FI106963B - Användning av antikärnfärgningsmedel vid framställning av cellplaster baserade på isocyanat - Google Patents
Användning av antikärnfärgningsmedel vid framställning av cellplaster baserade på isocyanat Download PDFInfo
- Publication number
- FI106963B FI106963B FI946009A FI946009A FI106963B FI 106963 B FI106963 B FI 106963B FI 946009 A FI946009 A FI 946009A FI 946009 A FI946009 A FI 946009A FI 106963 B FI106963 B FI 106963B
- Authority
- FI
- Finland
- Prior art keywords
- compounds
- isocyanate
- cellular plastics
- use according
- compound
- Prior art date
Links
- 239000012948 isocyanate Substances 0.000 title claims abstract description 16
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 8
- 229920003023 plastic Polymers 0.000 title claims description 24
- 239000004033 plastic Substances 0.000 title claims description 24
- 238000010186 staining Methods 0.000 title claims description 8
- 230000001413 cellular effect Effects 0.000 title description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- 239000006260 foam Substances 0.000 claims abstract description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 238000002360 preparation method Methods 0.000 claims description 6
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 4
- 239000011495 polyisocyanurate Substances 0.000 claims description 4
- 229920000582 polyisocyanurate Polymers 0.000 claims description 4
- 239000011496 polyurethane foam Substances 0.000 claims description 4
- 125000005266 diarylamine group Chemical group 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 239000004753 textile Substances 0.000 description 10
- 239000004814 polyurethane Substances 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- -1 organic acid halides Chemical class 0.000 description 7
- 229920005862 polyol Polymers 0.000 description 7
- 150000003077 polyols Chemical class 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229920001228 polyisocyanate Polymers 0.000 description 6
- 239000005056 polyisocyanate Substances 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004043 dyeing Methods 0.000 description 5
- 238000012758 nuclear staining Methods 0.000 description 5
- 229920002635 polyurethane Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000003429 antifungal agent Substances 0.000 description 2
- 150000007860 aryl ester derivatives Chemical class 0.000 description 2
- 239000000022 bacteriostatic agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000011449 brick Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 235000019994 cava Nutrition 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000004453 electron probe microanalysis Methods 0.000 description 2
- UFZOPKFMKMAWLU-UHFFFAOYSA-N ethoxy(methyl)phosphinic acid Chemical compound CCOP(C)(O)=O UFZOPKFMKMAWLU-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 239000004872 foam stabilizing agent Substances 0.000 description 2
- 230000001408 fungistatic effect Effects 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- IVOOCHFRRHMYQY-UHFFFAOYSA-N 2-phenylethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCC=2C=CC=CC=2)=C1 IVOOCHFRRHMYQY-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 241001417490 Sillaginidae Species 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- HIVNJRWKOKUHTH-UHFFFAOYSA-N benzyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC=2C=CC=CC=2)=C1 HIVNJRWKOKUHTH-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000002752 cationic softener Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N iso-pentane Natural products CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 125000004149 thio group Chemical group *S* 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 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 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
-
- 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
- C08K5/134—Phenols containing ester 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
- C08G18/08—Processes
-
- 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
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/105—Esters; Ether-esters of monocarboxylic acids with phenols
-
- 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
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/902—Cellular polymer containing an isocyanurate structure
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Claims (9)
1. Användning av föreningar, kännetecknad av att de har den allmänna formeln 5 R\_ | H0_^Q"CH2"CH2“C"°~(CH2)n“O ^ R 10 och/eller R ° HO —v3~CH~ CH~ C”°“ (CH2)r^“ CH = CH — (CH2)^T 0X CU) 15 väri n är ett heltal mellan 2 ooh 6, företrädesvis 2 och 3; 20 m är ett heltal mellan 1 och 6, företrädesvis 1 tili 3; R är —C (CH3) 3 och « « t : o / : 25 II /TA : X är väte eller ^ ^2 ^2 ^ ** R • ••f- r\ • u * • · · ♦ · t « . 30 som antikärnmissfärgningsmedel vid framställningen )<t* av skumplaster pä isocyanatbasis. • · ···* 2. Användning enligt patentkrav 1, kännetecknad av att mängden föreningar (I) och/eller • · (II) som används är 0,01-0,5 % beräknat pä skumplast pä • · · *. 35 isocyanatbasis. • « « • · · · • · 15 106963
3. Användning enligt patentkrav 1 och 2, kännetecknad av att mängden föreningar (I) och/eller (II) som används är 0,1-0,4 vikt-% beräknat pä skumplast pä isocyanatbasis.
