US4266001A
Expired / Lapsed
US
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Light-sensitive mixture
Assignee: Hoechst AG
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Filing: 1979-06-25
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Granted: 1981-05-05
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Expires: 1999-06-25
Abstract
Abstract A positive-working light-sensitive mixture for the preparation of printing plates, in particular planographic printing plates, and photoresists is described, which comprises an alkali-soluble binder, preferably a novolak, and an o-naphthoquinone diazide of the formula ##STR1## in which R 1 , R 1 ', R 2 and R 2 ' are identical or different and represent hydrogen, chlorine or bromine atoms, alkyl, alkoxy or alkoxyalkyl groups having 1 to 6 carbon atoms or alkenyl groups having 2 to 6 carbon atoms, R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, an optionally substituted alkyl group, the carbon chain of which can be interrupted by ether oxygen atoms, an optionally substituted cycloalkyl group having 5 to 16 carbon atoms or an optionally substituted alkenyl group having 2 to 16 carbon atoms, n represents zero or an integer from 1 to 4 and D represents a 1,2-naphthoquinone-2-diazide-sulfonyl group. The new naphthoquinone diazides are distinguished by a high solubility in organic solvents and by good reprographic properties.
Inventors
- 👤 Gerhard Buhr
- 👤 Hans Ruckert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 11:36
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/022
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
161 words
A light-sensitive mixture, containing a resinous binder, which is insoluble in water and soluble or swellable in aqueous-alkaline solutions, and a light-sensitive bis-1,2-naphthoquinone-2-diazide-sulfonic acid ester of a 4,4'-dihydroxy-diphenylmethane derivative corresponding to the formula I ##STR4## in which R 1 , R 1 ', R 2 and R 2 ' are identical or different and represent hydrogen, chlorine or bromine atoms, alkyl, alkoxy or alkoxyalkyl groups having 1 to 6 carbon atoms or alkenyl groups having 2 to 6 carbon atoms, R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a substituted or unsubstituted alkyl group, the carbon chain of which can be interrupted by ether oxygen atoms, a substituted or unsubstituted cycloalkyl group having 5 to 16 carbon atoms or a substituted or unsubstituted alkenyl group having 2 to 16 carbon atoms, n represents zero or an integer from 1 to 4 and D represents a 1,2-naphthoquinone-2-diazide-sulfonyl group.
Claim 2
Dependent Claim
161 words
A light-sensitive mixture, containing a resinous binder, which is insoluble in water and soluble or swellable in aqueous-alkaline solutions, and a light-sensitive bis-1,2-naphthoquinone-2-diazide-sulfonic acid ester of a 4,4'-dihydroxy-diphenylmethane derivative corresponding to the formula I ##STR4## in which R 1 , R 1 ', R 2 and R 2 ' are identical or different and represent hydrogen, chlorine or bromine atoms, alkyl, alkoxy or alkoxyalkyl groups having 1 to 6 carbon atoms or alkenyl groups having 2 to 6 carbon atoms, R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a substituted or unsubstituted alkyl group, the carbon chain of which can be interrupted by ether oxygen atoms, a substituted or unsubstituted cycloalkyl group having 5 to 16 carbon atoms or a substituted or unsubstituted alkenyl group having 2 to 16 carbon atoms, n represents zero or an integer from 1 to 4 and D represents a 1,2-naphthoquinone-2-diazide-sulfonyl group.
Claim 3
Dependent Claim
18 words
A light-sensitive mixture as claimed in claim 1 in which in formula I, D is a 1,2-naphthoquinone-2-diazide-5-sulfonyl group.
Claim 4
Dependent Claim
16 words
A light-sensitive mixture as claimed in claim 1 in which a phenolic resin is the binder.
Claim 5
Dependent Claim
26 words
A light-sensitive mixture as claimed in claim 1 which comprises 7 to 35% by weight of an ester of formula I, relative to its non-volatile constituents.
Claim 6
Dependent Claim
19 words
A light-sensitive mixture as claimed in claim 1 in which in formula I, R 4 represents an ethoxyethoxy group.
Claim 7
Dependent Claim
46 words
A light-sensitive mixture as claimed in claim 2 in which in formula I, R 1 , R 1 ', R 2 and R 2 ' represent hydrogen atoms, R 3 represents a methyl group, n represents the number 2, and R 4 represents an ethoxyethoxy group.
Claim 8
Dependent Claim
43 words
A light-sensitive mixture as claimed in claim 2 in which in formula I, R 1 , R 1 ', R 2 , R 2 ' and R 3 represent hydrogen atoms, n represents the number zero and R 4 represents an ethoxyethoxy group.
