US4101323A
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Radiation-sensitive copying composition
Assignee: Hoechst AG
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Filing: 1976-03-24
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Granted: 1978-07-18
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Expires: 1996-03-24
Abstract
Abstract This invention relates to a radiation-sensitive copying composition comprising a compound (1) which splits-off an acid upon irradiation and a compound (2) having at least one group selected from the group consisting of a carboxylic ortho acid ester group and a carboxylic acid amide acetal group, which composition, upon irradiation, forms an exposure product having a higher solubility in a liquid developer than the non-irradiated composition.
Inventors
- 👤 Gerhard Buhr
- 👤 Hans Ruckert
- 👤 Hans Werner Frass
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 11:52
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/0045; G01; G01T; G01T1/00; G01T1/02; G01T1/04; G03F3/00; G03F3/10; G03F7/016; G03F7/022
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
62 words
A radiation-sensitive copying composition comprising a compound (1) which splits-off an acid upon irradiation and a compound (2) having at least one group selected from the group consisting of a carboxylic ortho acid ester group and a carboxylic acid amide acetal group, which composition, upon irradiation, forms and exposure product having a higher solubility in a liquid developer than the non-irradiated composition.
Claim 2
Dependent Claim
62 words
A radiation-sensitive copying composition comprising a compound (1) which splits-off an acid upon irradiation and a compound (2) having at least one group selected from the group consisting of a carboxylic ortho acid ester group and a carboxylic acid amide acetal group, which composition, upon irradiation, forms and exposure product having a higher solubility in a liquid developer than the non-irradiated composition.
Claim 3
Dependent Claim
247 words
A copying composition according to claim 1, in whcih the compound (2) corresponds to the following general formula I ##STR30## wherein R 1 is H, a substiuted or unsubstituted alkyl group, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted cycloalkyl group, R 2 is R 5 O, R 6 (R 7 )N, or R 8 N, (a) R 3 and R 4 are the same or different and each represents an alkyl, alkenyl, cycloalkyl, cycloalkenyl, or aryl groups which may be substituted, and R 5 is a group of the meaning stated above for R 3 and R 4 , or an acyl group, or, when R 1 = H and R 3 = R 4 =phenyl, a methylene amino radical which may be substituted, or (b) of R 3 , R 4 , and R 5 , two belong to a common ring which may be substituted, R 6 is an acyl or sulfonyl group or a methylene amino group which may be substituted, R 7 is an alkyl or phenyl group, and R 8 together with the nitrogen atom, forms a, possibly substituted, 4 to 13 membered heterocyclic ring which may contain N, O, or S as further hetero atoms and to which 1 to 2 possibly substituted aromatic rings or a cycloaliphatic ring may be fused, and wherein the groups R 1 , R 2 , R 3 , and R 4 , taken togehter, contain at least 10 carbon atoms.
Claim 4
Dependent Claim
25 words
A copying composition according to claim 2 in which in the compound corrsponding to Formula I, R 1 is H, methyl, ethyl, cyclohexyl, or phenyl.
Claim 5
Dependent Claim
39 words
A copying composition according to claim 2 in which in the compound corresponding to Formula I, the groups, R 1 , R 2 , R 3 , and R 4 , taken together, have at least 14 carbon atoms.
Claim 6
Dependent Claim
22 words
A copying composition according to claim 2 in which in the compound corresponding to Formula I, R 2 is R 5 O.
Claim 7
Dependent Claim
23 words
A copying composition according to claim 2 in which the compound corresponding to Formula I, the group ##STR31## is contained at least twice.
Claim 8
Dependent Claim
28 words
A copying composition according to claim 5 in which at least one of the groups, R 3 , R 4 , and R 5 is an aromatic residue.
Claim 9
Dependent Claim
145 words
A copying composition according to claim 7 in which the aromatic residue corresponds to the following general Formula III ##STR32## wherein R 10 , R 11 , and R 12 are the same or different and are H, alkyl groups with 1 to 6 carbon atoms which may be substituted by alkoxy, alkoxycarbonyl, or acyl groups with 1 to 3 carbon atoms each, or by halogen atoms or cyanide groups; alkoxy groups with 1 to 6 carbon atoms, acyl groups with 1 to 7 carbon atoms; alkoxycarbonyl groups with 1 to 5 carbon atoms; halogen atoms; cyanide or nitro groups; aryloxy-, thiophenyl- or arylsulfonyl groups with 6 to 15 carbon atoms each; or aralkyl groups with 7 to 12 carbon atoms, or, alternatively, R 10 is hydrogen, and R 11 and R 12 are methine groups necessary for the formation of a fused benzene ring.
