GB1073209A – Improvements in or relating to polyureas
– Google Patents
GB1073209A – Improvements in or relating to polyureas
– Google Patents
Improvements in or relating to polyureas
Info
Publication number
GB1073209A
GB1073209A
GB2447466A
GB2447466A
GB1073209A
GB 1073209 A
GB1073209 A
GB 1073209A
GB 2447466 A
GB2447466 A
GB 2447466A
GB 2447466 A
GB2447466 A
GB 2447466A
GB 1073209 A
GB1073209 A
GB 1073209A
Authority
GB
United Kingdom
Prior art keywords
prepared
polyurea
glass
methyl isobutyl
isobutyl ketone
Prior art date
1965-06-01
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
GB2447466A
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.)
General Mills Inc
Original Assignee
General Mills Inc
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.)
1965-06-01
Filing date
1966-06-01
Publication date
1967-06-21
1966-06-01
Application filed by General Mills Inc
filed
Critical
General Mills Inc
1967-06-21
Publication of GB1073209A
publication
Critical
patent/GB1073209A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
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
C08G18/28—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
C08G18/3225—Polyamines
C08G18/3253—Polyamines being in latent form
C08G18/3256—Reaction products of polyamines with aldehydes or ketones
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
C08G18/72—Polyisocyanates or polyisothiocyanates
C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
Abstract
Ketimines are prepared by condensing methyl isobutyl ketone with (I) triethylene tetramine, (II) N,N-diaminopropyl stearylamine, (III) iminobispropylamine and (IV) methylimino-bispropylamine.ALSO:Polyureas or polyurea/polyurethane are prepared by adding moisture to an anhydrous composition comprising an aliphatic, cycloaliphatic or araliphatic polyisocyanate and a blocked polyamine which is an aldimine or ketimine of an aliphatic polyamine, the blocked polyamine having not more than one active hydrogen atom. Suitable polyisocyanates are polymethylene, alkylene, alkylidene, cycloalkylene and cycloalkylidene diisocyanates, triisocyanates and numerous araliphatic diisocyanates which may contain one or two aromatic rings and optionally, chlorine, methoxy, methyl and cyano radicals and substituents. Particularly suitable polyisocyanates are those derived from polymeric fat acids and having the formula [R]-[(CH2)yNCO]x where y is 0 or 1, x is 2 to 4 and R is the hydrocarbon group of a polymeric fat acid. Aromatic polyisocyanates may be mixed with the above less reactive polyisocyanates. The polyisocyanates may also be in the form of a polyurethate prepolymer which has been prepared by reacting a polyisocyanate with a polyol which may be monomeric or polymeric e.g. organic diols and triols and polyether and polyester polyols. The aldimines and ketimines are suitably prepared by reacting a carbonyl compound having a total of 2 to 6 carbon atoms with an aliphatic polyamine which preferably contains not more than 2 secondary amine groups, e.g. ethylene diamine, diethylene triamine, triethylene tetramine and the corresponding propylene and butylene diamines and N,N-diaminopropyl stearylamine. It is preferred to use a carbonyl compound which boils below or near the boiling point of water or which readily distils with water. The two components of the composition are simply mixed, if desired in the presence of a solvent, and to form a polyurea, moisture is added or the composition is exposed to atmospheric moisture.ALSO:Various substrates may be coated with a composition comprising an aliphatic, cycloaliphatic or araliphatic polyisocyanate and a blocked polyamine which is an aldimine or ketinine of an aliphatic polyamine, the blocked polyamine having not more than one active hydrogen atom, which composition may then be contacted with moisture to provide the substrate with a coating of a polyurea or polyurea / polyurethane. Examples describe the coating of (a) tin and glass with a diisocyanate prepared from dilinoleic acid of tall oil and aketimine prepared from triethylene tetramine and methylisobutyl ketone, (b) tin, steel, wood and glass with a diisocyanate as used in (a) above and a ketimine prepared from diethylene triamine and methyl isobutyl ketone (c) tin, glass and steel with a diisocyanate as used in (a) above and aketimine prepared from iminobispropylamine and methyl isobutyl ketone, (d) tin and glass with a mixture of p-phenylene-bis (ethyl-2-isocyanate) and aketimine from diethylene triamine and methyl isobutyl ketone dissolved in an organic acetate/xylene solvent and (e) glass, black plate steel and cold rolled steel with a mixture of a polyisocyanate prepolymer prepared from hexamethylene diisocyanate and water and a ketimine from ethylene diamine and methyl isobutyl ketone in an ethyl acetate solvent. The above compositions were cured at 50% relative humidity for a period of days to provide the substrates with tough polyurea coatings.
