JPS5811894B2 - ケチミンキオユウスルシンキプレポリマ−ノセイホウ - Google Patents

ケチミンキオユウスルシンキプレポリマ−ノセイホウ

Info

Publication number: JPS5811894B2
Authority: JP; Japan
Prior art keywords: prepolymer; ketimine; groups; seihou; oyuusuru
Prior art date: 1973-11-10
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

JP49128497A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5079599A (de

Inventor

オイゲン・グリープシユ

ベルナト・ブリンクマン

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 Pharma AG

Original Assignee

Schering 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.)

1973-11-10

Filing date

1974-11-07

Publication date

1983-03-05

1974-11-07 Application filed by Schering AG filed Critical Schering AG

1975-06-28 Publication of JPS5079599A publication Critical patent/JPS5079599A/ja

1983-03-05 Publication of JPS5811894B2 publication Critical patent/JPS5811894B2/ja

Status Expired legal-status Critical Current

Links

150000004658 ketimines Chemical group 0.000 claims description 20
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
239000005056 polyisocyanate Substances 0.000 claims description 12
229920001228 polyisocyanate Polymers 0.000 claims description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
150000001875 compounds Chemical class 0.000 claims description 8
238000001816 cooling Methods 0.000 claims description 8
239000002904 solvent Substances 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 7
125000001931 aliphatic group Chemical group 0.000 claims description 5
150000003997 cyclic ketones Chemical class 0.000 claims description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
239000002253 acid Substances 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
150000001728 carbonyl compounds Chemical class 0.000 claims description 2
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
239000000047 product Substances 0.000 description 14
125000005442 diisocyanate group Chemical group 0.000 description 9
238000003756 stirring Methods 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
239000007795 chemical reaction product Substances 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 6
229920001451 polypropylene glycol Polymers 0.000 description 6
238000002329 infrared spectrum Methods 0.000 description 5
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
239000012948 isocyanate Substances 0.000 description 4
150000002513 isocyanates Chemical class 0.000 description 4
150000002576 ketones Chemical class 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical class CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Chemical class CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
238000009835 boiling Methods 0.000 description 3
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
HXVNBWAKAOHACI-UHFFFAOYSA-N 2,4-dimethyl-3-pentanone Chemical compound CC(C)C(=O)C(C)C HXVNBWAKAOHACI-UHFFFAOYSA-N 0.000 description 2
GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
238000004566 IR spectroscopy Methods 0.000 description 2
125000001240 enamine group Chemical group 0.000 description 2
238000000034 method Methods 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
XPZBNIUWMDJFPW-UHFFFAOYSA-N 2,2,3-trimethylcyclohexan-1-one Chemical compound CC1CCCC(=O)C1(C)C XPZBNIUWMDJFPW-UHFFFAOYSA-N 0.000 description 1
AVFZQHWFGFKQIG-UHFFFAOYSA-N 2,2,3-trimethylcyclopentan-1-one Chemical compound CC1CCC(=O)C1(C)C AVFZQHWFGFKQIG-UHFFFAOYSA-N 0.000 description 1
VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
ZUYKJZQOPXDNOK-UHFFFAOYSA-N 2-(ethylamino)-2-thiophen-2-ylcyclohexan-1-one;hydrochloride Chemical class Cl.C=1C=CSC=1C1(NCC)CCCCC1=O ZUYKJZQOPXDNOK-UHFFFAOYSA-N 0.000 description 1
WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 description 1
YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-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
150000001408 amides Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000006352 cycloaddition reaction Methods 0.000 description 1
BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical class O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 1
AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
125000003743 fatty aldehyde group Chemical group 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
229920002521 macromolecule Polymers 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000013008 moisture curing Methods 0.000 description 1
-1 polypropylene Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3296—Hydroxyamines being in latent form

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)

JP49128497A 1973-11-10 1974-11-07 ケチミンキオユウスルシンキプレポリマ−ノセイホウ Expired JPS5811894B2 (ja)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19732356213 DE2356213C2 (de)	1973-11-10	1973-11-10	Durch Ketimingruppen terminierte Prepolymere und Verfahren zu ihrer Herstellung

Publications (2)

Publication Number	Publication Date
JPS5079599A JPS5079599A (de)	1975-06-28
JPS5811894B2 true JPS5811894B2 (ja)	1983-03-05

Family

ID=5897734

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP49128497A Expired JPS5811894B2 (ja)	1973-11-10	1974-11-07	ケチミンキオユウスルシンキプレポリマ−ノセイホウ

Country Status (9)

Country	Link
JP (1)	JPS5811894B2 (de)
AT (1)	AT339606B (de)
BE (1)	BE822013A (de)
DE (1)	DE2356213C2 (de)
FR (1)	FR2257620B2 (de)
GB (1)	GB1486790A (de)
NL (1)	NL7414636A (de)
SE (1)	SE421523B (de)
SU (1)	SU743583A3 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS59161292U (ja) *	1983-03-24	1984-10-29	スタンレー電気株式会社	Ｅｌ素子用取出し電極

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2546536A1 (de)	1975-10-17	1977-04-28	Bayer Ag	Hochmolekulare polyamine und verfahren zu ihrer herstellung
DE2651479C2 (de) *	1976-11-11	1986-03-20	Schering AG, 1000 Berlin und 4709 Bergkamen	Elastisches Klebemittel
DE4311901A1 (de) *	1993-04-10	1994-10-13	Huels Chemische Werke Ag	Neue Azeomethine, ein Verfahren zu ihrer Herstellung sowie deren Verwendung
US20140275464A1 (en) *	2005-09-15	2014-09-18	The Government Of The United States Of America, As Represented By The Secretary Of The Navy	Polyenureas and method of making the same
US8735526B2 (en)	2005-09-15	2014-05-27	The United States Of America, As Represented By The Secretary Of The Navy	Polyenureas and method of making the same

