US5633341A
Expired / Lapsed
US
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At room temperature crosslinkable compositions, and methods of their manufacture and use
Assignee: Huntsman Advanced Materials Americas LLC
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Filing: 1993-07-19
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Granted: 1997-05-27
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Expires: 2013-07-19
Abstract
Abstract The invention concerns new, two component compositions, on the basis of liquid polymers containing acid anhydride groups and sterically hindered, aromatic di- or polyamines, said compositions being able to be crosslinked at room temperature. Characteristic of these compositions is their low toxicity and controllable crosslinking behaviour. The crosslinked products are characterized by high mechanical strength, thermal resistance and hydrolytic stability. The invention also concerns methods of manufacture of the said compositions and their use as coatings, potting compounds, sealants and adhesives.
Inventors
- 👤 Thomas P. Abend
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 01:28
CPC Classifications
C; C08; C08L; C08L101/00; C09; C09J; C09J113/00; C08C; C08C19/00; C08C19/30; C08C19/34; C08C19/36; C08F; C08F8/00; C08F8/30; C08F8/32; C08K; C08K5/00; C08K5/16; C08K5/17; C08K5/18
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
33 words
Crosslinkable, two component composition based on liquid polymers as binders, said liquid polymers containing acid anhydride groups, characterized in that said composition contains as a crosslinker at least one sterically hindered aromatic amine.
Claim 2
Dependent Claim
33 words
Crosslinkable, two component composition based on liquid polymers as binders, said liquid polymers containing acid anhydride groups, characterized in that said composition contains as a crosslinker at least one sterically hindered aromatic amine.
Claim 3
Dependent Claim
49 words
Composition according to claim 1, characterized in that the sterically hindered aromatic amine is a di- or polyamine which, in the neighbouring or ortho-positions to the nitrogen, contains substituents to the nitrogen atoms, said substituents being selected from the groups of linear or branched C1- to C4- alkyl groups.
Claim 4
Dependent Claim
25 words
Composition according to claim 2, characterized in that the sterically hindered aromatic diamine or polyamine is a derivative of a polycyclic or condensed aromatic compound.
Claim 5
Dependent Claim
56 words
Composition according to claim 1, characterized in that the sterically hindered, aromatic amine is selected from the groups 1,3,5-trimethyl-2,4-diaminobenzene, 1-methyl-3,5-diethyl-2,4-diaminobenzene, 1-methyl-3,5-diethyl-2,6-diaminobenzene, 1,3,5-triethyl-2,4-diaminobenzene, 2,3,5,6-tetramethyl-1,4-diaminobenzene, 3,3',5,5'-tetramethyl-4,4'-diaminodiphenylmethane, 3,3',5,5'-tetraethyl-4,4'-diaminodiphenylmethane, 3,3',5,5'-tetraisopropyl-4,4'-diaminodiphenylmethane, 3,3'-dimethyl-5,5'-diethyl-4,4'-diaminodiphenylmethane, 3,3'-dimethyl-5,5'-diisopropyl-4,4'-diaminodiphenylmethane, 3,3'-diethyl-5,5'-diisopropyl-4,4'-diaminodiphenyl-methane, the product of the acid catalyzed reaction of aniline with formaldehyde, said product being alkyl substituted to the amine groups in both ortho positions, and their mixtures.
Claim 6
Dependent Claim
23 words
Compositions according to claim 1, characterized in that the aromatic amine also contains up to 49 equivalent percent of monofunctional, hindered aromatic amines.
Claim 7
Dependent Claim
33 words
Composition according to claim 1, characterized in that the stoichiometric ratio of acid anhydride groups of the binder to the amino groups of the crosslinker is in the range of 3 to 0.6.
Claim 8
Dependent Claim
110 words
Composition according to claim 1, characterized in that the binder is selected from the copolymers of maleic acid anhydride or itaconic acid anhydride groups with olefinic unsaturated monomers, addition products of unsaturated anhydrides on polymers with individual or conjugated double bonds, addition products of unsaturated anhydrides on unsaturated decomposition products of high molecular weight natural rubber, styrene butadiene rubber or thermoplastic styrene butadiene isoprene rubber, addition products which are obtained by radical graft reactions of olefinic unsaturated anhydrides on a liquid polymer, polymeric esteranhydride which is obtained by esterification of polyols with trimellitic anhydride, pyromellitic anhydride, benzene tetracarboxylic anhydride, benzene tetracarboxylic dianhydride, benzophenon tetracarboxylic dianhydride and blends of these binders.
Claim 9
Dependent Claim
24 words
Composition according to claim 7, characterized in that the binder is a reaction product of maleic acid anhydride on polymers or copolymers of polybutadiene.
Claim 10
Dependent Claim
21 words
Composition according to claim 7, characterized in that the binder possesses a number average molecular weight of 500 to 50,000 daltons.
Claim 11
Dependent Claim
34 words
Composition according to claim 7, characterized in that the binder is a blend of polyfunctional and monofunctional polymers containing anhydride groups with an average content of at least 1.5 anhydride groups per polymer molecule.
Claim 12
Dependent Claim
18 words
Composition according to claim 1, characterized in that the binder contains, in addition to anhydrides, other functional groups.
Claim 13
Dependent Claim
39 words
Composition according to claim 1, characterized in that a maximum of 49 equivalent percent of the sterically hindered aromatic amine is replaced by a mono-, di-, or polyfunctional, primary, aliphatic alcohol with an equivalent weight of 30 to 3000.
Claim 14
Dependent Claim
34 words
Composition according to claim 12, characterized in that the composition, in relation to 100 proportions of mass of binder and crosslinker, contains up to 2 proportions of mass of a tertiary amine as catalyst.
Claim 15
Dependent Claim
76 words
Composition according to claim 1, characterized in that it contains an additive selected from the group consisting of inorganic and organic fillers, pigments, powdered metal, dyestuffs, carbon black, pyrogenic silica, short chopped fibres, powdered rubber, plasticizers, extender oils, bitumen, resins, nonreactive polymers, reactive modifying agents, tackifying resins, adhesive additives, organofunctional silanes, surfactants, silicon oils, flame retarding additives, antioxidants and light stabilizers, anti-corrosion agents, scents, fungistatic and bacteriostatic agents, thixotropic agents, blowing agents, foam stabilizers and solvents.
Claim 16
Dependent Claim
29 words
Method of manufacture of compositions according to claim 1, characterized in that the components are homogeneously mixed and are allowed to cure at temperatures between 0° and 50° C.
Claim 17
Dependent Claim
14 words
The method of claim 15, wherein said temperatures are between 10° and 35° C.
Claim 18
Dependent Claim
19 words
Crosslinkable two component composition based on liquid polymers containing acid anhydride groups comprising sterically hindered aromatic amines as crosslinkers.
Claim 19
Dependent Claim
19 words
Crosslinkable two component composition based on liquid polymers containing acid anhydride groups comprising sterically hindered aromatic amines as crosslinkers.
Claim 20
Dependent Claim
14 words
Compound for casting, potting or extruding comprising the composition of claim 1 or 17.
Claim 21
Dependent Claim
13 words
Compound for sealing or coating comprising the composition of claim 1 or 17.
Claim 22
Dependent Claim
9 words
Adhesive comprising the composition as claim 1 or 17.
Claim 23
Dependent Claim
12 words
The composition of claim 5, wherein the hindered aromatic amine is 2,6-di-isopropylaniline.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2000-05-26 | 2000-11-25 | 2001-05-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-05-26 | 2004-11-25 | 2005-05-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-05-26 | 2008-11-25 | 2009-05-27 | $7700.00 | Window Closed / Lapsed |