FI106859B - Förfarande för framställning av diaminföreningar - Google Patents

Förfarande för framställning av diaminföreningar Download PDF

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Publication number
FI106859B
FI106859B FI940118A FI940118A FI106859B FI 106859 B FI106859 B FI 106859B FI 940118 A FI940118 A FI 940118A FI 940118 A FI940118 A FI 940118A FI 106859 B FI106859 B FI 106859B
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FI
Finland
Prior art keywords
morpholino
diethyl ether
process according
aspiro
azonia
Prior art date
Application number
FI940118A
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English (en)
Finnish (fi)
Other versions
FI940118A0 (sv
FI940118A (sv
Inventor
Wallace E Puckett
Mark L Zollinger
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Buckman Labor Inc
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Publication of FI940118A publication Critical patent/FI940118A/sv
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Publication of FI106859B publication Critical patent/FI106859B/sv

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/10—Spiro-condensed systems
    • 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
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20—Heterocyclic amines; Salts thereof
    • C08G18/2009—Heterocyclic amines; Salts thereof containing one heterocyclic ring
    • C08G18/2018—Heterocyclic amines; Salts thereof containing one heterocyclic ring having one nitrogen atom in the ring
    • 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
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20—Heterocyclic amines; Salts thereof
    • C08G18/2009—Heterocyclic amines; Salts thereof containing one heterocyclic ring
    • C08G18/2027—Heterocyclic amines; Salts thereof containing one heterocyclic ring having two nitrogen atoms in the ring
    • 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
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20—Heterocyclic amines; Salts thereof
    • C08G18/2081—Heterocyclic amines; Salts thereof containing at least two non-condensed heterocyclic rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Crystals, And After-Treatments Of Crystals (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)

Claims (9)

1. I x. hchv*^chh x (III) 15 t 1 I t V t \ 0 ''tr'' bringas i kontakt med en sekundär amin, som har formeln NHR.^, under en tid, som är tillräcklig att bilda diaminen 20 II, där: A är S eller O; Rx ooh R2 tillsammans bildar en morfolino-, piperidino-, pyrrolidino- eller hexametyleniminoring, som kan innehälla en eller flera alkylsubstituenter; X' är vilken som heist lämplig motjon, företrädesvis halogen; R4 • *ί 25 och R5 bäda är alkylengrupper; och Z1 betecknar en morfoli no-, piperidino-, pyrrolidino-, pyrazolo- eller hexametyleniminoring, som kan vara substituerade med en eller flera alkylgrupper.
1. Förfarande för framställning av en diamin med formeln II 'ar's^S» Λ (II> ί I *« Rj % 0 S I 0 '•z1' io kännetecknat därav, att en spiro-mellanpro-duktsförening med formeln III K XR}
2. Förfarande enligt patentkrav 1, k ä n n e -30 t e c k n a t därav, att förfarandet utförs vid en temperat ur av 200 °C.
3. Förfarande enligt patentkrav 1, kännetecknat därav, att den sekundära aminen används i överskott. 106859 1 y
4. Förfarande enligt patentkrav 3, kanne-t e c k n a t därav, att molförhällandet av den sekundära aminen till den spiro-kvaternära aminen är cirka 4:1.
5. Förfarande enligt patentkrav 1, känne-5 tecknat därav, att den sekundära aminen agerar ock- sä som lösningsmedel i reaktionsblandningen.
6. Förfarande enligt patentkrav 1, känne- tecknat därav, att nämnda diamin väljs frän gruppen 2-N-morfolino-2'-N-pyrrolidino-dietyleter, 2-N-morfolino- io 2'-(N-(3-metyl)piperidino)dietyleter, 2-(N-(3-metyl)pipe-ridino)-21 -(N-hexametylenimino)-dietyleter, 2-piperidino-2'-morfolino-dietyleter, 2-(N-morfolino)-2'-(N-hexametylenimino) tioetyleter, 2,21-dihexametylenimino-dietyleter, 2-(N-morfolino)-2'-(N-hexametylenimino)dietyleter och 2- 15 morfolino-2'-(N-2,6-dimetylmorfolino)dietyleter.
7. Förfarande enligt patentkrav 1, känne-tecknat därav, att riämnda mellanprodukt väljs frän gruppen 3,9-dioxa-6-azoniaspiro[5.5]undekanklorid, 3-oxa- 6-azoniaspiro[5.5]undekanklorid, 3-oxa-8-metyl-6-azonia- 20 spiro[5.5]undekanklorid, 3,9-ditio-6-azoniaspiro[5.5]undekanklorid och 3,9-dioxa-2,4-dimetyl-6-azoniaspiro[5.5]-undekanklorid.
8. Förfarande enligt patentkrav 1, känne-tecknat därav, att nämnda mellanprodukt är en 25 substituerad eller osubstituerad 3,9-dioxa-6-azoniaspiro-[5.5]undekanklorid.
9. Förfarande enligt patentkrav 1, känne-tecknat därav, att nämnda sekundära amin väljs frän gruppen piperidin, 3-metylpiperidin, morfolin, 2,6-dime- 30 tylmorfolin, hexametylenimin och pyrrolidin. • ·
FI940118A 1991-07-12 1994-01-11 Förfarande för framställning av diaminföreningar FI106859B (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US72868891 1991-07-12
US07/728,688 US5268470A (en) 1991-07-12 1991-07-12 Diamine compounds, method of making same, method of use of same and intermediates
US9205574 1992-07-08
PCT/US1992/005574 WO1993001178A1 (en) 1991-07-12 1992-07-08 Diaminic compounds, preparation, use and intermediates

