DE1494587A1 - Verfahren zur Herstellung von elastomeren Faeden - Google Patents
Verfahren zur Herstellung von elastomeren FaedenInfo
- Publication number
- DE1494587A1 DE1494587A1 DE19651494587 DE1494587A DE1494587A1 DE 1494587 A1 DE1494587 A1 DE 1494587A1 DE 19651494587 DE19651494587 DE 19651494587 DE 1494587 A DE1494587 A DE 1494587A DE 1494587 A1 DE1494587 A1 DE 1494587A1
- Authority
- DE
- Germany
- Prior art keywords
- diisocyanate
- diamine
- solution
- threads
- polymer
- 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 42
- 238000004519 manufacturing process Methods 0.000 title claims description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 73
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 48
- 229920000570 polyether Polymers 0.000 claims description 48
- 150000004985 diamines Chemical class 0.000 claims description 40
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 37
- 229920000642 polymer Polymers 0.000 claims description 37
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 28
- 125000005442 diisocyanate group Chemical group 0.000 claims description 25
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 18
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 claims description 15
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 13
- 239000004202 carbamide Substances 0.000 claims description 13
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 238000002844 melting Methods 0.000 claims description 12
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- 238000009987 spinning Methods 0.000 claims description 11
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 10
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 239000004814 polyurethane Substances 0.000 claims description 8
- QWEVGNOJPHTVEY-UHFFFAOYSA-N 2,2,4,4-tetramethylcyclobutane-1,3-diamine Chemical compound CC1(C)C(N)C(C)(C)C1N QWEVGNOJPHTVEY-UHFFFAOYSA-N 0.000 claims description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 7
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- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 56
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- 125000004432 carbon atom Chemical group C* 0.000 description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
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- 125000003277 amino group Chemical group 0.000 description 17
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- 238000006243 chemical reaction Methods 0.000 description 14
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- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 7
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
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- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
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- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical compound NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 125000003827 glycol group Chemical group 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- YNJCGEDVIOLRLB-UHFFFAOYSA-N 1,1,2,2-tetramethylcyclobutane Chemical compound CC1(C)CCC1(C)C YNJCGEDVIOLRLB-UHFFFAOYSA-N 0.000 description 2
- HXVNBWAKAOHACI-UHFFFAOYSA-N 2,4-dimethyl-3-pentanone Chemical compound CC(C)C(=O)C(C)C HXVNBWAKAOHACI-UHFFFAOYSA-N 0.000 description 2
- RXGUIWHIADMCFC-UHFFFAOYSA-N 2-Methylpropyl 2-methylpropionate Chemical compound CC(C)COC(=O)C(C)C RXGUIWHIADMCFC-UHFFFAOYSA-N 0.000 description 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 description 2
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
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- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
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- 125000004429 atom Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- 125000004122 cyclic group Chemical group 0.000 description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
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- XUIIKFGFIJCVMT-BNZZDVIVSA-N (2s)-2-amino-3-[4-[4-hydroxy-3,5-bis(iodanyl)phenoxy]-3,5-bis(iodanyl)phenyl]propanoic acid Chemical compound [125I]C1=CC(C[C@H](N)C(O)=O)=CC([125I])=C1OC1=CC([125I])=C(O)C([125I])=C1 XUIIKFGFIJCVMT-BNZZDVIVSA-N 0.000 description 1
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- 239000004753 textile Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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
