DE1543178B - Process for the production of polyisocyanates with a biuret structure - Google Patents
Process for the production of polyisocyanates with a biuret structureInfo
- Publication number
- DE1543178B DE1543178B DE1543178B DE 1543178 B DE1543178 B DE 1543178B DE 1543178 B DE1543178 B DE 1543178B
- Authority
- DE
- Germany
- Prior art keywords
- diisocyanate
- methyl
- reaction
- moles
- alcohol
- 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
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 title claims description 13
- 229920001228 Polyisocyanate Polymers 0.000 title claims description 11
- 239000005056 polyisocyanate Substances 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 3
- 238000006243 chemical reaction Methods 0.000 claims description 15
- DKGAVHZHDRPRBM-UHFFFAOYSA-N t-BuOH Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N [N-]=C=O Chemical compound [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 4
- -1 γ-isocyanatopropoxy Chemical group 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 239000010425 asbestos Substances 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- 229910052895 riebeckite Inorganic materials 0.000 claims description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims 15
- 125000001931 aliphatic group Chemical group 0.000 claims 5
- 230000015572 biosynthetic process Effects 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 238000005755 formation reaction Methods 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- 150000003509 tertiary alcohols Chemical class 0.000 claims 3
- WTEOIRVLGSZEPR-UHFFFAOYSA-N Boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N Hexamethylene diisocyanate Chemical class O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 2
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 2
- NJZYQKXQEYBMRV-UHFFFAOYSA-L urea;dicyanate Chemical compound [O-]C#N.[O-]C#N.NC(N)=O NJZYQKXQEYBMRV-UHFFFAOYSA-L 0.000 claims 2
- QMPKJVBRCQVFLL-UHFFFAOYSA-N 1,1,2-triphenylethanol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)CC1=CC=CC=C1 QMPKJVBRCQVFLL-UHFFFAOYSA-N 0.000 claims 1
- GIMDPFBLSKQRNP-UHFFFAOYSA-N 1,1-diphenylethanol Chemical compound C=1C=CC=CC=1C(O)(C)C1=CC=CC=C1 GIMDPFBLSKQRNP-UHFFFAOYSA-N 0.000 claims 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-Dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 claims 1
- GHXPTDPKJYFMOE-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCCC1CN=C=O GHXPTDPKJYFMOE-UHFFFAOYSA-N 0.000 claims 1
- ODKSRULWLOLNJQ-UHFFFAOYSA-N 1,2-diisocyanatocyclohexane Chemical compound O=C=NC1CCCCC1N=C=O ODKSRULWLOLNJQ-UHFFFAOYSA-N 0.000 claims 1
- GYUYTUBGTICBEE-UHFFFAOYSA-N 1,3-bis(3-isocyanatopropoxy)-2,2-dimethylpropane Chemical compound O=C=NCCCOCC(C)(C)COCCCN=C=O GYUYTUBGTICBEE-UHFFFAOYSA-N 0.000 claims 1
- 125000005838 1,3-cyclopentylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:2])C([H])([H])C1([H])[*:1] 0.000 claims 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 claims 1
- BUCJHJXFXUZJHL-UHFFFAOYSA-N 1-ethylcyclohexan-1-ol Chemical compound CCC1(O)CCCCC1 BUCJHJXFXUZJHL-UHFFFAOYSA-N 0.000 claims 1
- SWSXEZOUBBVKCO-UHFFFAOYSA-N 1-isocyanato-4-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1 SWSXEZOUBBVKCO-UHFFFAOYSA-N 0.000 claims 1
- CXOWYJMDMMMMJO-UHFFFAOYSA-N 2,2-dimethylpentane Chemical compound CCCC(C)(C)C CXOWYJMDMMMMJO-UHFFFAOYSA-N 0.000 claims 1
- VZDIRINETBAVAV-UHFFFAOYSA-N 2,4-diisocyanato-1-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1N=C=O VZDIRINETBAVAV-UHFFFAOYSA-N 0.000 claims 1
- WFRBDWRZVBPBDO-UHFFFAOYSA-N 2-Methyl-2-pentanol Chemical compound CCCC(C)(C)O WFRBDWRZVBPBDO-UHFFFAOYSA-N 0.000 claims 1
- XKIRHOWVQWCYBT-UHFFFAOYSA-N 3-Ethylpentan-3-ol Chemical compound CCC(O)(CC)CC XKIRHOWVQWCYBT-UHFFFAOYSA-N 0.000 claims 1
- FRDAATYAJDYRNW-UHFFFAOYSA-N 3-Methyl-3-pentanol Chemical compound CCC(C)(O)CC FRDAATYAJDYRNW-UHFFFAOYSA-N 0.000 claims 1
- NDQSUWBMIHEWOD-UHFFFAOYSA-N 3-ethylnonan-3-ol Chemical compound CCCCCCC(O)(CC)CC NDQSUWBMIHEWOD-UHFFFAOYSA-N 0.000 claims 1
- DLDQNESLAQPGCV-UHFFFAOYSA-N C=C.C=C.C=C.[N-]=C=O.[N-]=C=O Chemical compound C=C.C=C.C=C.[N-]=C=O.[N-]=C=O DLDQNESLAQPGCV-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 229940117389 Dichlorobenzene Drugs 0.000 claims 1
- UAEPNZWRGJTJPN-UHFFFAOYSA-N Methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 150000001913 cyanates Chemical class 0.000 claims 1
