NO131596B - - Google Patents
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- NO131596B NO131596B NO910/71A NO91071A NO131596B NO 131596 B NO131596 B NO 131596B NO 910/71 A NO910/71 A NO 910/71A NO 91071 A NO91071 A NO 91071A NO 131596 B NO131596 B NO 131596B
- Authority
- NO
- Norway
- Prior art keywords
- mixture
- tertiary amine
- fatty acid
- water
- parts
- Prior art date
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- 239000000203 mixture Substances 0.000 claims description 50
- 239000000194 fatty acid Substances 0.000 claims description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 24
- 229930195729 fatty acid Natural products 0.000 claims description 24
- 150000004665 fatty acids Chemical class 0.000 claims description 24
- 150000003512 tertiary amines Chemical class 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 229920001228 polyisocyanate Polymers 0.000 claims description 20
- 239000005056 polyisocyanate Substances 0.000 claims description 20
- 229920000570 polyether Polymers 0.000 claims description 19
- 230000001413 cellular effect Effects 0.000 claims description 16
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 9
- -1 polysiloxane Polymers 0.000 claims description 7
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 5
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 description 10
- 239000006260 foam Substances 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000007664 blowing Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000012190 activator Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 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 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 3
- 229960003656 ricinoleic acid Drugs 0.000 description 3
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 3
- 230000005070 ripening Effects 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical class O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- KHCRYZBFFWBCMJ-UHFFFAOYSA-N 2-methyloxetan-3-ol Chemical class CC1OCC1O KHCRYZBFFWBCMJ-UHFFFAOYSA-N 0.000 description 1
- 239000004135 Bone phosphate Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- TXOFSCODFRHERQ-UHFFFAOYSA-N N,N-Dimethylphenethylamine Chemical compound CN(C)CCC1=CC=CC=C1 TXOFSCODFRHERQ-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- RUOFIIKCANAEBW-UHFFFAOYSA-N N-Ethyl-hexahydro-1H-azepine Chemical compound CCN1CCCCCC1 RUOFIIKCANAEBW-UHFFFAOYSA-N 0.000 description 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- NAPSCFZYZVSQHF-UHFFFAOYSA-N dimantine Chemical compound CCCCCCCCCCCCCCCCCCN(C)C NAPSCFZYZVSQHF-UHFFFAOYSA-N 0.000 description 1
- 229950010007 dimantine Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Chemical class C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/807—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen all halogen atoms bound to the 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Polyurethanes Or Polyureas (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Coloring (AREA)
Description
Fremgangsmåte for fremstilling av polymere materialer. Process for the production of polymeric materials.
Denne oppfinnelse angår forbedringer ved fremstillingen av polymere stoffer av polyethere og organiske polyisocyanater. This invention relates to improvements in the production of polymeric substances from polyethers and organic polyisocyanates.
Det er allerede blitt foreslått å fremstille polymere stoffer ved en innbyrdes reaksjon mellom polyethere og organiske polyisocyanater, om ønsket i nærvær av katalysatorer. Det er også blitt foreslått å forandre denne reaksjon, f. eks. ved tilsetning av vann, for å fremstille oppblåste materialer med cellestruktur. It has already been proposed to produce polymeric substances by a mutual reaction between polyethers and organic polyisocyanates, if desired in the presence of catalysts. It has also been proposed to change this reaction, e.g. by adding water, to produce inflated materials with a cellular structure.
Det er kjent å bruke tertiære aminer It is known to use tertiary amines
som basiske katalysatorer for reaksjonen, og å innlemme et emulgeringsmiddel, og dessuten å innlemme andre bestanddeler, f. eks. pigmenter eller stoffer som sikrer mot ildsfare. Som følge herav blir blandingen av alle de utvalgte bestanddeler en prosess som går over flere trinn, med innblanding av visse kombinasjoner av ingre-dienser i bestemt rekkefølge. Siden reaksjonen kan finne sted meget hurtig, og noen av bestanddelene er viskose, giftige eller følsomme overfor fuktighet, er det ønskelig at blandingen kan utføres så fort som mulig og i så få trinn som mulig. as basic catalysts for the reaction, and to incorporate an emulsifier, and furthermore to incorporate other ingredients, e.g. pigments or substances that protect against the risk of fire. As a result, the mixing of all the selected ingredients becomes a process that goes over several stages, with the mixing of certain combinations of ingredients in a specific order. Since the reaction can take place very quickly, and some of the components are viscous, toxic or sensitive to moisture, it is desirable that the mixing can be carried out as quickly as possible and in as few steps as possible.