Publications (3)

Publication Number Publication Date
FI940118A0 FI940118A0 (sv) 1994-01-11
FI940118A FI940118A (sv) 1994-01-11
FI106859B true FI106859B (sv) 2001-04-30

Family

ID=24927902

Family Applications (1)

Application Number Title Priority Date Filing Date
FI940118A FI106859B (sv) 1991-07-12 1994-01-11 Förfarande för framställning av diaminföreningar

Country Status (17)

Country Link
US (2) US5268470A (sv)
EP (2) EP0594715B1 (sv)
JP (1) JPH07502259A (sv)
AT (1) ATE139228T1 (sv)
AU (1) AU653304B2 (sv)
BR (1) BR9206268A (sv)
CA (1) CA2113189C (sv)
DE (1) DE69211555T2 (sv)
DK (1) DK0594715T3 (sv)
ES (1) ES2089541T3 (sv)
FI (1) FI106859B (sv)
GR (1) GR3020699T3 (sv)
MX (1) MX9204080A (sv)
NO (1) NO305700B1 (sv)
NZ (2) NZ243536A (sv)
WO (1) WO1993001178A1 (sv)
ZA (1) ZA925207B (sv)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2166438T3 (es) * 1995-04-26 2002-04-16 Lonza Ag Procedimiento para la preparacion de piperidinopentanoaminas.
DE19742720A1 (de) * 1997-09-26 1999-04-01 Performance Chemicals Handels Bis(alkylamino)alkylether-Verbindungen und ihre Verwendung
MXPA04002934A (es) * 2001-09-28 2004-11-22 Polymer Group Inc Envoltura protectora compuesta.
US8501828B2 (en) * 2004-08-11 2013-08-06 Huntsman Petrochemical Llc Cure rebond binder
US20060141239A1 (en) * 2004-12-28 2006-06-29 Gilder Stephen D Method for making a bonded foam product suitable for use as an underlayment for floor coverings
DE102014215388A1 (de) * 2014-08-05 2016-02-11 Evonik Degussa Gmbh Stickstoffhaltige Verbindungen, geeignet zur Verwendung bei der Herstellung von Polyurethanen
US10654817B2 (en) 2014-12-04 2020-05-19 Uop Llc Organo-1-oxa-4-azonium cyclohexane compounds
US10597373B2 (en) 2014-12-04 2020-03-24 Uop Llc Organo-1-oxa-4-azonium cyclohexane compounds
US9522896B2 (en) * 2014-12-04 2016-12-20 Uop Llc Organo-1-oxa-4-azonium cyclohexane compounds
US10633355B2 (en) 2014-12-04 2020-04-28 Uop Llc Organo-1-oxa-4-azonium cyclohexane compounds
CA3019209A1 (en) * 2016-03-28 2017-10-05 University Of Delaware Poly(aryl piperidinium) polymers for use as hydroxide exchange membranes and ionomers
CA3077411A1 (en) * 2017-09-28 2019-04-04 Yushan Yan Poly(aryl piperidinium) polymers including those with stable cationic pendant groups for use as anion exchange membranes and ionomers
CA3134399A1 (en) 2019-03-28 2020-10-01 University Of Delaware Polymers having stable cationic pendant groups for use as anion exchange membranes

