US4347111A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Photosensitive hydroxyalkylphenones
Assignee: BASF Corp
•
Filing: 1979-11-26
•
Granted: 1982-08-31
•
Expires: 1999-11-26
Abstract
Abstract Compounds of the formula ##STR1## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R 3 and R 4 , which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R 5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R 6 is hydrogen or methyl, with the proviso that not all of R 1 to R 6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.
Inventors
- 👤 Jurgen Gehlhaus
- 👤 Manfred Kieser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 19:40
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/031; C; C07; C07C; C07C45/00; C07C45/004; C07C45/45; C07C45/46; C07C45/61; C07C45/63; C07C45/64; C07C45/67; C07C45/673; C07C45/68; C07C45/70; C07C45/71; C07C49/00; C07C49/76; C07C49/80; C07C49/82; C07C49/83; C07C49/84; C08; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0407; C08F299/0421; C08F299/0428; C08F299/0435; C08K; C08K5/00; C08K5/04; C08K5/07; C08K5/10; C08K5/16; C08K5/17; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/124
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
105 words
A method of photopolymerizing a photopolymerizable composition which comprises irradiating, with effective radiation, a composition comprising at least one photopolymerizable unsaturated compound and a photosensitizingly effective amount of at least one compound of formula (I) ##STR10## wherein R 1 is hydrogen, chlorine, phenyl, diaklylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl.
Claim 2
Independent Claim
105 words
A method of photopolymerizing a photopolymerizable composition which comprises irradiating, with effective radiation, a composition comprising at least one photopolymerizable unsaturated compound and a photosensitizingly effective amount of at least one compound of formula (I) ##STR10## wherein R 1 is hydrogen, chlorine, phenyl, diaklylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl.
Claim 3
Independent Claim
103 words
A method of hardening a printing dye which comprises irradiating, with effective radiation, a composition comprising a photohardenable printing dye and a photosensitizingly effective amount of at least one compound of formula (I) ##STR11## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl.
Claim 4
Independent Claim
103 words
A method of hardening a printing dye which comprises irradiating, with effective radiation, a composition comprising a photohardenable printing dye and a photosensitizingly effective amount of at least one compound of formula (I) ##STR11## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl.
Claim 5
Dependent Claim
15 words
The method of claim 1 wherein said composition additionally comprises at least one conventional photosensitizer.
Claim 6
Dependent Claim
15 words
The method of claim 2 wherein said composition additionally comprises at least one conventional photosensitizer.
Claim 7
Dependent Claim
94 words
A photopolymerizable composition comprising a photosensitizingly effective amount of at least one compound of formula (I) ##STR12## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; and R 5 is hydrogen; and R 6 is hydrogen or methyl, and at least one photopolymerizable unsaturated compound.
Claim 8
Dependent Claim
94 words
A photopolymerizable composition comprising a photosensitizingly effective amount of at least one compound of formula (I) ##STR12## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; and R 5 is hydrogen; and R 6 is hydrogen or methyl, and at least one photopolymerizable unsaturated compound.
Claim 9
Dependent Claim
91 words
A photopolymerizable composition comprising a photosensitizingly effective amount of at least one compound of formula (I) ##STR13## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl, and a photohardenable printing dye.
Claim 10
Dependent Claim
91 words
A photopolymerizable composition comprising a photosensitizingly effective amount of at least one compound of formula (I) ##STR13## wherein R 1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 C-atoms or alkyl or alkoxy each of up to 18 C-atoms; R 2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 C-atoms; R 3 and R 4 , which can be the same or different, each is alkyl of up to 6 C-atoms; R 5 is hydrogen; and R 6 is hydrogen or methyl, and a photohardenable printing dye.
Claim 11
Dependent Claim
18 words
The photopolymerizable composition of claim 5 wherein the amount of compound of formula (I) is 0.05-15 wt. %.
Claim 12
Dependent Claim
10 words
The polymerized product produced by the method of claim 1.
Claim 13
Dependent Claim
10 words
The hardened dye produced by the method of claim 2.
Claim 14
Dependent Claim
13 words
A method of claim 1 wherein the compound of formula I is 1-phenyl-2-hydroxy-2-methyl-propanone-(1).
Claim 15
Dependent Claim
13 words
A method of claim 1 wherein the compound of formula I is 1-(4'-isopropylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 16
Dependent Claim
13 words
A method of claim 1 wherein the compound of formula I is 1-(3',4'-dimethylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 17
Dependent Claim
13 words
A method of claim 2 wherein the compound of formula I is 1-phenyl-2-hydroxy-2-methyl-propanone-(1).
Claim 18
Dependent Claim
13 words
A method of claim 2 wherein the compound of formula I is 1-(4'-isopropylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 19
Dependent Claim
13 words
A method of claim 2 wherein the compound of formula I is 1-(3',4'-dimethylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 20
Dependent Claim
13 words
A composition of claim 5 wherein the compound of formula I is 1-phenyl-2-hydroxy-2-methyl-propanone-(1).
Claim 21
Dependent Claim
13 words
A composition of claim 5 wherein the compound of formula I is 1-(4'-isopropylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 22
Dependent Claim
13 words
A composition of claim 5 wherein the compound of formula I is 1-(3',4'-dimethylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 23
Dependent Claim
13 words
A composition of claim 6 wherein the compound of formula I is 1-phenyl-2-hydroxy-2-methyl-propanone-(1).
Claim 24
Dependent Claim
13 words
A composition of claim 6 wherein the compound of formula I is 1-(4'-isopropylphenyl)-2-hydroxy-2-methyl-propanone-(1).
Claim 25
Dependent Claim
13 words
A composition of claim 6 wherein the compound of formula I is 1-(3',4'-dimethylphenyl)-2-hydroxy-2-methyl-propanone-(1).
References Cited (Backward Citations)
US2892865A
Cited
US3330659A
Cited
US3660542A
Cited
US4071424A
Cited
US4071424B1
Cited
FR2156486B1
Cited
US3801329A
Cited
US3933682A
Cited
DE2343362A1
Cited
US3965157A
Cited
US4017652A
Cited
US4017652B1
Cited
US4054719A
Cited
US4308400A
Cited
US4315807A
Cited
US4318791A
Cited
US4321118A
Cited
US4284485A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-08-30 | 1986-03-01 | 1986-08-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-30 | 1990-03-01 | 1990-08-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-30 | 1994-03-01 | 1994-08-31 | $7700.00 | Window Closed / Lapsed |