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US4336366A
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Thermally polymerizable mixtures and processes for the thermally-initiated polymerization of cationically polymerizable compounds
Assignee: Novartis Corp
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Filing: 1981-02-20
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Granted: 1982-06-22
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Expires: 2001-02-20
Abstract
Abstract Cationically polymerizable compounds, for example cyclic ethers, can be thermally polymerised if an aromatic iodonium salt of the formula I [(Ar.sup.1)(Ar.sup.2)I].sup.+ [MX.sub.n ].sup.- (I) in which Ar 1 Ar 2 , M, X and n are as defined in claim 1, is used as the catalyst and an agent which forms free radicals on heating and has the formula III or IV ##STR1## in which R 2 , R 3 , R 5 , R 6 , R 8 and m are as defined in claim 1, for example a benzpinacol silyl ether, is used as the co-catalyst. The process is of particular importance for heat-curing epoxide resins as a one-component system.
Inventors
- 👤 Godwin Berner
- 👤 Rudolf Kirchmayr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 18:41
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/68; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/08; C08G65/10; C08G65/105; C08G75/00; C08G75/02; C08G75/06; C08G85/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
259 words
A thermally polymerisable mixture containing (A) one or more cationically polymerisable compounds, (B) a catalytic amount of an aromatic iodonium salt of the formula I [(Ar.sup.1)(Ar.sup.2)I]+[MX.sub.n ].sup.- (I) in which Ar 1 and Ar 2 independently of one another are phenyl, naphthyl or phenyl which is substituted by one or more of the radicals C 1 -C 8 -alkyl, phenyl, phenoxy, halogen, nitro or C 1 -C 4 -alkoxy, or Ar 1 and Ar 2 together are a divalent radical of the formula II ##STR6## in which Y is a direct bond, --O--, --S--, or --CH 2 -- and R 1 is C 1 -C 4 -alkyl, halogen, nitro or C 1 -C 4 -alkoxy, M is a metal atom or metalloid atom from the series comprising B, P, As, Sb, Sn, Bi and Fe, X is fluorine or chlorine and n is 4, 5 or 6 and 1 larger than the valency of M, and (C) a catalytic amount of a compound of the formula III ##STR7## in which R 2 is C 1 -C 4 -alkoxy, --OCOR 4 or --OSi(R 5 )(R 6 )(R 7 ) and R 4 is C 1 -C 8 -alkyl or phenyl and R 5 , R 6 and R 7 independently of one another are C 1 -C 4 -alkyl or phenyl and R 3 is phenyl or C 1 -C 4 -alkyl, or of a compound of the formula IV ##STR8## in which R 8 is phenyl, cyclohexyl or C 1 -C 4 -alkyl and m is 2 to 20.
Claim 2
Dependent Claim
259 words
A thermally polymerisable mixture containing (A) one or more cationically polymerisable compounds, (B) a catalytic amount of an aromatic iodonium salt of the formula I [(Ar.sup.1)(Ar.sup.2)I]+[MX.sub.n ].sup.- (I) in which Ar 1 and Ar 2 independently of one another are phenyl, naphthyl or phenyl which is substituted by one or more of the radicals C 1 -C 8 -alkyl, phenyl, phenoxy, halogen, nitro or C 1 -C 4 -alkoxy, or Ar 1 and Ar 2 together are a divalent radical of the formula II ##STR6## in which Y is a direct bond, --O--, --S--, or --CH 2 -- and R 1 is C 1 -C 4 -alkyl, halogen, nitro or C 1 -C 4 -alkoxy, M is a metal atom or metalloid atom from the series comprising B, P, As, Sb, Sn, Bi and Fe, X is fluorine or chlorine and n is 4, 5 or 6 and 1 larger than the valency of M, and (C) a catalytic amount of a compound of the formula III ##STR7## in which R 2 is C 1 -C 4 -alkoxy, --OCOR 4 or --OSi(R 5 )(R 6 )(R 7 ) and R 4 is C 1 -C 8 -alkyl or phenyl and R 5 , R 6 and R 7 independently of one another are C 1 -C 4 -alkyl or phenyl and R 3 is phenyl or C 1 -C 4 -alkyl, or of a compound of the formula IV ##STR8## in which R 8 is phenyl, cyclohexyl or C 1 -C 4 -alkyl and m is 2 to 20.
Claim 3
Dependent Claim
28 words
A polymerisable mixture according to claim 1, wherein component (A) is a di- or poly-epoxide or an epoxide resin prepolymer or a mixture of several such epoxide compounds.
Claim 4
Dependent Claim
36 words
A mixture according to claim 1, wherein component (A) is a di- or poly-glycidyl ether of a di- or polyphenol, or a mixture of several such glycidyl ethers with one another or with other epoxide compounds.
Claim 5
Dependent Claim
35 words
A mixture according to claim 1, wherein component (B) is a compound of the formula I in which Ar 1 and Ar 2 independently of one another are phenyl, tolyl, methoxyphenyl, phenoxyphenyl, nitrophenyl or chlorophenyl.
Claim 6
Dependent Claim
15 words
A mixture according to claim 4, in which Ar 1 and Ar 2 are phenyl.
Claim 7
Dependent Claim
45 words
A mixture according to claim 1, wherein component (B) is a compound of the formula I in which the anion [MX n ] - is one of the anions BF 4 - , PF 6 - , AsF 6 - or SbF 6 - .
Claim 8
Dependent Claim
57 words
A mixture according to claim 1, wherein component (C) is a compound of the formula III in which R 2 is C 1 -C 4 -alkoxy or --OSi(CH 3 ) 3 and R 3 is phenyl, or a compound of the formula IV in which R 8 is phenyl and R 5 and R 6 are methyl.
Claim 9
Dependent Claim
50 words
A process for the thermally-initiated polymerisation of cationically polymerisable compounds, using a catalyst and a co-catalyst, wherein the catalyst used is an aromatic iodonium salt of the formula I according to claim 1 and the co-catalyst used is a compound of the formula III or IV according to claim 1.
Claim 10
Dependent Claim
30 words
A process according to claim 8, wherein the cationically polymerisable compound used is a di- or polyepoxide or an epoxide resin prepolymer or a mixture of several such epoxide compounds.
Claim 11
Dependent Claim
20 words
A process according to claim 8, wherein the polymerisation is carried out in two stages by heating to different temperatures.
Claim 12
Dependent Claim
19 words
A process according to claim 8, wherein the polymerisable mixture is irradiated with short-wave light before or after heating.
Claim 13
Dependent Claim
18 words
A process according to claim 11, wherein catalytic amounts of a photosensitiser are added to the polymerisable mixtures.
Claim 14
Dependent Claim
16 words
A mixture according to claim 1, wherein component (A) is an aminoplast or a phenol-formaldehyde resin.
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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) | 1985-06-21 | 1985-12-21 | 1986-06-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-21 | 1989-12-21 | 1990-06-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-21 | 1993-12-21 | 1994-06-22 | $7700.00 | Window Closed / Lapsed |