Patent US4339567A successfully refreshed from Google Patents.
US4339567A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Photopolymerization by means of sulphoxonium salts
Assignee: BASF Corp
•
Filing: 1981-02-23
•
Granted: 1982-07-13
•
Expires: 2001-02-23
Abstract
Abstract Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1, R 6 denotes an arylene or aralkylene group, R 7 denotes --H or a group of formula ##STR2## R 8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group, R 9 has the same meaning as R 8 but may alternatively represent a dialkylamino group or, if R 8 represents an alkyl group, R 9 may represent an arylamino group, R 10 and R 11 each independently have the same meaning as R 8 but may also each denote --H, r represents 1, 2, or 3, Z r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1. Typical II are dimethylphenylsulphoxonium hexafluorophosphate and perchlorate, dimethylphenacylsulphoxonium hexafluorophosphate, and chloride, dodecylmethylbenzylsulphoxonium hexafluorophosphate, and 1,4-bis(1-oxo-2-(dimethylsulphoxonium)ethyl)benzene dihexafluoroarsenate. When I is a polyepoxide or a resol, it may be photopolymerized by means of II and subsequently crosslinked by heating with a latent heat-curing agent.
Inventors
- 👤 George E. Green
- 👤 Edward Irving
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 05:21
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/08; C08G65/10; C08G65/105; C08G59/00; C08G59/18; C08G59/68; C08K; C08K5/00; C08K5/36; C08K5/41; C08L; C08L61/00; C08L61/04; C08L61/06; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; Y; Y10; Y10S; Y10S525/00; Y10S525/918; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31518; Y10T428/31529
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
248 words
Compositions comprising (a) a compound, or mixture of compounds, capable of being transformed into a higher-molecular weight material under the influence of a cationic catalyst, (b) an effective amount of a sulfoxonium salt of the formula ##STR22## where p denotes zero or 1, R 6 denotes an arylene or aralkylene group of 4 to 25 carbon atoms linked directly through a carbon atom thereof to, if p denotes zero, the indicated sulfur atom or, if p denotes 1, to the indicated carbonyl carbon atom, R 7 denotes a hydrogen atom, or a group of formula ##STR23## R 8 denotes an alkyl group of 1 to 18 carbon atoms, an alkenyl group of 2 to 6 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, a cycloalkylalkyl group of 4 to 8 carbon atoms, an aryl group of 4 to 24 carbon atoms, or an aralkyl group of 5 to 16 carbon atoms, R 9 has the same meaning as R 8 but may alternatively represent a dialkylamino group of 2 to 6 carbon atoms or, if R 8 denotes a said alkyl group, an arylamino group of 4 to 8 carbon atoms, R 10 and R 11 each independently have the same meaning as R 8 but may also each represent a hydrogen atom, r represents 1, 2, or 3, Z r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.
Claim 2
Dependent Claim
248 words
Compositions comprising (a) a compound, or mixture of compounds, capable of being transformed into a higher-molecular weight material under the influence of a cationic catalyst, (b) an effective amount of a sulfoxonium salt of the formula ##STR22## where p denotes zero or 1, R 6 denotes an arylene or aralkylene group of 4 to 25 carbon atoms linked directly through a carbon atom thereof to, if p denotes zero, the indicated sulfur atom or, if p denotes 1, to the indicated carbonyl carbon atom, R 7 denotes a hydrogen atom, or a group of formula ##STR23## R 8 denotes an alkyl group of 1 to 18 carbon atoms, an alkenyl group of 2 to 6 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, a cycloalkylalkyl group of 4 to 8 carbon atoms, an aryl group of 4 to 24 carbon atoms, or an aralkyl group of 5 to 16 carbon atoms, R 9 has the same meaning as R 8 but may alternatively represent a dialkylamino group of 2 to 6 carbon atoms or, if R 8 denotes a said alkyl group, an arylamino group of 4 to 8 carbon atoms, R 10 and R 11 each independently have the same meaning as R 8 but may also each represent a hydrogen atom, r represents 1, 2, or 3, Z r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.
Claim 3
Dependent Claim
22 words
A composition according to claim 1, wherein R 6 denotes a homocyclic arylene or aralkylene group of 6 to 11 carbon atoms.