- C08G18/08—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
-
- 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
- C08G18/4825—Polyethers containing two hydroxy groups
-
- 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
-
- 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
- C08G18/487—Polyethers containing cyclic groups
- C08G18/4875—Polyethers containing cyclic groups containing cycloaliphatic groups
-
- 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
- C08G18/56—Polyacetals
-
- 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
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
- C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S528/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S528/906—Fiber or elastomer prepared from an isocyanate reactant
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Artificial Filaments (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37900264A | 1964-06-29 | 1964-06-29 | |
| US37902064A | 1964-06-29 | 1964-06-29 | |
| US37895064A | 1964-06-29 | 1964-06-29 | |
| US37901964A | 1964-06-29 | 1964-06-29 | |
| US378963A US3386942A (en) | 1964-06-29 | 1964-06-29 | Stabilization of non-yellowing segmented polyurethane copolymers of polymeric diols, functionally aliphatic diisocyanates and functionally aliphatic diamines |
| US71396768A | 1968-03-18 | 1968-03-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1494587A1 true DE1494587A1 (de) | 1969-04-30 |
Family
ID=27559882
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651494587 Pending DE1494587A1 (de) | 1964-06-29 | 1965-06-28 | Verfahren zur Herstellung von elastomeren Faeden |
| DE19651570514 Pending DE1570514A1 (de) | 1964-06-29 | 1965-06-28 | Verfahren zur Herstellung von Loesungen von elastomere Faeden bildenden Polyurethanmischpolymerisaten |
| DEE29596A Pending DE1292404B (de) | 1964-06-29 | 1965-06-28 | Verfahren zum Stabilisieren von Polyurethanmischpolymerisaten |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651570514 Pending DE1570514A1 (de) | 1964-06-29 | 1965-06-28 | Verfahren zur Herstellung von Loesungen von elastomere Faeden bildenden Polyurethanmischpolymerisaten |
| DEE29596A Pending DE1292404B (de) | 1964-06-29 | 1965-06-28 | Verfahren zum Stabilisieren von Polyurethanmischpolymerisaten |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US3386942A (enExample) |
| BE (1) | BE665998A (enExample) |
| DE (3) | DE1494587A1 (enExample) |
| GB (4) | GB1118734A (enExample) |
| NL (2) | NL6508294A (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL148622B (nl) * | 1964-06-30 | 1976-02-16 | Du Pont | Elastische vezel. |
| BE682893A (fr) * | 1965-06-25 | 1966-12-01 | Du Pont | Polyuréthanes segmentés et filaments élastiques formés à partir de ces polyuréthanes |
| DE1669411C3 (de) * | 1966-06-25 | 1974-10-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung gummielastischer Fäden |
| US3462297A (en) * | 1966-08-25 | 1969-08-19 | Monsanto Co | Acid fume stabilized spandex |
| US3890265A (en) * | 1972-09-07 | 1975-06-17 | Enamel Varnish & Chemical Comp | Method and compositions for protecting surfaces |
| NL7411952A (nl) * | 1973-09-17 | 1975-03-19 | Rhone Poulenc Sa | Werkwijze voor het tegen warmte stabiliseren van polyurethanen. |
| US3887644A (en) * | 1973-10-18 | 1975-06-03 | Allied Chem | Antistatic polyamide fiber |
| US3882190A (en) * | 1973-10-23 | 1975-05-06 | Allied Chem | Antistatic polyamide fiber |
| US4055534A (en) * | 1975-11-14 | 1977-10-25 | Horizons Incorporated, A Division Of Horizons Research Incorporated | Upgraded aromatic polyester material in powder form |
| US4340527A (en) * | 1980-06-20 | 1982-07-20 | E. I. Du Pont De Nemours And Company | Chlorine-resistant spandex fibers |
| BR8103820A (pt) * | 1980-06-20 | 1982-03-09 | Du Pont | Fibra spandex e processo para preparar uma fibra de spandex |
| US4548975A (en) * | 1983-09-26 | 1985-10-22 | E. I. Du Pont De Nemours And Company | Discoloration-resistant spandex fiber |
| DE3637509A1 (de) * | 1986-11-04 | 1988-05-05 | Bayer Ag | Gegen umwelteinfluesse stabilisierte elastanfasern |
| US6027803A (en) * | 1993-06-11 | 2000-02-22 | E. I. Du Pont De Nemours And Company | Spandex containing barium sulfate |
| US5626960A (en) * | 1995-09-07 | 1997-05-06 | E. I. Du Pont De Nemours And Company | Spandex containing a huntite and hydromagnesite additive |