I tysk patent nr. 960 855 er det således beskrevet fremstillingen av celleformete materialer fra polyethere og polyestere i nærvær av fettsyrer eller salter av fettsyrer og sekundære aminer. Særlig i eksemplene er beskrevet fremstillingen av skum fra polyestere og isocyanat ved reaksjon med vann i nærvær av et tertiært amin og i nærvær av et særskilt tilsatt emulgeringsmiddel omfattende en fettsyre eller et salt av en fettsyre og et sekundært amin. German patent no. 960 855 thus describes the production of cellular materials from polyethers and polyesters in the presence of fatty acids or salts of fatty acids and secondary amines. In particular, the examples describe the production of foam from polyesters and isocyanate by reaction with water in the presence of a tertiary amine and in the presence of a specially added emulsifier comprising a fatty acid or a salt of a fatty acid and a secondary amine.
Vi har nu funnet at ved å blande et tertiært amin, vann og en fettsyre fremkommer der en blanding som er skikket til tilsetning som en enhetlig bestanddel til polyether-polyisocyanatblandinger, hvor den katalytiske effekt av det tertiære amin er så å si uskadd og behovet for et særskilt emulgeringsmiddel bortfaller. We have now found that by mixing a tertiary amine, water and a fatty acid, a mixture is produced which is suitable for addition as a uniform component to polyether-polyisocyanate mixtures, where the catalytic effect of the tertiary amine is, so to speak, unharmed and the need for a special emulsifier is omitted.
I henhold til foreliggende oppfinnelse tilveiebringes således en forbedret fremgangsmåte til fremstilling av oppblåste, cellulære stoffer ved reaksjon mellom et polyisocyanat og en polyether og som er karakterisert ved at det innføres en enkelt komponent omfattende en på forhånd fremstillet blanding bestående av et tertiært amin, vann og en fettsyre. According to the present invention, an improved method is thus provided for the production of swollen, cellular substances by reaction between a polyisocyanate and a polyether and which is characterized by the introduction of a single component comprising a pre-prepared mixture consisting of a tertiary amine, water and a fatty acid.
Som utgangsmaterialer til bruk i pro-sessen i henhold til den foreliggende oppfinnelse kan man bruke en hvilken som helst polymer eller copolymer av cykliske etere som slutter med en hydroksylgruppe, og særlig av etylenoksyd, propylenoksyd, epiklorhydrin, oxacyclobutan og substituert oxacyclobutan og tetrahydrofuran. Slike polyethere eller copolyethere fremstilles lett etter fremgangsmåten som er beskrevet i britisk patent nr. 733 624. Små mengder (mindre enn 5 molprosent) av polyfunksjonelle reagenser kan også copo-lymeriseres med etheren, f. eks. glycidol, glycerol, trimethylolpropan og 3-hydroxy-methyloxacyclobutaner. As starting materials for use in the process according to the present invention, any polymer or copolymer of cyclic ethers ending with a hydroxyl group can be used, and in particular of ethylene oxide, propylene oxide, epichlorohydrin, oxacyclobutane and substituted oxacyclobutane and tetrahydrofuran. Such polyethers or copolyethers are easily prepared by the method described in British Patent No. 733 624. Small amounts (less than 5 mole percent) of polyfunctional reagents can also be copolymerized with the ether, e.g. glycidol, glycerol, trimethylolpropane and 3-hydroxy-methyloxacyclobutanes.
