DE1694767A DE1694767A1 DE 1694767 A1 DE1694767 A1 DE 1694767A1 DE 19671694767 DE19671694767 DE 19671694767 DE 1694767 A DE1694767 A DE 1694767A DE 1694767 A1 DE1694767 A1 DE 1694767A1
- Authority
- DE
- Germany
- Prior art keywords
- molecular weight
- organic
- diisocyanate
- glycol
- diamine
- 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
- 238000000034 method Methods 0.000 title claims description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 32
- 125000005442 diisocyanate group Chemical group 0.000 claims description 21
- 239000004814 polyurethane Substances 0.000 claims description 21
- 229920002635 polyurethane Polymers 0.000 claims description 21
- 150000004985 diamines Chemical class 0.000 claims description 17
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 15
- 229920000570 polyether Polymers 0.000 claims description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 5
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- -1 polytetramethylene Polymers 0.000 claims description 2
- 230000000295 complement effect Effects 0.000 claims 3
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 125000004956 cyclohexylene group Chemical group 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 5
- 239000010408 film Substances 0.000 description 5
- 238000009987 spinning Methods 0.000 description 5
- 229920002334 Spandex Polymers 0.000 description 3
- 239000004759 spandex Substances 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 210000004177 elastic tissue Anatomy 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000002166 wet spinning Methods 0.000 description 2
- 241000239290 Araneae Species 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 241001544515 Eretes Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 244000294411 Mirabilis expansa Species 0.000 description 1
- 235000015429 Mirabilis expansa Nutrition 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005253 cladding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 238000000578 dry spinning Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 235000013536 miso Nutrition 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 210000002435 tendon Anatomy 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US52395966A | 1966-02-01 | 1966-02-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1694767A1 true DE1694767A1 (de) | 1970-12-03 |
Family
ID=24087125
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19671694767 Pending DE1694767A1 (de) | 1966-02-01 | 1967-01-31 | Verfahren zur Herstellung elastomerer Produkte |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE693436A (enrdf_load_stackoverflow) |
DE (1) | DE1694767A1 (enrdf_load_stackoverflow) |
FR (1) | FR1509722A (enrdf_load_stackoverflow) |
GB (1) | GB1102819A (enrdf_load_stackoverflow) |
NL (1) | NL6701477A (enrdf_load_stackoverflow) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4499233A (en) * | 1983-05-03 | 1985-02-12 | Nl Industries, Inc. | Water dispersible, modified polyurethane and a thickened aqueous composition containing it |
US6063892A (en) * | 1999-10-05 | 2000-05-16 | E. I. Du Pont De Nemours And Company | Spandex prepared with hindered diisocyanates |
US6503996B1 (en) | 2001-11-14 | 2003-01-07 | Dupont Dow Elastomers L.L.C. | High-uniformity spandex and process for making spandex |
US6737497B2 (en) * | 2002-05-30 | 2004-05-18 | Bayer Polymers Llc | Polyurethane/ureas useful for the production of spandex and a process for their production |
US6720403B1 (en) | 2002-11-01 | 2004-04-13 | E.I. Dupont De Nemours And Co. | Polyurethaneurea and spandex comprising same |
US6916896B2 (en) | 2003-05-05 | 2005-07-12 | Invista North America S.A.R.L. | High productivity spandex fiber process and product |
US7838617B2 (en) | 2003-05-05 | 2010-11-23 | Invista North America S.àr.l. | Dyeable spandex |
GB2488154A (en) | 2011-02-18 | 2012-08-22 | Jaguar Cars | Target object determination for vehicle braking system |
CN112442755B (zh) * | 2020-11-27 | 2022-10-04 | 华峰化学股份有限公司 | 一种高回弹高均一耐高温氨纶纤维的制备方法 |
-
1967
- 1967-01-31 BE BE693436D patent/BE693436A/xx not_active IP Right Cessation
- 1967-01-31 DE DE19671694767 patent/DE1694767A1/de active Pending
- 1967-01-31 GB GB468367A patent/GB1102819A/en not_active Expired
- 1967-01-31 FR FR93168A patent/FR1509722A/fr not_active Expired
- 1967-01-31 NL NL6701477A patent/NL6701477A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
FR1509722A (fr) | 1968-01-12 |
GB1102819A (en) | 1968-02-14 |
BE693436A (enrdf_load_stackoverflow) | 1967-07-31 |
NL6701477A (enrdf_load_stackoverflow) | 1967-08-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE69626850T2 (de) | Elastische polyurethanfasern und verfahren zu ihrer herstellung | |
DE68917212T2 (de) | Elasthanfaser mit copolymeren Weichsegmenten. | |
DE1161007B (de) | Herstellung von Kunstharzfolien oder -Fäden | |
DE1494710A1 (de) | Verfahren zur Herstellung kautschukelastischer Textilfaeden | |
DE69401749T2 (de) | Schnellgesponnene spandex auf polyetherbasis | |
WO2007122124A1 (de) | SEGMENTIERTE POLYURETHANELASTOMERE MIT HOHER REIßDEHNUNG | |
DE60224376T2 (de) | Elastomerfasern aus polyurethan und verfahren zu ihrer herstellung | |
DE3334070C2 (enrdf_load_stackoverflow) | ||
DE4017295A1 (de) | Verbesserte faser aus spandex auf polyetherbasis | |
DE60319717T2 (de) | Spandexfaser mit ethylendiamin/1,2-diaminopropan als kettenverlängerer und verfahren zu dessen herstellung | |
DE60001356T2 (de) | Verfahren zum schmelzspinnen von spandex fasern | |
EP0421214B1 (de) | Verfahren zur Herstellung von segmentierten Polyurethanharnstoff-Elastomerlösungen, sowie Fäden und Folien daraus | |
DE1694767A1 (de) | Verfahren zur Herstellung elastomerer Produkte | |
DE3932958A1 (de) | Verfahren zur herstellung licht- und abgasbestaendiger puh-elastomerfaeden und -folien und elastomerfaeden entsprechender zusammensetzung | |
DE4434300A1 (de) | Spandex-Faser, die bestimmte Alkalimetallsalze enthält | |
DE60112271T2 (de) | Spandex mit hoher effizienz bei der thermofixierung | |
DE3879457T2 (de) | Spandex, hergestellt mit einer diamin-mischung. | |
DE2115419C3 (de) | Verfahren zur Herstellung einer stabilisierten Polyurethanlösung | |
DE1669411C3 (de) | Verfahren zur Herstellung gummielastischer Fäden | |
DE69802521T2 (de) | Herstellungsverfahren für spandex und das so hergestellte spandex | |
DE69914494T2 (de) | Polyvinylidenfluorid enthaltende polyurethanfaser | |
DE69503226T2 (de) | Beständige polyurethanfasern und verfahren zu ihrer herstellung | |
DE4446339C1 (de) | Verfahren zur Einstellung der Viskosität von hochkonzentrierten Elastanlösungen für das Trockenspinnen oder Naßspinnen von Elastanfasern und nach dem Verfahren erhältliche Elastanspinnlösung | |
DE1795245A1 (de) | Verfahren zur Herstellung von Polyurethanloesungen mit verbesserter Stabilitaet | |
DE896413C (de) | Verfahren zur Herstellung von hochmolekularen Kunststoffen vom Charakter eines vulkanisierten Kautschuks bzw. eines Leders |