US5434230A
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US
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Composition containing olefinically unsaturated compounds and hydrazones
Assignee: Henkel AG and Co KGaA
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Filing: 1991-07-03
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Granted: 1995-07-18
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Expires: 2011-07-03
Abstract
Abstract Compositions containing a radical-polymerizable olefinically unsaturated compound and a hydrazone of an aromatic aldehyde or ketone are provided. Also provided are methods for the production of such compositions and methods for the use of such compositions as an adhesive and sealing compound or its use for the coating and production of plastic moldings. The compositions polymerize radically at room temperature upon exposure to ambient air.
Inventors
- 👤 Thomas Huver
- 👤 Petra P. Kremeyer
- 👤 Wolfgang Klauck
- 👤 Christian Nicolaisen
- 👤 Lothar Kammer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:48
CPC Classifications
C; C09; C09D; C09D4/00; C09J; C09J4/00
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
71 words
A composition comprising a radical-polymerizable olefinically unsaturated compound and a hydrazone corresponding to the following general formula: ##STR3## in which n is a number of 1 to 3, R 1 is hydrogen or an alkyl group containing up to 40 carbon atoms and R 2 independently of the other substituents represents H or an aromatic or aliphatic group containing up to 40 carbon atoms, wherein said composition is stable in storage.
Claim 2
Dependent Claim
71 words
A composition comprising a radical-polymerizable olefinically unsaturated compound and a hydrazone corresponding to the following general formula: ##STR3## in which n is a number of 1 to 3, R 1 is hydrogen or an alkyl group containing up to 40 carbon atoms and R 2 independently of the other substituents represents H or an aromatic or aliphatic group containing up to 40 carbon atoms, wherein said composition is stable in storage.
Claim 3
Dependent Claim
55 words
A composition as claimed in claim 1 wherein said radical-polymerizable olefinically unsaturated compound comprises at least one member selected from the group consisting of acrylic acid, methacrylic acid, acrylate compounds, methacrylate compounds styrene, styrene derivatives and acrylonitrile, which members can be completely or partly present in the form of reactive preformed oligomeric or polymeric compounds.
Claim 4
Dependent Claim
13 words
A composition as claimed in claim 1 wherein said hydrazone is a 1,3,5-tris-(acetylalkylhydrazone)-benzene.
Claim 5
Dependent Claim
15 words
A composition as claimed in claim 1 further comprising a stabilizer against radicals and oxygen.
Claim 6
Dependent Claim
20 words
A composition as claimed in claim 4 wherein said stabilizer is selected from the group of triphenyl phosphine and iodide/iodine.
Claim 7
Dependent Claim
15 words
A composition as claimed in claim 1 further comprising a metal compound as an activator.
Claim 8
Dependent Claim
33 words
A composition as claimed in claim 6 wherein said metal compound is selected from the group of metal compounds derived from a member selected from the group consisting of Fe, Co, Mn, V.
Claim 9
Dependent Claim
18 words
A composition as claimed in claim 1 wherein said composition has a viscosity of at least 100 mPa.s.
Claim 10
Dependent Claim
18 words
A composition as claimed in claim 1 wherein said composition has a viscosity of at least 300 mPa.s.
Claim 11
Dependent Claim
18 words
A composition as claimed in claim 1 wherein said composition has a viscosity of at least 500 mPa.s.
Claim 12
Dependent Claim
45 words
A composition as claimed in claim 1 wherein said composition comprises at least 20% by weight, based on the composition as a whole, of said radical-polymerizable olefinically unsaturated compound and at least 0.1% by weight, based on the composition as a whole, of said hydrazone.
Claim 13
Dependent Claim
47 words
A composition as claimed in claim 1 wherein said composition comprises at least 40% by weight, based on the composition as a whole, of said radical-polymerizable olefinically unsaturated compound and at least 0.5% to 7.5% by weight, based on the composition as ,a whole, of said hydrazone.