| US6225435B1 (en) | 1997-03-05 | 2001-05-01 | Dupont Toray Co. Ltd. | Stable polyurethaneurea solutions |
| BR9815438A (pt) * | 1997-03-05 | 2001-09-25 | Du Pont Toray Co Ltd | Solução de viscosidade estável e spandex fiado a seco |
| US6127506A (en) * | 1999-02-19 | 2000-10-03 | E. I. Du Pont De Nemours And Company | Process for melt spinning spandex |
| US6372834B1 (en) | 1999-12-15 | 2002-04-16 | Dupont Toray-Co. Ltd. | Stabilized spandex |
| US6531514B2 (en) | 2000-03-15 | 2003-03-11 | E.I. Du Pont De Nemours And Company | Dispersant slurries for making spandex |
| US6503996B1 (en) | 2001-11-14 | 2003-01-07 | Dupont Dow Elastomers L.L.C. | High-uniformity spandex and process for making spandex |
| WO2007120749A1 (en) * | 2006-04-13 | 2007-10-25 | Cytec Technology Corp. | Stabilized spandex compositions |
| WO2010151645A1 (en) * | 2009-06-25 | 2010-12-29 | Texas Research International, Inc. | Novel polyurea fiber |
| JP5704530B2 (ja) * | 2009-12-16 | 2015-04-22 | 東レ・オペロンテックス株式会社 | ポリウレタン弾性糸およびその製造方法 |
| WO2013188176A1 (en) | 2012-06-15 | 2013-12-19 | 3M Innovative Properties Company | Curable polyurea forming composition, method of making, and composite article |
| US10252988B2 (en) * | 2014-04-11 | 2019-04-09 | Covestro Deutschland Ag | Composition for producing transparent polythiourethane bodies |
| US11168174B2 (en) | 2016-02-23 | 2021-11-09 | Eastman Chemical Company | Isocyanate-modified rigid thermoplastic polymer compositions |
| CN108699213A (zh) | 2016-02-23 | 2018-10-23 | 伊士曼化工公司 | 异氰酸酯改性硬质热塑性聚合物组合物 |
| EP3459985B1 (en) * | 2017-09-22 | 2020-06-17 | Cliq Swisstech Gmbh | Urea urethanes (ii) |
| CN121022150A (zh) * | 2025-09-25 | 2025-11-28 | 江西大凯新材料股份有限公司 | 一种基于硅溶胶的疏水涂料及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2929804A (en) * | 1955-01-31 | 1960-03-22 | Du Pont | Elastic filaments of linear segmented polymers |
| US3225007A (en) * | 1955-09-19 | 1965-12-21 | Gen Tire & Rubber Co | Polyurethane compositions cured with organic peroxides |
| US2830038A (en) * | 1957-05-07 | 1958-04-08 | Du Pont | Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups |
| US2915496A (en) * | 1957-05-20 | 1959-12-01 | Gen Tire & Rubber Co | Stability of polyether glycol urethane products |
| NL126837C (enExample) * | 1958-01-17 | |||
| US3496128A (en) * | 1959-02-05 | 1970-02-17 | Avisun Corp | Stabilization of polypropylene |
| US3039993A (en) * | 1960-05-10 | 1962-06-19 | Weston Chemical Corp | Polyethylene stabilizers |
| NL268616A (enExample) * | 1960-08-29 | |||
| US3157517A (en) * | 1960-12-23 | 1964-11-17 | Eastman Kodak Co | Fatty materials stabilized with thiodialkanoic polyesters |
| DE1149520B (de) * | 1961-08-12 | 1963-05-30 | Bayer Ag | Verfahren zur Herstellung hochelastischer Formkoerper und UEberzuege nach dem Polyisocyanat-Additionsverfahren |
| US3169934A (en) * | 1961-09-05 | 1965-02-16 | Dow Chemical Co | Rigid butylene-ethylene-ether type polyurethane foams |
| FR1366533A (fr) * | 1962-08-22 | 1964-07-10 | Eastman Kodak Co | Composition de poly-alpha-oléfine stabilisée |
| DE1157386B (de) * | 1962-09-04 | 1963-11-14 | Bayer Ag | Verfahren zur dreistufigen Herstellung von aus der Loesung verformbaren Polymeren |
-
1964
- 1964-06-29 US US378963A patent/US3386942A/en not_active Expired - Lifetime
-
1965
- 1965-06-25 BE BE665998D patent/BE665998A/xx unknown
- 1965-06-28 NL NL6508294A patent/NL6508294A/xx unknown
- 1965-06-28 NL NL6508298A patent/NL6508298A/xx unknown
- 1965-06-28 DE DE19651494587 patent/DE1494587A1/de active Pending
- 1965-06-28 DE DE19651570514 patent/DE1570514A1/de active Pending
- 1965-06-28 DE DEE29596A patent/DE1292404B/de active Pending
- 1965-06-29 GB GB27500/65A patent/GB1118734A/en not_active Expired
- 1965-06-29 GB GB27497/65A patent/GB1118731A/en not_active Expired
- 1965-06-29 GB GB27498/65A patent/GB1118732A/en not_active Expired
- 1965-06-29 GB GB27503/65A patent/GB1118737A/en not_active Expired
-
1968
- 1968-03-18 US US713967A patent/US3597398A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US3386942A (en) | 1968-06-04 |
| GB1118737A (en) | 1968-07-03 |
| DE1292404B (de) | 1969-04-10 |
| BE665998A (enExample) | 1965-10-18 |
| GB1118732A (en) | 1968-07-03 |
| GB1118734A (en) | 1968-07-03 |
| US3597398A (en) | 1971-08-03 |
| DE1570514A1 (de) | 1970-02-19 |
| NL6508294A (enExample) | 1965-12-30 |
| NL6508298A (enExample) | 1965-12-30 |
| GB1118731A (en) | 1968-07-03 |
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