Patent US5127408A successfully refreshed from Google Patents.
US4085019A
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US
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Actinically-induced polyermization
Assignee: Novartis Corp
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Filing: 1975-06-19
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Granted: 1978-04-18
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Expires: 1995-06-19
Abstract
Abstract Novel amides, preferably having a molecular weight in the range 1000 to 10,000, are prepared by acylating, partially or fully, amino groups in poly(ethylene imine) or poly(propylene imine) whereby amino-hydrogen atoms are replaced by groups R 3 CH═CR 2 CO--, where R 3 denotes an aliphatic, cycloaliphatic, araliphatic, or heterocyclic group containing ethylenic unsaturation in conjugation with the indicated double bond and R 2 denotes a hydrogen, chlorine, or bromine atom, a cyano group, or an alkyl group. Particularly preferred are such amides where R 3 CH═CR 2 CO-- denotes a sorbyl group and containing additional intramolecular linkages introduced by a difunctional reagent capable of reacting with aliphatic amino groups, such as a diepoxide or a di-isocyanate. The amides may be polymerized by means of actinic radiation and are useful in the preparation of printing plates and printed circuits.
Inventors
- 👤 George Edward Green
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 04:45
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; C; C08; C08F; C08F20/00; C08F20/02; C08F20/52; C08F20/54; C08F20/60; C08G; C08G73/00; C08G73/02; C08G73/0233; G03F7/038; G03F7/0387; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31725
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
168 words
A method of polymerising an amide of the general formula ##STR20## where each R 1 denotes a hydrogen atom or a methyl group, each R 1 denotes a hydrogen, chlorine, or bromine atom, a cyano group, or an alkyl group of 1 to 4 carbon atoms, each R 3 represents an aliphatic, cycloaliphatic, araliphatic, or heterocyclic group of 2 to 12 carbon atoms and containing ethylenic unsaturation in conjugation with the indicated double bond, R 4 represents a group of formula ##STR21## R 5 represents a grouping of valency (1 + d), containing up to 50 carbon atoms, linked through a carbon atom or carbon atoms thereof to the indicated nitrogen atom or atoms, R 6 represents a hydrogen atom or a chain of formula ##STR22## d is an integer of 1 to 3, and each a, b, and c is zero or a positive integer such that the molecular weight of the said amide is from 500 to 250,000, which comprises subjecting the amide to actinic radiation.
Claim 2
Independent Claim
168 words
A method of polymerising an amide of the general formula ##STR20## where each R 1 denotes a hydrogen atom or a methyl group, each R 1 denotes a hydrogen, chlorine, or bromine atom, a cyano group, or an alkyl group of 1 to 4 carbon atoms, each R 3 represents an aliphatic, cycloaliphatic, araliphatic, or heterocyclic group of 2 to 12 carbon atoms and containing ethylenic unsaturation in conjugation with the indicated double bond, R 4 represents a group of formula ##STR21## R 5 represents a grouping of valency (1 + d), containing up to 50 carbon atoms, linked through a carbon atom or carbon atoms thereof to the indicated nitrogen atom or atoms, R 6 represents a hydrogen atom or a chain of formula ##STR22## d is an integer of 1 to 3, and each a, b, and c is zero or a positive integer such that the molecular weight of the said amide is from 500 to 250,000, which comprises subjecting the amide to actinic radiation.
Claim 3
Dependent Claim
26 words
Method according to claim 1, in which each a, b, and c is such that the molecular weight of the amide is from 1000 to 10,000.
Claim 4
Dependent Claim
60 words
Method according to claim 1, in which R 3 denotes an ethylenically unsaturated aliphatic hydrocarbon group, a furan nucleus, an ethylenically unsaturated aliphatic group substituted by a phenyl group or by a furan nucleus, or an ethylenically unsaturated aliphatic group substituted by a phenyl group which bears hydroxyl groups, chlorine atoms, or alkyl groups of 1 to 4 carbon atoms.
Claim 5
Dependent Claim
15 words
Method according to claim 1, in which R 5 denotes ##STR23## and d is 1.
Claim 6
Dependent Claim
34 words
Method according to claim 1, in which R 5 denotes a group of formula --CO--R.sup.9 --(CO).sub.d where R 9 is the residue of a carboxylic acid after removal of (d + 1) carboxyl groups
Claim 7
Dependent Claim
34 words
Method according to claim 1, in which R 5 denotes a group of formula --CONH--R.sup.10 --(CONH).sub.d where R 10 is the residue of an organic isocyanate after removal of (d + 1) isocyanate groups.
Claim 8
Dependent Claim
33 words
Method according to claim 1, in which R 5 denotes a group of formula ##STR24## where R 11 is the residue of a carboxylic acid after removal of (d + 1) carboxyl groups.
Claim 9
Dependent Claim
34 words
Method according to claim 1, in which R 5 denotes a group of formula ##STR25## where R 12 is the residue of an alcohol or phenol after removal of (d + 1) hydroxyl groups.