Som eksempler på organiske polyisocyanater kan nevnes tolylen-2:4-diisocyanat, blandinger av tolylen-2:4- og -2:6-di-isocyanater, difenylmethandiisocyanater, m og p-fenylendiisocyanater og klorfeny-len-2:4-diisocyanat. Triisocyanater kan brukes i blanding med diisocyanatene i små mengder (ikke over 20 molprosent), for eksempel 2:4:6-triisocyanattoluen, 4:4':4"-trifenylmethantriisocyanat, 2:4:4'-triisocyanatdifenylether og polymerer av tolylen-2:4-diisocyanat. Examples of organic polyisocyanates include tolylene-2:4-diisocyanate, mixtures of tolylene-2:4- and -2:6-diisocyanates, diphenylmethane diisocyanates, m and p-phenylene diisocyanates and chlorophenylene-2:4-diisocyanate . Triisocyanates can be used in a mixture with the diisocyanates in small amounts (not more than 20 mole percent), for example 2:4:6-triisocyanate toluene, 4:4':4"-triphenylmethane triisocyanate, 2:4:4'-triisocyanate diphenyl ether and polymers of tolylene- 2:4-diisocyanate.
Det tertiære amin kan inneholde ett eller flere tertiære nitrogenatomer, og de substituenter som er knyttet til nitrogen-atomet kan være hydrocarbonkjeder som etter valg kan være videre substituert, være avbrutt av hetero-atomer, eller ut-gjøre en del av heterocycliske ringer. For eksempel kan altså være tilstede carbon-syregrupper, uretangrupper, urinstoffgrup-per, ketogrupper, amidgrupper og hyd-roxylgrupper. The tertiary amine can contain one or more tertiary nitrogen atoms, and the substituents linked to the nitrogen atom can be hydrocarbon chains which can optionally be further substituted, be interrupted by hetero atoms, or form part of heterocyclic rings. For example, carboxylic acid groups, urethane groups, urea groups, keto groups, amide groups and hydroxyl groups can therefore be present.
Det foretrekkes å bruke tertiære aminer hvor det tertiære nitrogenatom er knyttet til to eller tre alifatiske (hvori medregnet cycloalifatiske) hydrocarbonra-dikaler som kan være de samme eller for-skjellige. Særlig verdifulle er de aminer hvor de nevnte alifatiske hydrocarbonra-dikaler inneholder ikke over 20 carbonato-mer alt i alt. Således kan for eksempel nevnes triethylamin, N:N-dimethylbenzyl-amin, N:N-dimethylcyclohexylamin, N-methylmorfolin, di-(p-diethyl-amino-ethyl)-adipat, N:N-diethylbenzylamin, N-ethylhexamethylenimin, N-ethylpiperidin, n-methylbenzyldimethylamin, [B-di-ethyl-aminopropionamid, (3-diethylaminoetha-nol, l:4-diazo-2:2:2-dicyclo-octan, 1:4-bis-(2-hydroxypropyl)-2-methylpiperazin, triethanolamin, (3-diethylaminoethylben-zoat, p-diethylaminopropionitril, dimethyl-octadecylamin eller blandinger herav. It is preferred to use tertiary amines where the tertiary nitrogen atom is linked to two or three aliphatic (including cycloaliphatic) hydrocarbon radicals which may be the same or different. Particularly valuable are the amines in which the aliphatic hydrocarbon radicals mentioned do not contain more than 20 carbon atoms in total. Thus, for example, triethylamine, N:N-dimethylbenzylamine, N:N-dimethylcyclohexylamine, N-methylmorpholine, di-(p-diethyl-amino-ethyl)-adipate, N:N-diethylbenzylamine, N-ethylhexamethyleneimine, N -ethylpiperidine, n-methylbenzyldimethylamine, [B-di-ethyl-aminopropionamide, (3-diethylaminoethanol, 1:4-diazo-2:2:2-dicyclo-octane, 1:4-bis-(2-hydroxypropyl) -2-methylpiperazine, triethanolamine, (3-diethylaminoethylbenzoate, p-diethylaminopropionitrile, dimethyl-octadecylamine or mixtures thereof.