4. Användning enligt patentkrav 1-3, kännetecknad av att som förening (I) används föreningen R 0
10 H0-f^>-CH2-CH-C-0-(CH2)„-H^> R väri radikalen R har den redan nämnda betydelsen.
5. Användning enligt patentkrav 1-3, 15 kännetecknad av att som förening (II) används föreningen y~\_ π n /r-i HO—CH2-CH2-C-0—CH—CH=CH-CH2-0-C-CH2-CH2—V-OH 20 R R väri radikalen R har den redan nämnda betydelsen. t <
6. Användning enligt patentkrav 1-5, ^ kännetecknad av att man dessutom använder andra i och 25 för sig kända antikärnmissfärgningsmedel.
7. Användning enligt patentkrav 7, • · · kännetecknad av att man dessutom använder diarylamin.
8. Användning av föreningarna (I) och/eller (II) « * < enligt patentkrav 1-7 vid framställningen av 30 polyuretanskumplaster.
9. Användning av föreningarna (I) och/eller (II) • · ...* enligt patentkrav 1-7 vid framställningen av polyisocyanuratskumplaster. · • · · • · • · « · · « • · · • · · · • « · · · « ·
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4344180 | 1993-12-23 | ||
| DE4344180A DE4344180A1 (de) | 1993-12-23 | 1993-12-23 | Verwendung von Antikernverfärbungsmitteln bei der Herstellung von Schaumstoffen auf Isocyanatbasis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI946009A0 FI946009A0 (sv) | 1994-12-21 |
| FI946009L FI946009L (sv) | 1995-06-24 |
| FI106963B true FI106963B (sv) | 2001-05-15 |
Family
ID=6506014
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI946009A FI106963B (sv) | 1993-12-23 | 1994-12-21 | Användning av antikärnfärgningsmedel vid framställning av cellplaster baserade på isocyanat |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5459171A (sv) |
| EP (1) | EP0659814B1 (sv) |
| JP (1) | JPH07216043A (sv) |
| KR (1) | KR950018112A (sv) |
| CN (1) | CN1057312C (sv) |
| AT (1) | ATE163956T1 (sv) |
| CA (1) | CA2138438A1 (sv) |
| DE (2) | DE4344180A1 (sv) |
| DK (1) | DK0659814T3 (sv) |
| ES (1) | ES2113043T3 (sv) |
| FI (1) | FI106963B (sv) |
| NO (1) | NO305759B1 (sv) |
| TW (1) | TW354313B (sv) |
| ZA (1) | ZA9410253B (sv) |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2764565A (en) | 1951-12-24 | 1956-09-25 | Bayer Ag | Process and apparatus for the manufacture of polyurethane plastics |
| GB1162517A (en) | 1965-11-12 | 1969-08-27 | Dunlop Co Ltd | Process for the production of Polyurethane Foams |
| JPS45280Y1 (sv) * | 1967-02-23 | 1970-01-08 | ||
| DE1694142C3 (de) | 1967-03-25 | 1975-10-23 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Schaumstoffen |
| DE1720768A1 (de) | 1968-01-02 | 1971-07-15 | Bayer Ag | Kunststoffe auf Isocyanatbasis und Verfahren zu ihrer Herstellung |
| US3649667A (en) * | 1970-06-24 | 1972-03-14 | American Cyanamid Co | Aryl polyesters of 3 5-dialkyl-4-hydroxy-phenyl-alkanoic acids |
| US3741917A (en) | 1970-10-26 | 1973-06-26 | Union Carbide Corp | Cold cure high resilience foam |