- 125000001651 cyanato group Chemical group [*]OC#N 0.000 claims 1
- PFEVLHPHNQFASW-UHFFFAOYSA-N cyclohexyl cyanate Chemical compound N#COC1CCCCC1 PFEVLHPHNQFASW-UHFFFAOYSA-N 0.000 claims 1
- NPOMSUOUAZCMBL-UHFFFAOYSA-N dichloromethane;ethoxyethane Chemical compound ClCCl.CCOCC NPOMSUOUAZCMBL-UHFFFAOYSA-N 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- XSJFAAMNRIJDGN-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)cyclobutane Chemical compound O=C=NCC1CCC1CN=C=O XSJFAAMNRIJDGN-UHFFFAOYSA-N 0.000 description 1
- AQIXEPGDORPWBJ-UHFFFAOYSA-N 3-Pentanol Chemical compound CCC(O)CC AQIXEPGDORPWBJ-UHFFFAOYSA-N 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N Isobutane Chemical group CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Description
3 43 4
Die Polyisocyanate mit Biuretstruktur sind wertvolle 3-pentanol umgesetzt. Die Umsetzung beginnt beiThe polyisocyanates with a biuret structure are converted into valuable 3-pentanol. Implementation starts at
Ausgangsstoffe für die Herstellung und Modifizierung 95° C, wie die Kohlendioxid-Entwicklung zeigt. ManStarting materials for production and modification 95 ° C, as the development of carbon dioxide shows. Man
von Kunststoffen nach dem Isocyanat-Polyadditions- erhält ein flüssiges Polyisocyanat mit Biuretstruktur,from plastics after isocyanate polyaddition, a liquid polyisocyanate with a biuret structure is obtained,
Verfahren, insbesondere zur Herstellung Lichtechter welches praktisch frei von Feststoffen ist.Process, in particular for the production of lightfast ones which are practically free of solids.
Lacküberzüge. . . 5 . . ,Lacquer coatings. . . 5. . ,
Beispiel 1 Beispiel 3Example 1 Example 3
In einem mit Heizmantel, Thermometer und Kühler In der Verfahrensweise nach Beispiel 1 werden den
mit einem Natriumhydroxid-Asbest-Absorber und dort genannten Reaktionskomponenten 0,001 Ge-Trockeneis-Aceton-Kühlfalle
ausgerüsteten Reaktions- wichtsteile konzentrierte Schwefelsäure zugesetzt. Die gefäß werden 100 Gewichtsteile Hexamethylendiiso- 10 Umsetzung beginnt bei 700C, wie die Kohlendioxidcyanat
und 5 Gewichtsteile tert-Butylalkohol ge- Entwicklung zeigt. Das erhaltene Polyisocyanat mit
mischt. Man erhitzt und steigert die Temperatur Biuretstruktur entspricht dem Isocyanat aus Beispiel 1.
langsam. Bei 1500C wird die Entwicklung von Kohlen- . .
dioxyd beobachtet. Bei 195 bis 200° C zeigt sich leb- B e ι s ρ ι e 1 4
hafte Reaktion. In der Kühlfalle bildet sich eine 15 In einem mit Heizmantel, Thermometer und
Flüssigkeit von kohlenwasserstoffartigem Geruch. Es Kühler mit einem Natriumhydroxid-Asbest-Absorber
handelt sich um Isobutan. Die Temperatur im Reak- und Trockeneis-Aceton-Kühlfalle ausgerüsteten Reaktionsgefäß
wird 60 Minuten bei 200 bis 205 0C gehalten, tionsgefäß werden 100 Gewichtsteile Hexamethylen-Dann
wird abgekühlt. Nicht umgesetztes Hexa- diisocyanat, 100 Gewichtsteile Triäthylenglykoldiacetat
methylendiisocyanat wird vom gebildeten Polyiso- ao und 15 Gewichtsteile tert.-Butylalkohol vermischt,
cyanat mit Biuretstruktur durch Destillation abge- Man erwärmt und läßt die Temperatur langsam steigen,
trennt. Man erhält 28,4 Gewichtsteile eines flüssigen, Bei etwa 1450C beginnt die Entwicklung von Kohlenvon
Feststoffen freien Biurettriisocyanats als Rück- dioxid. Bei 195 bis 2000C zeigt sich eine lebhafte
stand im Destillationsgefäß. Amin-Äquivalent 197,1; Reaktion. Man hält die Temperatur im Reaktions-NCO-Gehalt
21,3 °/0. a5 gefäß eine Stunde auf 200 bis 2050C und kühlt dann
. ab. Die erhaltene Lösung läßt sich direkt als Lösung Beispiel 2 eines Polyisocyanats mit Biuretstruktur verwenden.In a procedure according to Example 1 with a heating jacket, thermometer and cooler, parts by weight of concentrated sulfuric acid are added to the reaction components by weight of 0.001 Ge-dry ice-acetone cold trap equipped with a sodium hydroxide-asbestos absorber and the reaction components mentioned there. 100 parts by weight of hexamethylene The reaction vessel 10 begins at 70 0 C as the Kohlendioxidcyanat and 5 parts by weight of tert-butyl alcohol shows overall development. The polyisocyanate obtained is also mixed. The temperature is raised and the biuret structure corresponds to the isocyanate from Example 1. slowly. At 150 0 C the development of coal. .