Claim 10
Dependent Claim
16 words
Method according to claim 1, in which R 5 denotes a group of formula ##STR26## where
Claim 11
Dependent Claim
27 words
R 13 is a hydrogen atom, a saturated or ethylenically unsaturated aliphatic or cycloaliphatic group, or a mononuclear aryl group of up to 10 carbon atoms, and
Claim 12
Dependent Claim
27 words
R 13 is a hydrogen atom, a saturated or ethylenically unsaturated aliphatic or cycloaliphatic group, or a mononuclear aryl group of up to 10 carbon atoms, and
Claim 13
Dependent Claim
32 words
R 14 denotes the residue of an amine after removal of (d + 1) amino groups in formula XIX, two amino groups in formula XX, or one amino group in formula XXI.
Claim 14
Dependent Claim
32 words
R 14 denotes the residue of an amine after removal of (d + 1) amino groups in formula XIX, two amino groups in formula XX, or one amino group in formula XXI.
Claim 15
Dependent Claim
32 words
Method according to claim 1, in which R 5 denotes a group of formula ##STR27## where R 15 denotes the residue of a polymercaptan after removal of (1 + d) thiol groups.
Claim 16
Dependent Claim
33 words
Method according to claim 1, in which the amide is subjected to actinic radiation in the presence of 0.1 to 20% by weight, calculated on the weight of the amide, of a photosensitiser.
Claim 17
Dependent Claim
41 words
Method according to claim 1, in which the amide is subjected to actinic radiation in the presence of a photosentisizer selected from the group consisting of a bis(dialkylamino)benzophenone, a benzoyl phenyl carbinol, and an alkyl ether of a benzoyl phenyl carbinol.
Claim 18
Dependent Claim
32 words
Method according to claim 1, in which the amide is subjected to actinic radiation on a support and then any unpolymerised amide is removed from the support by means of a solvent.
Claim 19
Dependent Claim
15 words
Method according to claim 1, in which the amide is subjected to ctinic radiation imagewise.
Claim 20
Dependent Claim
180 words
A composition which polymerises on exposure to actinic radiation, comprising (i) an amide of the general formula ##STR28## where each R 1 denotes a hydrogen atom or a methyl group, each R 2 denotes a hydrogen, chlorine, or bromine atom, a cyano group, or an alkyl group of 1 to 4 carbon atoms, each R 3 represents an aliphatic, cycloaliphatic, araliphatic, or heterocyclic group of 2 to 12 carbon atoms and containing ethylenic unsaturation in conjugation with the indicated double bond, R 4 represents a group of formula ##STR29## R 5 represents a grouping of valency (1 + d) containing up to 50 carbon atoms, linked through a carbon atom or carbon atoms thereof to the indicated nitrogen atom or atoms, R 6 represents a hydrogen atom or a chain of formula ##STR30## d is an integer of 1 to 3, and each a, b, and c is zero or a positive integer such that the molecular weight of the said amide is from 500 to 250,000, and (ii) 0.1-20% of a photosensitiser, calculated on the weight of the amide.
Claim 21
Dependent Claim
180 words
A composition which polymerises on exposure to actinic radiation, comprising (i) an amide of the general formula ##STR28## where each R 1 denotes a hydrogen atom or a methyl group, each R 2 denotes a hydrogen, chlorine, or bromine atom, a cyano group, or an alkyl group of 1 to 4 carbon atoms, each R 3 represents an aliphatic, cycloaliphatic, araliphatic, or heterocyclic group of 2 to 12 carbon atoms and containing ethylenic unsaturation in conjugation with the indicated double bond, R 4 represents a group of formula ##STR29## R 5 represents a grouping of valency (1 + d) containing up to 50 carbon atoms, linked through a carbon atom or carbon atoms thereof to the indicated nitrogen atom or atoms, R 6 represents a hydrogen atom or a chain of formula ##STR30## d is an integer of 1 to 3, and each a, b, and c is zero or a positive integer such that the molecular weight of the said amide is from 500 to 250,000, and (ii) 0.1-20% of a photosensitiser, calculated on the weight of the amide.
Claim 22
Dependent Claim
32 words
A composition according to claim 15, in which the sensitiser is selected from the group consisting of a bis(dialkylamino)benzophenone, a benzoyl phenyl carbinol, or an alkyl ether of a benzoyl phenyl carbinol.
Claim 23
Dependent Claim
10 words
The amide product polymerised by the method of claim 1.
Claim 24
Dependent Claim
20 words
A plate sensitive to actinic radiation, comprising a support carrying a layer of an amide as specified in claim 1.
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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) | 1981-04-17 | 1981-10-17 | 1982-04-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-17 | 1985-10-17 | 1986-04-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-17 | 1989-10-17 | 1990-04-18 | $7700.00 | Window Closed / Lapsed |