Fettsyren kan for eksempel være la-urinsyre, dodecansyre, pelargonsyre, oljesyre, palmitinsyre, ricinolsyre, myristin-syre eller stearinsyre. Man kan også bruke syntetiske eller naturlig forekommende blandinger av fettsyren, for eksempel de syrer som fåes ved hydrolyse av palme-olje, palmekjerneolje, ricinusolje eller ko-kosolje. The fatty acid can be, for example, la-uric acid, dodecanoic acid, pelargonic acid, oleic acid, palmitic acid, ricinolic acid, myristic acid or stearic acid. You can also use synthetic or naturally occurring mixtures of the fatty acid, for example the acids obtained by hydrolysis of palm oil, palm kernel oil, castor oil or coconut oil.
Den mengde fettsyre som skal brukes kan stå i ekvivalent forhold til det tertiære amin eller til en del av de tertiære amingrupper hvor to eller flere slike er til stede i molekylet. Reaksjonsproduktet av det tertiære amin kan blandes med et overskudd av fettsyre eller en ekstra tilsetning av det samme eller et annet tertiært amin. Man foretrekker imidlertid å bruke en blanding som inneholder opptil 100 pst. og fortrinsvis fra 10 til 75 pst. av vekten av den fettsyre som er ekvivalent med det kvantum tertiært amin som blir brukt. Den mengde av blandingen som kan brukes ved fremgangsmåten etter oppfinnelsen kan være slik at den gir mellom 0,01 og 10 pst., og fortrinsvis mellom 0,1 og 5 vektsprosent tertiært amin i forhold til polyetherens vekt. The amount of fatty acid to be used can be in an equivalent ratio to the tertiary amine or to part of the tertiary amine groups where two or more such are present in the molecule. The reaction product of the tertiary amine can be mixed with an excess of fatty acid or an additional addition of the same or another tertiary amine. However, it is preferred to use a mixture containing up to 100 percent and preferably from 10 to 75 percent by weight of the fatty acid equivalent to the amount of tertiary amine used. The amount of the mixture that can be used in the method according to the invention can be such that it yields between 0.01 and 10 percent, and preferably between 0.1 and 5 percent by weight of tertiary amine in relation to the weight of the polyether.
Den vannmengde som tilsettes må nødvendigvis variere betraktelig alt etter de egenskaper som ønskes hos det cellulære produkt som skal fremstilles, men den vil vanligvis være opptil 50 ganger den kombinerte vekt av amin og syre. Amin, syre og vann kan blandes i enhver rekkefølge, eller alle på en gang, og denne blanding kan passende utføres ved rom-temperatur, selv om andre temperaturer kan brukes hvis man ønsker det. The amount of water added must necessarily vary considerably according to the desired properties of the cellular product to be produced, but it will usually be up to 50 times the combined weight of amine and acid. The amine, acid and water can be mixed in any order, or all at once, and this mixing can conveniently be carried out at room temperature, although other temperatures can be used if desired.
Typiske eksempler på blandinger til bruk ved fremgangsmåten etter den foreliggende oppfinnelse er oljesyre, N,N-dim-ethylcyclohexylamin og vann i forholdet 2,2:1:4, og oljesyre, bis-(|3-diethylamino-ethyl)adipat og vann i forholdet 2:3:3. Typical examples of mixtures for use in the method according to the present invention are oleic acid, N,N-dimethylcyclohexylamine and water in the ratio 2.2:1:4, and oleic acid, bis-(|3-diethylamino-ethyl)adipate and water in the ratio 2:3:3.
Blandingen kan være flytende, pastaer eller gel og er fremragende egnet til bruk som en enhetlig komponent ved fremstilling av blåste, cellulære stoffer av polyethere og polyisocyanater. The mixture may be liquid, paste or gel and is eminently suitable for use as a unitary component in the manufacture of blown cellular fabrics of polyethers and polyisocyanates.
