US4042613A
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Benzophenone derivatives and their preparation and application
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1975-04-21
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Granted: 1977-08-16
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Expires: 1995-04-21
Abstract
Abstract Novel benzophenone derivatives represented by the general formula Rm1-C6H5-m-CO-C6H5-n-Rn2 where R1 is a halogen atom, a monovalent C1-10 hydrocarbon, alkoxy, thioalkoxy, amino, or dialkylamino group, R2 is an unsubstituted or organosiloxy-substituted organosilyl group, and m and n are each integers from 1 to 5. The benzophenone derivatives are useful as photosensitizers for making photo-curable compositions by blending with photo polymerizable resins, especially photopolymerizable organosilicon resins. Such photo-curable organosilicon resin compositions are further useful for making dry-planographic printing plates comprising non-image areas formed from the polymerized and cured layers of the composition.
Inventors
- 👤 Minoru Takamizawa
- 👤 Yasushi Yamamoto
- 👤 Yoshio Inoue
- 👤 Atsumi Noshiro
- 👤 Hitoshi Fujii
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 22:49
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/075; G03F7/0755; C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C07F7/0834; C07F7/0838; C08; C08K; C08K5/00; C08K5/54
Claims Analysis
Total Claims: 56
Claim 1
Independent Claim
74 words
A benzophenone derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5.
Claim 2
Dependent Claim
74 words
A benzophenone derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5.
Claim 3
Dependent Claim
2 words
4-Dimethylamino-4'-trimethylsilyl benzophenone.
Claim 4
Dependent Claim
2 words
4-Dimethylamino-4'-trimethylsilyl benzophenone.
Claim 5
Dependent Claim
2 words
4-Methyl-4'-trimethysilyl benzophenone.
Claim 6
Dependent Claim
2 words
4-Methyl-4'-trimethysilyl benzophenone.
Claim 7
Dependent Claim
2 words
3-Methyl-4'-trimethylsilyl benzophenone.
Claim 8
Dependent Claim
2 words
3-Methyl-4'-trimethylsilyl benzophenone.
Claim 9
Dependent Claim
2 words
4-Methoxy-4'-trimethylsilyl benzophenone.
Claim 10
Dependent Claim
2 words
4-Methoxy-4'-trimethylsilyl benzophenone.
Claim 11
Dependent Claim
2 words
3-Methoxy-4'-trimethylsilyl benzophenone.
Claim 12
Dependent Claim
2 words
3-Methoxy-4'-trimethylsilyl benzophenone.
Claim 13
Dependent Claim
2 words
4-Dimethylamino-3'-trimethylsilyl benzophenone.
Claim 14
Dependent Claim
2 words
4-Dimethylamino-3'-trimethylsilyl benzophenone.
Claim 15
Dependent Claim
2 words
4-Methyl-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 16
Dependent Claim
2 words
4-Methyl-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 17
Dependent Claim
2 words
3-Methyl-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 18
Dependent Claim
2 words
3-Methyl-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 19
Dependent Claim
2 words
4-Methoxy-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 20
Dependent Claim
2 words
4-Methoxy-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 21
Dependent Claim
2 words
3-Methoxy-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 22
Dependent Claim
2 words
3-Methoxy-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 23
Dependent Claim
2 words
3-Dimethylamino-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 24
Dependent Claim
2 words
3-Dimethylamino-4'-trimethylsiloxydimethylsilyl benzophenone.
Claim 25
Dependent Claim
2 words
4-Dimethylamino-3'-trimethylsiloxydimethylsilyl benzophenone.
Claim 26
Dependent Claim
2 words
4-Dimethylamino-3'-trimethylsiloxydimethylsilyl benzophenone.
Claim 27
Dependent Claim
2 words
4-Methoxy-4'-vinyldimethylsilyl benzophenone.
Claim 28
Dependent Claim
2 words
4-Methoxy-4'-vinyldimethylsilyl benzophenone.
Claim 29
Dependent Claim
2 words
3-Methoxy-4'-vinyldimethylsilyl benzophenone.
Claim 30
Dependent Claim
2 words
3-Methoxy-4'-vinyldimethylsilyl benzophenone.
Claim 31
Dependent Claim
2 words
4-Dimethylamino-4'-vinyldimethylsilyl benzophenone.
Claim 32
Dependent Claim
2 words
4-Dimethylamino-4'-vinyldimethylsilyl benzophenone.
Claim 33
Dependent Claim
2 words
4-Methoxy-4'-phenyldimethylsilyl benzophenone.
Claim 34
Dependent Claim
2 words
4-Methoxy-4'-phenyldimethylsilyl benzophenone.
Claim 35
Dependent Claim
2 words
3-Methoxy-4'-phenyldimethylsilyl benzophenone.
Claim 36
Dependent Claim
2 words
3-Methoxy-4'-phenyldimethylsilyl benzophenone.
Claim 37
Dependent Claim
2 words
4-Dimethylamino-4'-phenyldimethylsilyl benzophenone.
Claim 38
Dependent Claim
2 words
4-Dimethylamino-4'-phenyldimethylsilyl benzophenone.