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GB781407A (en) * 1955-10-14 1957-08-21 Sapos Lab New quaternary amino ethers
US3366631A (en) * 1959-04-03 1968-01-30 Searle & Co 4-(lower alkyl)-3-methyl-2-cycloalkyl-morpholines and congeners
US3619221A (en) * 1970-03-25 1971-11-09 Grace W R & Co Amine formate accelerator additives for portland cement compositions
DE2624016A1 (de) * 1975-06-02 1976-12-16 Texaco Development Corp Verfahren zur herstellung von n-alkyl- oder n-hydroxialkyl-morpholinen sowie ggf. diaethern von n-hydroxialkyl- morpholinen
US4117227A (en) * 1975-06-02 1978-09-26 Texaco Development Corp. Production of n-(substituted) morpholine
US4026935A (en) * 1975-06-02 1977-05-31 Texaco Development Corporation Production of bis-(morpholino-N-alkyl) ethers
US4113709A (en) * 1976-08-12 1978-09-12 Petrolite Corporation Polyquaternary polythiazines
CA1117552A (en) * 1977-12-27 1982-02-02 Fedor Poppelsdorf Process for producing bis(n,n-dialkylamino) alkyl ethers
SE448538B (sv) * 1979-03-30 1987-03-02 Union Carbide Corp Forfarande for framstellning av bis-(n,n-dialkylamino)alkyletrar
DE3143706A1 (de) * 1981-11-04 1983-05-11 Bayer Ag, 5090 Leverkusen Hochfrequenzverschweissbare polyurethanschaumstoffe und ein verfahren zur herstellung derselben
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Also Published As

Publication number Publication date
NO940094D0 (no) 1994-01-11
AU653304B2 (en) 1994-09-22
NZ272305A (en) 1995-11-27
FI940118A0 (sv) 1994-01-11
BR9206268A (pt) 1995-04-11
NO305700B1 (no) 1999-07-12
WO1993001178A1 (en) 1993-01-21
EP0594715B1 (en) 1996-06-12
EP0594715A1 (en) 1994-05-04
ES2089541T3 (es) 1996-10-01
GR3020699T3 (en) 1996-10-31
FI940118A (sv) 1994-01-11
ZA925207B (en) 1993-04-28
US5268470A (en) 1993-12-07
NO940094L (no) 1994-01-11
JPH07502259A (ja) 1995-03-09
MX9204080A (es) 1993-08-01
EP0705825A2 (en) 1996-04-10
ATE139228T1 (de) 1996-06-15
EP0705825A3 (sv) 1996-04-24
NZ243536A (en) 1995-11-27
CA2113189A1 (en) 1993-01-21
DE69211555D1 (de) 1996-07-18
DK0594715T3 (da) 1996-07-29
AU2299992A (en) 1993-02-11
US5869655A (en) 1999-02-09
CA2113189C (en) 2001-10-30
DE69211555T2 (de) 1997-01-02

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