Vi tilveiebringer altså som et videre trekk ved vår oppfinnelse som en enhetlig komponent for innblanding i polyether-polyisocyanatblandinger til fremstilling av blåste, cellulære stoffer, en blanding som omfatter et tertiært amin, en fettsyre og vann. We thus provide as a further feature of our invention as a uniform component for mixing in polyether-polyisocyanate mixtures for the production of blown cellular substances, a mixture comprising a tertiary amine, a fatty acid and water.
Det er mange måter å blande bestanddelene, utføre reaksjonen og forme det skumlignende produkt, og i alminnelighet kan fremgangsmåter som er blitt foreslått i forbindelse med polyether- eller poly-ester-polyisocyanatblandinger etter tidli-gere praksis også brukes ved den forbed-rete prosess etter denne oppfinnelse. Således kan polyether og polyisocyanat blandes sammen, og skumdannelse og modning kan igangsettes ved tilsetning av blandingen av vann, tertiært amin og fettsyre. Alternativt kan man igangsette en begynnende kondensasjon mellom polyetheren og det hele eller en del av polyisocyanatet, og derpå tilsette resten av polyisocyanatet etterfulgt av blandingen av vann, tertiært amin og fettsyre til dette begynnende kondensasjonsprodukt. Man kan bruke normale eller forhøyete temperaturer, men det er i alminnelighet mere bekvemt ikke å tilføre varme utenfra uten forsåvidt som det er nødvendig for å sikre at den polyether som brukes er flytende når den blandes med de øvrige bestanddeler. Særlig med henblikk på art og mengde av katalysatoren velger man for-søksbetingelsene slik at reaksjonsvarmen øker temperaturen atskillig, så at «blåsingen» og modningen fullføres hurtig, selv om man kan få i stand ekstra modning ved innvirkning av varme om så skulle ønskes. There are many ways of mixing the ingredients, carrying out the reaction and forming the foam-like product, and in general methods that have been proposed in connection with polyether or polyester-polyisocyanate mixtures according to previous practice can also be used in the improved process according to this invention. Thus, polyether and polyisocyanate can be mixed together, and foam formation and maturation can be initiated by adding the mixture of water, tertiary amine and fatty acid. Alternatively, an incipient condensation can be initiated between the polyether and all or part of the polyisocyanate, and then the remainder of the polyisocyanate is added followed by the mixture of water, tertiary amine and fatty acid to this incipient condensation product. Normal or elevated temperatures can be used, but it is generally more convenient not to add heat from the outside unless necessary to ensure that the polyether used is liquid when mixed with the other ingredients. Especially with regard to the type and quantity of the catalyst, the experimental conditions are chosen so that the heat of reaction increases the temperature considerably, so that the "blowing" and ripening are completed quickly, although additional ripening can be achieved by the effect of heat if desired.
Innblandingen av tertiært amin, vann og fettsyre med polyetheren og polyisocyanatet kan skje kontinuerlig eller dis-kontinuerlig, for eksempel etter den kon-tinuerlige metode som er beskrevet i britisk patent nr. 839 183, og bestanddelene kan blandes i enhver rekkefølge. The mixing of tertiary amine, water and fatty acid with the polyether and the polyisocyanate can take place continuously or discontinuously, for example according to the continuous method described in British patent no. 839 183, and the components can be mixed in any order.
Således kan blandingen tilsettes blandingen eller kondensatet av polyether og polyisocyanat, den kan blandes med polyetheren før polyisocyanatet tilsettes eller den kan kontinuerlig føres inn i et blande-kammer hvor man samtidig innfører polyether eller polyether/polyisocyanatkonden-sat og polyisocyanat i de riktige forhold. Alternativt kan polyetherpolyisocyanat-kondensatet og polyisocyanat forstøves fra en sprøytepistol og blandes med amin-blandingen som samtidig forstøves. Thus, the mixture can be added to the mixture or condensate of polyether and polyisocyanate, it can be mixed with the polyether before the polyisocyanate is added or it can be continuously fed into a mixing chamber where polyether or polyether/polyisocyanate condensate and polyisocyanate are simultaneously introduced in the correct proportions. Alternatively, the polyether polyisocyanate condensate and polyisocyanate can be atomized from a spray gun and mixed with the amine mixture which is atomized at the same time.