GB2447466A
1965-06-01
1966-06-01
Improvements in or relating to polyureas
Expired
GB1073209A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
US46049065A
1965-06-01
1965-06-01
Publications (1)
Publication Number
Publication Date
GB1073209A
true
GB1073209A
(en)
1967-06-21
Family
ID=23828914
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB2447466A
Expired
GB1073209A
(en)
1965-06-01
1966-06-01
Improvements in or relating to polyureas
Country Status (4)
Country
Link
BE
(1)
BE681917A
(en)
DE
(1)
DE1595748A1
(en)
GB
(1)
GB1073209A
(en)
NL
(1)
NL6607543A
(en)
Cited By (5)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
DE2125247A1
(en)
*
1971-04-06
1972-10-19
Schering Ag, 1000 Berlin Und 4619 Bergkamen
Stable mixtures of enamine compounds and polyisocyanates. Eliminated from: 2116882
US4469831A
(en)
*
1981-08-26
1984-09-04
Basf Aktiengesellschaft
Moisture-curing, storage stable, single-component polyurethane systems
EP0149765A2
(en)
*
1984-01-11
1985-07-31
American Cyanamid Company
Coating compositions containing a ketimine
EP0985693A1
(en)
*
1998-03-25
2000-03-15
The Yokohama Rubber Co., Ltd.
One-pack type moisture-curable composition
CN108368232A
(en)
*
2015-12-21
2018-08-03
Sika技术股份公司
Urethane composition with low plasticiser migration
Families Citing this family (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US5104930A
(en)
*
1990-02-27
1992-04-14
Raychem Corporation
Polyurea gel compositions and articles therefrom
NZ237054A
(en)
*
1990-02-27
1993-03-26
Raychem Corp
Crosslinked polyurea gels
1966
1966-05-27
DE
DE19661595748
patent/DE1595748A1/en
active
Pending
1966-06-01
GB
GB2447466A
patent/GB1073209A/en
not_active
Expired
1966-06-01
BE
BE681917D
patent/BE681917A/xx
unknown
1966-06-01
NL
NL6607543A
patent/NL6607543A/xx
unknown
Cited By (10)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
DE2125247A1
(en)
*
1971-04-06
1972-10-19
Schering Ag, 1000 Berlin Und 4619 Bergkamen
Stable mixtures of enamine compounds and polyisocyanates. Eliminated from: 2116882
DE2125247B2
(en)
*
1971-04-06
1977-08-11
Ausscheidung aus: 21 16 882 Schering AG, 1000 Berlin und 4619 Bergkamen
PROCESS FOR APPLYING VARNISHES, GROUTING COMPOUNDS, FILLING COMPOUNDS, COATING COMPOUNDS
DE2125247C3
(en)
*
1971-04-06
1981-07-23
Schering Ag Berlin Und Bergkamen, 1000 Berlin
Process for the application of paints, casting compounds, leveling compounds, coverings and coating compounds
US4469831A
(en)
*
1981-08-26
1984-09-04
Basf Aktiengesellschaft
Moisture-curing, storage stable, single-component polyurethane systems
EP0149765A2
(en)
*
1984-01-11
1985-07-31
American Cyanamid Company
Coating compositions containing a ketimine
EP0149765A3
(en)
*
1984-01-11
1985-08-21
American Cyanamid Company
Coating compositions containing a ketimine
EP0985693A1
(en)
*
1998-03-25
2000-03-15
The Yokohama Rubber Co., Ltd.
One-pack type moisture-curable composition
EP0985693A4
(en)
*
1998-03-25
2001-06-13
Yokohama Rubber Co Ltd
One-pack type moisture-curable composition
CN108368232A
(en)
*
2015-12-21
2018-08-03
Sika技术股份公司
Urethane composition with low plasticiser migration
CN108368232B
(en)
*
2015-12-21
2021-07-30
Sika技术股份公司
Polyurethane compositions with low plasticizer migration
Also Published As
Publication number
Publication date
DE1595748A1
(en)
1970-05-14
NL6607543A
(en)
1966-12-02
BE681917A
(en)
1966-11-14
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