Claim 4
Dependent Claim
23 words
A composition according to claim 1, wherein R 8 and R 9 each denote an alkyl group of 1 to 12 carbon atoms.
Claim 5
Dependent Claim
74 words
A composition according to claim 1, wherein R 8 and R 9 each denote an alkyl group of 1 to 4 carbon atoms, or a phenyl or naphthyl group, which may be substituted in the ring or rings by one or two alkyl groups, each of 1 to 4 carbon atoms, by one or two alkoxy groups, each of 1 to 4 carbon atoms, or by one or two fluorine, chlorine, or bromine atoms.
Claim 6
Dependent Claim
85 words
A composition according to claim 1, where Z r- denotes Cl - , Br - , NO 3 - , HSO 4 - , ClO 4 - , H 2 PO 4 - , SO 4 -- , PO 4 --- , or an anion of formula MX.sub.n.sup.- IX where M denotes an atom of boron, bismuth, antimony, arsenic, or phosphorus, X denotes an atom of fluorine or chlorine, and n is 4, 5, or 6 and is one more than the valency of M.
Claim 7
Dependent Claim
38 words
A composition according to claim 1, wherein (b) is dimethylphenylsulfoxonium hexafluorophosphate, dimethylphenacylsulfoxonium hexafluorophosphate, dimethylphenacylsulfoxonium hexafluoroantimonate, diphenylphenacylsulfoxonium hexafluorophosphate, 1,4-bis(1-oxo-2-(dimethylsulfoxonium)ethyl)benzene dihexafluoroarsenate, (dimethylamino)diphenylsulfoxonium tetrafluoroborate, (diethylamino)diphenylsulfoxonium hexafluorophosphate, 1,4-bis(1-oxo-2-(dimethylsulfoxonium)ethyl)benzene dihexafluoroantimonate, dodecylmethylbenzylsulfoxonium hexafluorophosphate, triphenylsulfoxonium hexafluorophosphate, dimethylphenylsulfoxonium, perchlorate, dimethylphenacylsulfoxonium chloride, 1,4-bis(1-oxo-2-(dimethylsulfoxonium)ethyl)benzene dichloride, or tris(dimethylphenacylsulfoxonium) phosphate.
Claim 8
Dependent Claim
21 words
A composition according to claim 1, wherein (a) is a 1,2-epoxide, a vinyl monomer or prepolymer, an aminoplast, or a phenoplast.
Claim 9
Dependent Claim
23 words
A composition according to claim 7, wherein (a) is an epoxide resin, or a resol resin made from a phenol and an aldehyde.
Claim 10
Dependent Claim
22 words
A composition according to claim 1, containing 0.1 to 7.5 parts by weight of (b) per 100 parts by weight of (a).
Claim 11
Dependent Claim
26 words
A composition according to claim 8, which also contains a curing amount of a latent heat-curing agent for the epoxide resin or for the resol resin.
References Cited (Backward Citations)
US3196184A
Cited
US3442901A
Cited
US3708296A
Cited
US4032673A
Cited
US4058400A
Cited
US4058401A
Cited
US4161478A
Cited
US4161405A
Cited
US4136102A
Cited
US4085019A
Cited
GB1526923A
Cited
US3989644A
Cited
US4139385A
Cited
GB1565671A
Cited
US4069054A
Cited
US4193799A
Cited
US4108747A
Cited
US4081276A
Cited
US4090936A
Cited
US4105806A
Cited
US4113895A
Cited
US4101513A
Cited
US4102687A
Cited
US4156046A
Cited
US4138255A
Cited
DE2833648A1
Cited
US4218531A
Cited
US4173476A
Cited
US4186108A
Cited
US4154872A
Cited
US4156035A
Cited
US4216288A
Cited
US4231886A
Cited
US4230814A
Cited
US4233421A
Cited
US4201640A
Cited
US4197174A
Cited
US4299938A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-07-12 | 1986-01-11 | 1986-07-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-07-12 | 1990-01-11 | 1990-07-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-07-12 | 1994-01-11 | 1994-07-13 | $7700.00 | Window Closed / Lapsed |