Hastigheten for «blåsing» og modning av blandingen varierer med den mengde tertiært amin som brukes, og også med det spesielle amin eller isocyanat som an-vendes. The speed of "blowing" and ripening of the mixture varies with the amount of tertiary amine used, and also with the particular amine or isocyanate used.
Ved fremgangsmåten i henhold til den beskrevne oppfinnelse kan der glatt lages fjærende skum med lav spesifikk vekt og fine porer, og som har en høy motstand mot hydrolyse. Ved å øke mengdeforholdet av triisocyanat kan den hydrolytiske sta-bilitet forbedres videre. With the method according to the described invention, a smooth springy foam can be made with a low specific weight and fine pores, and which has a high resistance to hydrolysis. By increasing the proportion of triisocyanate, the hydrolytic stability can be further improved.
Strukturen kan varieres ved tilsetning av andre stoffer, fortrinsvis i den vandige amin-fettsyreblanding. Blandt slike stoffer nevnes spesielt organopolysiloxaner, eller for eksempel kondensater av ethyl-enoxyd med fenoler eller med fettsyrer såsom stearinsyre og ricinolsyre, og over-flateaktive forbindelser som inneholder sulfonsyre og/eller sulfatestergrupper. Små mengder tverrforbindende midler som trimethylolpropan, glycerol, pentarythritol eller urinstoff kan også tilsettes reaksjons-blandingen. The structure can be varied by adding other substances, preferably in the aqueous amine-fatty acid mixture. Among such substances, particular mention is made of organopolysiloxanes, or for example condensates of ethyl enoxyd with phenols or with fatty acids such as stearic acid and ricinolic acid, and surface-active compounds containing sulphonic acid and/or sulphate ester groups. Small amounts of cross-linking agents such as trimethylolpropane, glycerol, pentarythritol or urea can also be added to the reaction mixture.
Produktenes «massetetthet» kan varieres ved å øke eller minske den vannmengde som tilsettes, og ved å variere mengden av diisocyanat tilsvarende. The products' "bulk density" can be varied by increasing or decreasing the amount of water that is added, and by varying the amount of diisocyanate accordingly.
Fyllstoffer, fargestoffer, ildsikrende stoffer eller andre stoffer, fortrinsvis ikke reaktive overfor isocanater, kan tilsettes blandingen på et passende stadium. De kan tilsettes som tørre pulver eller pastaer som på forhånd er tillaget med for eksempel polyesteren eller isocyanatet eller med trikresylfosfat eller vann. Fillers, dyes, fire retardants or other substances, preferably not reactive towards isocanates, can be added to the mixture at an appropriate stage. They can be added as dry powders or pastes which have been prepared in advance with, for example, the polyester or the isocyanate or with tricresyl phosphate or water.
Oppfinnelsen illustreres uten å be-grenses av de følgende eksempler hvor alle deler er vektsdeler. The invention is illustrated without limitation by the following examples where all parts are parts by weight.
Eksempel 1: Example 1:
100 deler polyoxypropylenglykol med en molekylvekt på 1940 og et vanninnhold på 0,21 pst., blandes med 40 deler av en 80:20 blanding av de 2:4- og 2:6-isomere av tolylendiisocyanat, og blandingen oppvarmes til 105° C i en time. Blandingen av-kjøles til 20° C og blandes med 10 deler av en katalysatorblanding med følgende sammensetning: 100 parts of polyoxypropylene glycol with a molecular weight of 1940 and a water content of 0.21% are mixed with 40 parts of an 80:20 mixture of the 2:4 and 2:6 isomers of tolylene diisocyanate, and the mixture is heated to 105°C for one hour. The mixture is cooled to 20° C and mixed with 10 parts of a catalyst mixture with the following composition:
Blandingen helles i en form, og etter at blåsingen er over, oppvarmes skummet i 4 timer til 125° C. Der oppnåes et fjærende cellulært produkt med spesifikk vekt omkring 0,04. The mixture is poured into a mould, and after the blowing is over, the foam is heated for 4 hours to 125° C. A springy cellular product with a specific gravity of around 0.04 is obtained.