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2125247C3 (de) *	1971-04-06	1981-07-23	Schering Ag Berlin Und Bergkamen, 1000 Berlin	Verfahren zum Applizieren von Lacken, Vergußmassen, Spachtelmassen, Überzugs- und Beschichtungsmassen

1973
- 1973-11-10 DE DE19732356213 patent/DE2356213C2/de not_active Expired
1974
- 1974-09-18 SU SU742061351A patent/SU743583A3/ru active
- 1974-11-06 AT AT890474A patent/AT339606B/de not_active IP Right Cessation
- 1974-11-07 SE SE7414020A patent/SE421523B/xx not_active IP Right Cessation
- 1974-11-07 JP JP49128497A patent/JPS5811894B2/ja not_active Expired
- 1974-11-08 GB GB4848474A patent/GB1486790A/en not_active Expired
- 1974-11-08 FR FR7437062A patent/FR2257620B2/fr not_active Expired
- 1974-11-08 NL NL7414636A patent/NL7414636A/xx active Search and Examination
- 1974-11-08 BE BE150350A patent/BE822013A/xx not_active IP Right Cessation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS59161292U (ja) *	1983-03-24	1984-10-29	スタンレー電気株式会社	Ｅｌ素子用取出し電極

Also Published As

Publication number	Publication date
ATA890474A (de)	1977-02-15
FR2257620A2 (de)	1975-08-08
BE822013A (fr)	1975-05-09
GB1486790A (en)	1977-09-21
DE2356213A1 (de)	1975-05-15
SE421523B (sv)	1982-01-04
FR2257620B2 (de)	1978-06-23
DE2356213C2 (de)	1986-11-13
SU743583A3 (ru)	1980-06-25
AT339606B (de)	1977-10-25
SE7414020L (de)	1975-05-12
NL7414636A (nl)	1975-05-13
JPS5079599A (de)	1975-06-28

Publication	Publication Date	Title
US3865791A (en)	1975-02-11	Certain enamine compounds and methods for making and using the same
JP3781432B2 (ja)	2006-05-31	高官能化ポリウレタン
JPS6197265A (ja)	1986-05-15	ウレトジオン基含有化合物の製造方法
JPH05214065A (ja)	1993-08-24	ポリイソシアナート組成物
DE1932832A1 (de)	1970-01-29	Neue Isocyanatverbindung einschliesslich eines neuen Amins und deren Verwendung zur Herstellung von Polyurethanen
US3941753A (en)	1976-03-02	Prepolymers of polyisocyanates with hydroxy-enamines or hydroxy-ketimines
JPS5811894B2 (ja)	1983-03-05	ケチミンキオユウスルシンキプレポリマ−ノセイホウ
DE3310124A1 (de)	1983-10-06	N-alkyl-n'-hydroxyaethylpiperazine und ihre verwendung als katalysatoren zur herstellung von polyurethanen
JPS60127316A (ja)	1985-07-08	ポリウレタンを製造する方法
DE10235481A1 (de)	2003-02-13	Härtbare Harzmasse
JP5462269B2 (ja)	2014-04-02	イソシアネート及びアルコール間の反応のための新規な触媒
JPH02168A (ja)	1990-01-05	β‐アミノ‐β‐ラクタム誘導体及びそれを含有する湿気硬化性ポリウレタン組成物
US5428124A (en)	1995-06-27	Urea and biuret liquid prepolymers of MDI
CN107556451B (zh)	2021-11-23	大分子型聚天门冬氨酸酯及其制备方法
US4324918A (en)	1982-04-13	N,N-Dimethyl-N'-isobutyl-N'-β-hydroxyethyl-propylenediamine and a process for its preparation
DE2911126C2 (de)	1990-11-15
US4156779A (en)	1979-05-29	Piperazine and piperidine enamines having an hydroxy group
JPH0414692B2 (de)	1992-03-13
JPH06279390A (ja)	1994-10-04	トリアミン、トリイソシアナート及びそれらの製造方法
JPS6112677A (ja)	1986-01-21	改良されたポリイソシアネ−トの製造法
JPS5855448A (ja)	1983-04-01	Ｎ，ｎ，ｎ′−トリメチル−ｎ′２−ヒドロキシエチル−プロピレンジアミン、その製造方法、該化合物を含むポリウレタン及びポリウレタンの製造方法
JPH09143174A (ja)	1997-06-03	エナミン化合物、エナミン変性ウレタンプレポリマーの製造方法、ウレタン樹脂組成物及び防水材用組成物
JPH04249519A (ja)	1992-09-04	ポリアミノ化合物及びその製造方法
US4191836A (en)	1980-03-04	Anthranilates of polyoxyethylated carboxylic acid
JPH0410893B2 (de)	1992-02-26

JPS5811894B2 - ケチミンキオユウスル シンキプレポリマ−ノ セイホウ - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (1)

Publications (2)

Family

ID=5897734

Family Applications (1)

Country Status (9)

Cited By (1)

Families Citing this family (5)

Family Cites Families (1)

Cited By (1)

Also Published As

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JPS5811894B2 - ケチミンキオユウスルシンキプレポリマ−ノセイホウ - Google Patents