Claim 39
Dependent Claim
2 words
4-Methyl-3',5'-bis(trimethylsilyl) benzophenone.
Claim 40
Dependent Claim
2 words
4-Methyl-3',5'-bis(trimethylsilyl) benzophenone.
Claim 41
Dependent Claim
2 words
4-Dimethylamino-3',5'-bis(trimethylsilyl) benzophenone.
Claim 42
Dependent Claim
2 words
4-Dimethylamino-3',5'-bis(trimethylsilyl) benzophenone.
Claim 43
Dependent Claim
2 words
4-Bromo-4'-trimethylsilyl benzophenone.
Claim 44
Dependent Claim
2 words
4-Bromo-4'-trimethylsilyl benzophenone.
Claim 45
Dependent Claim
180 words
A process for preparing a benzophenone derivative expressed by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5, which comprises reacting a Grignard reagent represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- Mg -- X where R 1 and m are as defined above and X is a halogen atom, with a benzaldehyde derivative represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- CHO where R 2 and n are as defined above to form a diarylcarbinol derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CHOH -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 , R 2 , m and n are as defined above and oxidizing said diarylcarbinol derivative with an oxidizing agent.
Claim 46
Dependent Claim
180 words
A process for preparing a benzophenone derivative expressed by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5, which comprises reacting a Grignard reagent represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- Mg -- X where R 1 and m are as defined above and X is a halogen atom, with a benzaldehyde derivative represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- CHO where R 2 and n are as defined above to form a diarylcarbinol derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CHOH -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 , R 2 , m and n are as defined above and oxidizing said diarylcarbinol derivative with an oxidizing agent.
Claim 47
Dependent Claim
179 words
A process for preparing a benzophenone derivative expressed by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5, which comprises reacting a Grignard reagent represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- Mg -- X where R 2 and n are as defined above and X is a halogen atom, with a benzaldehyde derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CHO where R 1 and m are as defined above to form a diarylcarbinol derivative represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- CHOH -- C.sub.6 H.sub.5-m -- R.sub.m.sup.1 where R 2 , R 1 , n andm are as defined above and oxidizing said diarylcarbinol derivative with an oxidizing agent.
Claim 48
Dependent Claim
179 words
A process for preparing a benzophenone derivative expressed by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CO -- C.sub.6 H.sub.5-n -- R.sub.n.sup.2 where R 1 is selected from the group consisting of a halogen atom, a monovalent C 1-10 hydrocarbon group, an alkoxy group, a thioalkoxy group, an amino group, and a dialkylamino group, R 2 is an unsubstituted or organosiloxy-substituted organosilyl group, and each of m and n is an integer of from 1 to 5, which comprises reacting a Grignard reagent represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- Mg -- X where R 2 and n are as defined above and X is a halogen atom, with a benzaldehyde derivative represented by the general formula R.sub.m.sup.1 -- C.sub.6 H.sub.5-m -- CHO where R 1 and m are as defined above to form a diarylcarbinol derivative represented by the general formula R.sub.n.sup.2 -- C.sub.6 H.sub.5-n -- CHOH -- C.sub.6 H.sub.5-m -- R.sub.m.sup.1 where R 2 , R 1 , n andm are as defined above and oxidizing said diarylcarbinol derivative with an oxidizing agent.
Claim 49
Dependent Claim
38 words
The process as claimed in claim 23 wherein said oxidizing agent is selected from the group consisting of an aldehyde, a ketone, a mixture of chromic anhydride with pyridine, and a mixture of chromic anhydride with sulfuric acid.
Claim 50
Dependent Claim
38 words
The process as claimed in claim 24 wherein said oxidizing agent is selected from the group consisting of an aldehyde, a ketone, a mixture of chromic anhydride with pyridine, and a mixture of chromic anhydride with sulfuric acid.
Claim 51
Dependent Claim
17 words
The derivative of claim 1 wherein R 2 is an unsubstituted or hydrocarbylsiloxy substituted hydrocarbyl silyl group.
Claim 52
Dependent Claim
14 words
The derivative of claim 27 wherein the hydrocarbyl entity is methyl, phenyl and vinyl.
Claim 53
Dependent Claim
17 words
The derivative of claim 23 wherein R 2 is an unsubstituted or hydrocarbylsiloxy substituted hydrocarbyl silyl group.
Claim 54
Dependent Claim
14 words
The derivative of claim 29 wherein the hydrocarbyl entity is methyl, phenyl and vinyl.
Claim 55
Dependent Claim
17 words
The derivative of claim 24 wherein R 2 is an unsubstituted or hydrocarbylsiloxy substituted hydrocarbyl silyl group.
Claim 56
Dependent Claim
14 words
The derivative of claim 31 wherein the hydrocarbyl entity is methyl, phenyl and vinyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-15 | 1981-02-14 | 1981-08-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-15 | 1985-02-14 | 1985-08-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-15 | 1989-02-14 | 1989-08-16 | $7700.00 | Window Closed / Lapsed |