Eksempel 2: Example 2:
140 deler reaksjonsprodukt av polyoxypropylenglykol og tolylendiisocyanat, beskrevet i eksempel 1, blandes med 6,75 deler katalysatorblanding med følgende sammensetning: 140 parts of the reaction product of polyoxypropylene glycol and tolylene diisocyanate, described in example 1, is mixed with 6.75 parts of a catalyst mixture with the following composition:
Blandingen helles i en form og etter at blåsingen er ferdig, oppvarmes skummet i 10 timer til 100° C. Der oppnåes et fjærende cellulært produkt med en spesifikk vekt på ca. 0,04. The mixture is poured into a mold and after the blowing is finished, the foam is heated for 10 hours to 100° C. A springy cellular product with a specific weight of approx. 0.04.
Eksempel 3: Example 3:
Der fremstilles en prepolymer ved at man i 1 time ved 110° C oppheter en blanding av 100 deler polyoxypropylenglycol med molekylvekt 2000 og et vanninnhold på 0,15 pst. med 40 deler av en 75/35 blanding av de 2:4- og 2:6-isomere av tolylendiisocyanat. Denne prepolymer blandes kontinuerlig med 7 deler av en aktivator som fremstilles på følgende måte: 1 del ricinolsyre røres hurtig inn i en blanding som inneholder 1,5 deler N:N-dimethylcyc-lohexylamin og 1,5 deler av et polydimethylsiloxan med en viskositet på 40 centipoise ved 38° C. Derpå tilsettes denne blanding 3 deler vann. There, a prepolymer is produced by heating a mixture of 100 parts of polyoxypropylene glycol with a molecular weight of 2000 and a water content of 0.15 per cent with 40 parts of a 75/35 mixture of the 2:4 and 2 :6-isomers of tolylene diisocyanate. This prepolymer is continuously mixed with 7 parts of an activator which is prepared as follows: 1 part of ricinoleic acid is quickly stirred into a mixture containing 1.5 parts of N:N-dimethylcyclohexylamine and 1.5 parts of a polydimethylsiloxane with a viscosity of 40 centipoise at 38° C. 3 parts of water are then added to this mixture.
Den hele blanding helles i en form, og etter at blåsingen er over, opphetes skummet i 2 timer ved 120° C. Det fjærende cellulære produkt som er fremstilt på denne måten, har en spesifikk vekt på tilnærmet 0,04. The whole mixture is poured into a mould, and after the blowing is over, the foam is heated for 2 hours at 120° C. The springy cellular product produced in this way has a specific gravity of approximately 0.04.
Eksempel 4: Det prepolymer som er fremstilt på samime måte som i eksempel 3, blandes med 5,75 deler av en aktivator som er fremstilt på følgende måte: 1 del reaksjonsprodukt av 12,5 deler N:N-dimethyl-cyclohexylamin og 30 deler fettsyre som er fremstilt ved hydrolyse av ricinusolje blandes med 0,75 deler av et polydimethylsiloxan med en viskositet på 100 centipoise ved 25° C. Til denne blanding settes så 1 del N:N-dimethylcyclohexylamin og 3 deler vann. Example 4: The prepolymer prepared in the same way as in example 3 is mixed with 5.75 parts of an activator prepared as follows: 1 part reaction product of 12.5 parts N:N-dimethyl-cyclohexylamine and 30 parts fatty acid produced by hydrolysis of castor oil is mixed with 0.75 parts of a polydimethylsiloxane with a viscosity of 100 centipoise at 25° C. 1 part N:N-dimethylcyclohexylamine and 3 parts water are then added to this mixture.
Blandingen helles i en form, og etter at blåsingen er ferdig oppvarlmes skummet i 2 timer ved 120° C. Det fjærende, cellulære produkt som er fremstilt på denne måten, har en spesifikk vekt på ca. 0,04. The mixture is poured into a mould, and after the blowing is finished the foam is heated for 2 hours at 120° C. The springy, cellular product produced in this way has a specific weight of approx. 0.04.