dioxide observed. At 195 to 200 ° C there is lively B e ι s ρ ι e 1 4
sticky reaction. In the cold trap, a 15 in one with a heating mantle, thermometer and liquid with a hydrocarbon-like odor forms. It cooler with a sodium hydroxide asbestos absorber is isobutane. The temperature in the reactor and dry ice-acetone cold trap equipped reaction vessel is held for 60 minutes at 200-205 0 C, tion vessel are 100 parts by weight of hexamethylene then cooled. Unreacted hexa-diisocyanate, 100 parts by weight of triethylene glycol diacetate methylene diisocyanate is mixed with the polyiso-ao formed and 15 parts by weight of tert-butyl alcohol, cyanate with a biuret structure is heated by distillation and the temperature is allowed to rise slowly, separated. This gives 28.4 parts by weight of a liquid, at about 145 0 C the development begins Kohlenvon solids free Biurettriisocyanats as the residual dioxide. At 195 to 200 0 C there is a lively level in the distillation vessel. Amine equivalent 197.1; Reaction. The temperature is kept at the reaction NCO content of 21.3 ° / 0 . a5 vessel at 200 to 205 0 C for one hour and then cools. away. The solution obtained can be used directly as a solution in Example 2 of a polyisocyanate with a biuret structure.
In der Verfahrensweise nach Beispiel 1 werden Sie kann auch durch Abdestillieren des LösungsmittelsIn the procedure according to Example 1 you can also by distilling off the solvent
l,2-Di-(isocyanatomethyl)-cyclobutan und 3-Methyl- unter vermindertem Druck konzentriert werden.1,2-Di- (isocyanatomethyl) -cyclobutane and 3-methyl- are concentrated under reduced pressure.
Claims (5)
von Kohlendioxid und über die nicht isolierten Zwischenstufen eines Harnstoffdiisocyanats, aus welchem 50 in der R den aliphatischen oder cycloaliphatischen sich dann das Polyisocyanat mit Biuretstruktur bildet. Rest des Dusocyanats bedeutet. Wird die Temperatur Erstaunlicherweise treten dabei keine Feststoffe auf. von 2050C überschritten, so kann überschüssiges Die ungesättigten Kohlenwasserstoffe können als Diisocyanat mit den Wasserstoffatomen der Biuret-Nebenprodukt auskondensiert und das. gebildete struktur zu höherfunktionellen Isocyanaten reagieren, Kohlendioxid kann an geeignete Mittel, z. B. Natrium- 55 was im allgemeinen wegen der Bildung von Feststoffen hydroxid-Asbest-Präparat absorbiert werden. Die nicht erwünscht ist.unsaturated hydrocarbon, the development
of carbon dioxide and via the non-isolated intermediate stages of a urea diisocyanate, from which the polyisocyanate with a biuret structure is then formed in the R denotes the aliphatic or cycloaliphatic. Means the remainder of the diisocyanate. If the temperature is surprisingly no solids occur. exceeded of 205 0 C, so the excess can The unsaturated hydrocarbons can be used as the diisocyanate with the hydrogen atoms of the condensed by-product biuret and. structure formed to higher functional isocyanates react, carbon dioxide can be connected to suitable means such. B. Sodium 55 which is generally absorbed due to the formation of solids hydroxide-asbestos preparation. Which is not wanted.
Family
ID=
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2308015A1 (en) * | 1973-02-17 | 1974-09-12 | Bayer Ag | PROCESS FOR THE PRODUCTION OF POLYISOCYANATES WITH BIURET STRUCTURE |
DE2612783A1 (en) * | 1976-03-25 | 1977-09-29 | Hoechst Ag | BLOCKED POLYISOCYANATE FROM BIURETIC POLYISOCYANATE AND ACETACETIC ACID ALKYLESTER |
EP0007101A1 (en) * | 1978-07-19 | 1980-01-23 | Bayer Ag | Process for the preparation of polyalcohols and process for the manufacture of polyurethanes using these polyalcohols |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2308015A1 (en) * | 1973-02-17 | 1974-09-12 | Bayer Ag | PROCESS FOR THE PRODUCTION OF POLYISOCYANATES WITH BIURET STRUCTURE |
DE2612783A1 (en) * | 1976-03-25 | 1977-09-29 | Hoechst Ag | BLOCKED POLYISOCYANATE FROM BIURETIC POLYISOCYANATE AND ACETACETIC ACID ALKYLESTER |
EP0007101A1 (en) * | 1978-07-19 | 1980-01-23 | Bayer Ag | Process for the preparation of polyalcohols and process for the manufacture of polyurethanes using these polyalcohols |
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