JPS6021191B2 - 遊離イソシアネート基含有ポリウレタン組成物の貯蔵安定性増大のための添加剤としてモノイソシアネートを使用する方法 - Google Patents

遊離イソシアネート基含有ポリウレタン組成物の貯蔵安定性増大のための添加剤としてモノイソシアネートを使用する方法

Info

Publication number: JPS6021191B2
Authority: JP; Japan
Prior art keywords: isocyanate; additives; isocyanate groups; containing free; storage stability
Prior art date: 1975-09-06
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.): Expired

Application number

JP51105061A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5232946A (en

Inventor

ヘルマン・ハーゲマン

ゲルハルト・メニケン

ミヒヤエル・ゾンターク

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bayer AG

Original Assignee

Bayer AG

Priority date (The priority date 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 date listed.)

1975-09-06

Filing date

1976-09-03

Publication date

1985-05-25

1976-09-03 Application filed by Bayer AG filed Critical Bayer AG

1977-03-12 Publication of JPS5232946A publication Critical patent/JPS5232946A/ja

1985-05-25 Publication of JPS6021191B2 publication Critical patent/JPS6021191B2/ja

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims description 21
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 title claims description 15
239000004814 polyurethane Substances 0.000 title claims description 14
229920002635 polyurethane Polymers 0.000 title claims description 14
239000000654 additive Substances 0.000 title claims description 13
238000003860 storage Methods 0.000 title claims description 13
238000000034 method Methods 0.000 title claims description 6
239000004922 lacquer Substances 0.000 claims description 22
239000012948 isocyanate Substances 0.000 claims description 13
-1 alkoxycarbonyl isocyanate Chemical class 0.000 claims description 12
239000007788 liquid Substances 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 5
150000001875 compounds Chemical class 0.000 claims description 4
239000005056 polyisocyanate Substances 0.000 claims description 3
229920001228 polyisocyanate Polymers 0.000 claims description 3
238000007259 addition reaction Methods 0.000 claims description 2
LZZGRDOLVLXKDZ-UHFFFAOYSA-N cyclohexyl n-(oxomethylidene)carbamate Chemical compound O=C=NC(=O)OC1CCCCC1 LZZGRDOLVLXKDZ-UHFFFAOYSA-N 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
235000011837 pasties Nutrition 0.000 claims description 2
VLJQDHDVZJXNQL-UHFFFAOYSA-N 4-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N=C=O)C=C1 VLJQDHDVZJXNQL-UHFFFAOYSA-N 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
239000002904 solvent Substances 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 4
ROQZWKWJNFDKFL-UHFFFAOYSA-N 2-ethylhexyl n-(oxomethylidene)carbamate Chemical compound CCCCC(CC)COC(=O)N=C=O ROQZWKWJNFDKFL-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000005259 measurement Methods 0.000 description 3
239000000049 pigment Substances 0.000 description 3
230000009257 reactivity Effects 0.000 description 3
SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 2
YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
125000001931 aliphatic group Chemical group 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
239000011230 binding agent Substances 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
239000000047 product Substances 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
BKEHSIJVNXLAGY-UHFFFAOYSA-N 6-methylheptyl n-(oxomethylidene)carbamate Chemical compound CC(C)CCCCCOC(=O)N=C=O BKEHSIJVNXLAGY-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
KMDKOAQXMRDARF-UHFFFAOYSA-N C(C)OCCO.C(O)C(CC)(CO)CO Chemical compound C(C)OCCO.C(O)C(CC)(CO)CO KMDKOAQXMRDARF-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000012752 auxiliary agent Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
ZISMXCUJCSPKPF-UHFFFAOYSA-N butyl n-(oxomethylidene)carbamate Chemical compound CCCCOC(=O)N=C=O ZISMXCUJCSPKPF-UHFFFAOYSA-N 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229910000423 chromium oxide Inorganic materials 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000001723 curing Methods 0.000 description 1
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
239000013530 defoamer Substances 0.000 description 1
239000002274 desiccant Substances 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
CUZTXYZPNPUTIS-UHFFFAOYSA-N dodecyl N-(oxomethylidene)carbamate Chemical compound C(CCCCCCCCCCC)OC(=O)N=C=O CUZTXYZPNPUTIS-UHFFFAOYSA-N 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
238000001879 gelation Methods 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
239000010931 gold Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
WNFOMSXGZQSVDB-UHFFFAOYSA-N hexyl N-(oxomethylidene)carbamate Chemical compound C(CCCCC)OC(=O)N=C=O WNFOMSXGZQSVDB-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
AHUDMNNMCJGXLL-UHFFFAOYSA-N isocyanato n-(oxomethylidene)carbamate Chemical compound O=C=NOC(=O)N=C=O AHUDMNNMCJGXLL-UHFFFAOYSA-N 0.000 description 1
230000007774 longterm Effects 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000013008 moisture curing Methods 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
230000001473 noxious effect Effects 0.000 description 1
UDTSGOAQUMIOSR-UHFFFAOYSA-N octadecyl n-(oxomethylidene)carbamate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)N=C=O UDTSGOAQUMIOSR-UHFFFAOYSA-N 0.000 description 1
235000019645 odor Nutrition 0.000 description 1
230000009965 odorless effect Effects 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
QYTADNXBXAIJFH-UHFFFAOYSA-N potassium;zinc;dioxido(dioxo)chromium Chemical compound [K+].[Zn+2].[O-][Cr]([O-])(=O)=O QYTADNXBXAIJFH-UHFFFAOYSA-N 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
239000000126 substance Substances 0.000 description 1
BUXTXUBQAKIQKS-UHFFFAOYSA-N sulfuryl diisocyanate Chemical class O=C=NS(=O)(=O)N=C=O BUXTXUBQAKIQKS-UHFFFAOYSA-N 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
238000010518 undesired secondary reaction Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/711—Monoisocyanates or monoisothiocyanates containing oxygen in addition to isocyanate oxygen
- 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
- C08G18/088—Removal of water or carbon dioxide from the reaction mixture or reaction components
- C08G18/0885—Removal of water or carbon dioxide from the reaction mixture or reaction components using additives, e.g. absorbing agents