Eksempel 5: Example 5:
Et prepolymer fremstilt som i eksempel 3 blandes med en aktivator med føl-gende sammensetning: A prepolymer prepared as in example 3 is mixed with an activator with the following composition:
Blandingen får skumme ferdig og etter-opphetes som i eksempel 3, og det fremkommer et fjærende porøst produkt. The mixture is allowed to finish foaming and post-heated as in example 3, and a springy porous product is produced.
Eksempel 6: Example 6:
Det polymer som er fremstilt i henhold til eksempel 3 blandes med en aktivator av følgende sammensetning: The polymer prepared according to example 3 is mixed with an activator of the following composition:
Den polymeriserte fettsyre har et syre-tall på 190, et forsåpningstall på 195 og et The polymerized fatty acid has an acid number of 190, a saponification number of 195 and a
forhold dibasisk : tribasisk syre på 75 til 25. ratio dibasic : tribasic acid of 75 to 25.
Blandingen får skumme ferdig og blir etteroppvarmet som i eksempel 3, og der fremkommer et fjærende cellulært produkt. The mixture is allowed to foam and is reheated as in example 3, and a springy cellular product is produced.
Eksempel 7: Til 100 deler polyoxypropylenglycol med molekylvekt 2000 settes en blanding av 0,7 deler 1:4-diazo-2:2:2-dicyclooctan, 3 deler vann, 0,5 deler blandete fettsyrer fremkommet ved hydrolyse av ricinusolje og 1 del polydimethylsiloxan av viskositet 40 centipoise ved 40° C. Etterat disse er blandet tilsettes 37 deler av en 80:20-blanding av 2:4- og 2:6-isomeret av toly-lendiisocyanater og hele blandingen tøm-mes i en form. Example 7: To 100 parts of polyoxypropylene glycol with a molecular weight of 2000 is added a mixture of 0.7 parts 1:4-diazo-2:2:2-dicyclooctane, 3 parts water, 0.5 parts mixed fatty acids obtained by hydrolysis of castor oil and 1 part polydimethylsiloxane of viscosity 40 centipoise at 40° C. After these are mixed, 37 parts of an 80:20 mixture of the 2:4 and 2:6 isomers of toluene diisocyanates are added and the entire mixture is poured into a mold.
Der fremkommer et utmerket fjærende cellulært produkt uten at noen var-mebehandling er nødvendig. An excellent springy cellular product is produced without any heat treatment being necessary.
Claims (5)
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DE2011552A DE2011552C3 (en) | 1970-03-11 | 1970-03-11 | 3- P '^' - Dichtör - ^ - afkyl-imenyrJ ^ A2 -pyrazoint derivatives, process for their preparation and their use as optical brighteners |
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DE10208773A1 (en) | 2002-02-28 | 2003-09-04 | Clariant Gmbh | Aqueous liquid formulations of pyrazoline brighteners |
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JPS591750B2 (en) | 1984-01-13 |
SU439991A3 (en) | 1974-08-15 |
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YU58971A (en) | 1979-02-28 |
HU162981B (en) | 1973-05-28 |
JPS56138173A (en) | 1981-10-28 |
GB1360490A (en) | 1974-07-17 |
PL83038B1 (en) | 1975-12-31 |
CH559273A (en) | 1975-02-28 |
ES388953A1 (en) | 1975-03-16 |
CH569755A5 (en) | 1975-11-28 |
CH343771A4 (en) | 1974-07-15 |
NO131596C (en) | 1975-06-25 |
CS152391B2 (en) | 1973-12-19 |
SE378105B (en) | 1975-08-18 |
RO61307A (en) | 1976-09-15 |
NL163212B (en) | 1980-03-17 |
FR2084476A5 (en) | 1971-12-17 |
JPS5632313B1 (en) | 1981-07-27 |
NL163212C (en) | 1980-08-15 |
BE764127A (en) | 1971-09-13 |
AT315803B (en) | 1974-06-10 |
YU34550B (en) | 1979-09-10 |
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