Claim 10
Dependent Claim
123 words
A copying composition according to claim 2 in which the compound corresponding to Formula I, R 3 and R 4 are interconnected to form a linear alkylene chain with 2 or 3 carbon atoms which is unsubstituted or substituted by alkyl, alkoxy or alkoxycarbonyl groups with 1 to 6 carbon atoms each or by halogen atoms, cyano, phenoxy, phenoxyalkyl or benzyloxy groups, or which may be connected with a further 5- or 6- membered ring through a common spiro-carbon atom, and R 5 is an alkylene chain of the same structure as that defined for R 3 and R 4 , the second free valence of which is bonded to a further group of the formula -O-C(R 1 )(OR 3 )(OR 4 ).
Claim 11
Dependent Claim
161 words
A copying composition according to claim 2 in which in the compound corresponding to Formula I, R 3 and R 4 , together with the group --O--C--O--, form a 5- or 6-membered ring which is unsubstituted or substituted by alkyl groups, alkoxy groups, alkoxycarbonyl groups with 1 to 6 carbon atoms each, or by halogen atoms, cyano groups, phenoxy groups, phenoxyalkyl groups, or benzyloxy groups, or which may be connected with a further 5- or 6-membered ring through a common spirocarbon atom, and R 5 is an alkyl group with 1 to 15 carbon atoms in which the chain may be interrupted by oxygen atoms, or an alkylene group with 2 to 20 carbon atoms, the chain of which also may be interrupted by oxygen atoms, and the free second valence of which is bonded to a further group of the formula --O--C(R 1 )(OR 3 )(OR 4 ), the alkyl or alkylene groups being substituted by phenoxy groups, if desired.
Claim 12
Dependent Claim
38 words
A copying composition according to claim 1 in which the compound (1) which splits-off acid during irradition is an organic halogen compound containing more than one halogen atom attached to a carbn atom or to an aromatic ring.
Claim 13
Dependent Claim
23 words
A copying composition according to claim 1 in which the compound (1) which splits-off acid during irradiation (1) is a lightsensitive diazo compound.
Claim 14
Dependent Claim
11 words
A copying composition according to claim 1 additionally containing a binder.
Claim 15
Dependent Claim
15 words
A copying composition according to claim 12 in which the binder is an alkali-soluble resin.
Claim 16
Dependent Claim
16 words
A copying composition according to claim 13 in which the alkalisoluble resin is a phenol resin.
Claim 17
Dependent Claim
97 words
In the process for recording high-energy radiation which comprises (a) imagewise irradiating a radiation-sensitive recording material composed of a support and a radiation-sensitive layer in such doses that the solubility of the layer, especially in water and aqueous solution, increases in the irradiated areas, and (b) removing the irradiated areas with a liquid developer, the improvement wherein said layer comprises a compound (1) which splits-off acid during irradiation, and a compound (2) which contains at least one group selected from the group consisting of a carboxylic ortho acid ester group and a carboxylic acid amide acetal group.
Claim 18
Dependent Claim
97 words
In the process for recording high-energy radiation which comprises (a) imagewise irradiating a radiation-sensitive recording material composed of a support and a radiation-sensitive layer in such doses that the solubility of the layer, especially in water and aqueous solution, increases in the irradiated areas, and (b) removing the irradiated areas with a liquid developer, the improvement wherein said layer comprises a compound (1) which splits-off acid during irradiation, and a compound (2) which contains at least one group selected from the group consisting of a carboxylic ortho acid ester group and a carboxylic acid amide acetal group.
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) | 1981-07-17 | 1982-01-16 | 1982-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-17 | 1986-01-16 | 1986-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-17 | 1990-01-16 | 1990-07-18 | $7700.00 | Window Closed / Lapsed |