Claim 14
Dependent Claim
20 words
A composition as claimed in claim 1 wherein said composition further comprises 0.01% to 5% by weight of a stabilizer.
Claim 15
Dependent Claim
20 words
A composition as claimed in claim 1 wherein said composition further comprises 0.01% to 1% by weight of, a stabilizer.
Claim 16
Dependent Claim
29 words
A composition as claimed in claim 1 wherein said composition further comprises 0.005% to 5% by weight, based on the composition as a whole, of a metal compound activator.
Claim 17
Dependent Claim
29 words
A composition as claimed in claim 1 wherein said composition further comprises 0.005% to 1% by weight, based on the composition as a whole, of a metal compound activator.
Claim 18
Dependent Claim
29 words
A composition as claimed in claim 1 wherein said composition further comprises 0.1% to 0.5% by weight, based on the composition as a whole, of a metal compound activator.
Claim 19
Dependent Claim
32 words
A composition as claimed in claim 1 wherein said composition further comprises 10% to 80% by weight of auxiliaries selected from the group consisting of fillers, pigments, thickeners, coupling agents and elasticizers.
Claim 20
Dependent Claim
32 words
A composition as claimed in claim 1 wherein said composition further comprises 10 to 50% by weight of auxiliaries selected from the group consisting of fillers, pigments, thickeners, coupling agents and elasticizers.
Claim 21
Dependent Claim
101 words
A composition as claimed in claim 1 wherein said composition comprises in percentage by weight, based on the composition as a whole: (a) at least 40% by weight of the olefinically unsaturated compound; (b) from 1 to 4% by weight of said hydrazone; (c) from 0.01 to 1% by weight of at least one stabilizer selected from the group consisting of triphenyl phosphine and iodine; and d from 0to 0.5% by weight of at least one metal activator compound selected from the group of metal compounds derived from a member selected from the group consisting of Fe, Co, Mn, and V.
Claim 22
Dependent Claim
11 words
A composition of claim 20 wherein said hydrazone is a 1,3,5-tris-acetylalkylhydrazone)-benzene.
Claim 23
Dependent Claim
12 words
A composition of claim 20 wherein said hydrazone is acetophenone methyl hydrazone.
Claim 24
Dependent Claim
23 words
A composition as claimed in claim 1 further comprising a polymer, at least partly dissolved therein, to provide a viscosity above 500 mPa.s.
Claim 25
Dependent Claim
29 words
A composition as claimed in claim 1 further comprising a polymer at least partly dissolved therein to provide a viscosity in the range from about 3,000 to 10,000 mPa.s.
Claim 26
Dependent Claim
19 words
A composition as claimed in claim 1 wherein said composition is stable in storage in the absence of light.
Claim 27
Dependent Claim
20 words
A composition as claimed in claim 1 wherein said composition is stable in storage in the absence of UV light.
Claim 28
Dependent Claim
61 words
A method for the production of the composition claimed in claim 1, said method comprising: degassing a homogeneous mixture of the constituent components of said composition without said hydrazone, heating said homogeneous mixture to room temperature, adding said hydrazone to said homogeneous mixture to form a composition as claimed in claim 1, and degassing said composition as claimed in claim 1.
Claim 29
Dependent Claim
53 words
A method as claimed in claim 27 wherein said degassing of said homogeneous mixture without said hydrazone and said degassing of said composition are each performed by placing said homogeneous mixture without said hydrazone and said composition of claim 1 under a vacuum of 0.5 torr for about 3 minutes at -196° C.
References Cited (Backward Citations)
US4010152A
Cited
US4063012A
Cited
US4112146A
Cited
US4855373A
Cited
DE4000776A1
Cited
WO1991010687A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-07-17 | 1999-01-16 | 1999-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-07-17 | 2003-01-16 | 2003-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-07-17 | 2007-01-16 | 2007-07-18 | $7700.00 | Window Closed / Lapsed |