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)
Paints Or Removers (AREA)

JP51105061A 1975-09-06 1976-09-03 遊離イソシアネート基含有ポリウレタン組成物の貯蔵安定性増大のための添加剤としてモノイソシアネートを使用する方法 Expired JPS6021191B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19752539728 DE2539728C3 (de)	1975-09-06	1975-09-06	Verwendung von Monoisocyanaten als die Lagerstabilität erhöhende Zusätze in freie Isocyanatgruppen aufweisenden Polyurethanpräpolymer-Zubereitungen
DE2539728.8		1975-09-06

Publications (2)

Publication Number	Publication Date
JPS5232946A JPS5232946A (en)	1977-03-12
JPS6021191B2 true JPS6021191B2 (ja)	1985-05-25

Family

ID=5955790

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP51105061A Expired JPS6021191B2 (ja)	1975-09-06	1976-09-03	遊離イソシアネート基含有ポリウレタン組成物の貯蔵安定性増大のための添加剤としてモノイソシアネートを使用する方法

Country Status (6)

Country	Link
JP (1)	JPS6021191B2 (fr)
BE (1)	BE845888A (fr)
DE (1)	DE2539728C3 (fr)
FR (1)	FR2322892A1 (fr)
GB (1)	GB1488647A (fr)
IT (1)	IT1068234B (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2834623A1 (de) *	1978-08-08	1980-02-28	Bayer Ag	Stabilisierte fuellstoffsuspensionen in polyolen
DE3204128A1 (de) *	1982-02-06	1983-08-11	Bayer Ag, 5090 Leverkusen	Verwendung von isocyanato-silanen als die lagerstabilitaet erhoehende zusatzmittel in, polyurethanprepolymere mit freien isocyanatgruppen aufweisenden, zubereitungen
CA2018885C (fr) *	1989-07-01	2001-05-15	Josef Pedain	Un produit de revetement durcissant a l'humidite et methode de fabrication connexe
DE4005763A1 (de) *	1990-02-23	1991-08-29	Bayer Ag	Verwendung von urethangruppen aufweisenden isocyanaten als trocknungsmittel und ein verfahren zur herstellung eines beschichtungsmittels

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1936399A1 (de) *	1969-07-17	1971-02-04	Bayer Ag	Vernetzbare hochmolekulare Produkte

1975
- 1975-09-06 DE DE19752539728 patent/DE2539728C3/de not_active Expired
1976
- 1976-09-02 GB GB3638176A patent/GB1488647A/en not_active Expired
- 1976-09-03 IT IT5112976A patent/IT1068234B/it active
- 1976-09-03 JP JP51105061A patent/JPS6021191B2/ja not_active Expired
- 1976-09-06 FR FR7626782A patent/FR2322892A1/fr active Granted
- 1976-09-06 BE BE170379A patent/BE845888A/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
DE2539728A1 (de)	1977-03-17
FR2322892A1 (fr)	1977-04-01
DE2539728B2 (de)	1980-06-04
DE2539728C3 (de)	1981-02-12
IT1068234B (it)	1985-03-21
BE845888A (fr)	1977-03-07
GB1488647A (en)	1977-10-12
FR2322892B1 (fr)	1980-08-29
JPS5232946A (en)	1977-03-12

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