| DE2240609A1 (de) * | 1972-08-18 | 1974-02-28 | Hoechst Ag | Stoffwechselwirksame derivate der 4-hydroxy-3,5-di-alkylphenyl-propionsaeure |
| US3839277A (en) * | 1973-03-08 | 1974-10-01 | Ciba Geigy Corp | Light stabilized polyolefin compositions |
| DE2732292A1 (de) | 1977-07-16 | 1979-02-01 | Bayer Ag | Verfahren zur herstellung von polyurethankunststoffen |
| DE2832253A1 (de) | 1978-07-22 | 1980-01-31 | Bayer Ag | Verfahren zur herstellung von formschaumstoffen |
| US4594444A (en) * | 1983-12-22 | 1986-06-10 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxyphenylcarboxylic acid esters |
| US4716244A (en) * | 1985-05-02 | 1987-12-29 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxyphenylcarboxylic acid esters |
| JPH0745437B2 (ja) * | 1988-03-18 | 1995-05-17 | 吉富製薬株式会社 | エステルの製造法 |
| US5219892A (en) * | 1992-06-16 | 1993-06-15 | R. T. Vanderbilt Company, Inc. | Liquid stabilizer compositions for polyols and polyurethane foam |
-
1993
- 1993-12-23 DE DE4344180A patent/DE4344180A1/de not_active Withdrawn
-
1994
- 1994-11-14 TW TW083110652A patent/TW354313B/zh active
- 1994-12-12 DE DE59405423T patent/DE59405423D1/de not_active Expired - Fee Related
- 1994-12-12 ES ES94119608T patent/ES2113043T3/es not_active Expired - Lifetime
- 1994-12-12 AT AT94119608T patent/ATE163956T1/de not_active IP Right Cessation
- 1994-12-12 EP EP94119608A patent/EP0659814B1/de not_active Expired - Lifetime
- 1994-12-12 DK DK94119608T patent/DK0659814T3/da active
- 1994-12-15 US US08/356,611 patent/US5459171A/en not_active Expired - Fee Related
- 1994-12-19 CA CA002138438A patent/CA2138438A1/en not_active Abandoned
- 1994-12-21 JP JP6335171A patent/JPH07216043A/ja active Pending
- 1994-12-21 FI FI946009A patent/FI106963B/sv active
- 1994-12-22 ZA ZA9410253A patent/ZA9410253B/xx unknown
- 1994-12-22 KR KR1019940035866A patent/KR950018112A/ko not_active Ceased
- 1994-12-22 NO NO944988A patent/NO305759B1/no not_active IP Right Cessation
- 1994-12-23 CN CN94113202A patent/CN1057312C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ES2113043T3 (es) | 1998-04-16 |
| DE4344180A1 (de) | 1995-06-29 |
| NO944988L (no) | 1995-06-26 |
| CN1106429A (zh) | 1995-08-09 |
| ATE163956T1 (de) | 1998-03-15 |
| NO944988D0 (no) | 1994-12-22 |
| NO305759B1 (no) | 1999-07-19 |
| DE59405423D1 (de) | 1998-04-16 |
| EP0659814A1 (de) | 1995-06-28 |
| FI946009L (sv) | 1995-06-24 |
| JPH07216043A (ja) | 1995-08-15 |
| DK0659814T3 (da) | 1998-09-28 |
| TW354313B (en) | 1999-03-11 |
| EP0659814B1 (de) | 1998-03-11 |
| ZA9410253B (en) | 1995-08-29 |
| KR950018112A (ko) | 1995-07-22 |
| CN1057312C (zh) | 2000-10-11 |
| US5459171A (en) | 1995-10-17 |
| FI946009A0 (sv) | 1994-12-21 |
| CA2138438A1 (en) | 1995-06-24 |
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