Claim 9
Dependent Claim
43 words
A light-sensitive mixture as claimed in claim 2 in which in formula I, R 1 , R 1 ', R 2 , R 2 ', and R 3 represent hydrogen atoms, n represents the number zero and R 4 represents an n-butyl group.
Claim 10
Dependent Claim
134 words
A light-sensitive compound having the formula ##STR5## in which R 1 , R 1 ', R 2 , and R 2 ' are identical or different and represent hydrogen, chlorine or bromine atoms, alkyl, alkoxy or alkoxyalkyl groups having 1 to 6 carbon atoms or alkenyl groups having 2 to 6 carbon atoms, R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a substituted or unsubstituted alkyl group, the carbon chain of which can be interrupted by ether oxygen atoms, a substituted or unsubstituted cycloalkyl group having 5 to 16 carbon atoms or a substituted or unsubstituted alkenyl group having 2 to 16 carbon atoms, n represents zero or an integer from 1 to 4 and D represents a 1,2-naphthoquinone-2-diazide-sulfonyl group.
Claim 11
Dependent Claim
134 words
A light-sensitive compound having the formula ##STR5## in which R 1 , R 1 ', R 2 , and R 2 ' are identical or different and represent hydrogen, chlorine or bromine atoms, alkyl, alkoxy or alkoxyalkyl groups having 1 to 6 carbon atoms or alkenyl groups having 2 to 6 carbon atoms, R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a substituted or unsubstituted alkyl group, the carbon chain of which can be interrupted by ether oxygen atoms, a substituted or unsubstituted cycloalkyl group having 5 to 16 carbon atoms or a substituted or unsubstituted alkenyl group having 2 to 16 carbon atoms, n represents zero or an integer from 1 to 4 and D represents a 1,2-naphthoquinone-2-diazide-sulfonyl group.
Claim 12
Dependent Claim
13 words
A compound according to claim 9 in which D is a 1,2-naphthoquinone-2-diazide-5-sulfonyl group.
Claim 13
Dependent Claim
14 words
A compound according to claim 9 in which R 4 represents an ethoxyethoxy group.
Claim 14
Dependent Claim
41 words
A compound according to claim 9 in which R 1 , R 1 ', R 2 and R 2 ' represent hydrogen atoms, R 3 represents a methyl group, n represents the number 2 and R 4 represents an ethoxyethoxy group.
Claim 15
Dependent Claim
38 words
A compound according to claim 9 in which R 1 , R 1 ', R 2 , R 2 ' and R 3 represent hydrogen atoms, n represents the number zero and R 4 represents an ethoxyethoxy group.
Claim 16
Dependent Claim
38 words
A compound according to claim 9 in which R 1 , R 1 ', R 2 , R 2 ', and R 3 represent hydrogen atoms, n represents the number zero and R 4 represents an n-butyl group.
Claim 17
Dependent Claim
58 words
A light-sensitive mixture as claimed in claim 1 in which in formula I, R 1 , R 1 ', R 2 , and R 2 ' represent hydrogen atoms or methyl groups which are in the 3-position or 3,5-position of the 4-(quinonediazidesulfonyloxy)-phenyl groups, R 3 represents a methyl group, and n represents an integer from 1 to 3.
Claim 18
Dependent Claim
53 words
A light-sensitive mixture as claimed in claim 1 in which in formula I R 1 , R 1 ', R 2 and R 2 ' represent hydrogen atoms or methyl groups which are in the 3-position or 3,5-position of the 4-(quinonediazide sulfonyloxy)-phenyl groups, R 3 represents a hydrogen atom, and n represents 0.
Claim 19
Dependent Claim
53 words
A compound according to claim 9 in which R 1 , R 1 ', R 2 and R 2 ' represent hydrogen atoms or methyl groups which are in the 3-position or 3,5-position of the 4-(quinonediazide sulfonyloxy)-phenyl groups, R 3 represents a methyl group, and n represents an integer from 1 to 3.
Claim 20
Dependent Claim
50 words
A compound according to claim 9 in which R 1 , R 1 ', R 2 and R 2 ' represent hydrogen atoms or methyl groups which are in the 3-position or 3,5-position of the 4-(quinonediazide sulfonyloxy)-phenyl groups, R 3 represents a hydrogen atom, and n represents the number 0.
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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) | 1984-05-04 | 1984-11-03 | 1985-05-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-04 | 1988-11-03 | 1989-05-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-04 | 1992-11-03 | 1993-05-05 | $7700.00 | Window Closed / Lapsed |