UST888007I4 - Defensive publication - Google Patents
Defensive publication Download PDFInfo
- Publication number
- UST888007I4 UST888007I4 US888007DH UST888007I4 US T888007 I4 UST888007 I4 US T888007I4 US 888007D H US888007D H US 888007DH US T888007 I4 UST888007 I4 US T888007I4
- Authority
- US
- United States
- Prior art keywords
- groups
- polymer
- ring
- group
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
- G03F7/0388—Macromolecular compounds which are rendered insoluble or differentially wettable with ethylenic or acetylenic bands in the side chains of the photopolymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
Definitions
- CH2(IJH R is a lower alkyl group
- X is an anion
- B represents the atoms necessary to complete a pyridine or quinoline moiety, the group ⁇ -CH CH-l being attached to a ring carbon atom in the nitrogen-containing ring.
- a method for preparing the quaternary salts which comprises reacting a polymer of vinyltoluene with N-bromosuccinimide in the presence of benzoyl peroxide to brominate the methyl group on the toluene ring, reacting the resultant product with dimethyl sulfoxide in the presence of sodium bicarbonate to convert the bromomethyl groups to aldehyde groups and thereafter condensing the aldehyde groups on the polymer with an aromatic, quaternized compound such as the methyl p-toluene sulfonate quaternary salt of 2-picoline.
- the lightsensitive polymers are useful in photomechanical reproduction processes such as for lithographic purposes or as photoresists.
Abstract
THERE ARE DISCLOSED LIGHT-SENSITIVE POLYMERS CONTAINING RECURRING GROUPS HAVING THE FORMULA
AND QUATERNARY SALTS THEREOF HAVING THE FORMULA
WHEREIN Q IS A UNIT IN THE PARENT POLYMER CHAIN E.G.,
R IS LOWER ALKYL GROUP, X$ IS AN ANION, AND B REPRESENTS THE ATOMS NECESSARY TO COMPLETE A PYRIDING OR QUINOLINE MOIETY, THE GROUP (CH=CH) BEING ATTACHED TO A RING CARBON ATOM IN THE NITROGEN-CONTAINING RING. A METHOD IS DISCLOSED FOR PREPARING THE QUATERNARY SALTS WHICH COMPRISES REACTING A POLYMER OF VINYLTOLUENE WITH N-BROMOSUCCINIMIDE IN THE PRESENCE OF BENZOYL PEROXIDE TO BROMINATE THE METHYL GROUP ON THE TOLUENE RING, REACTING THE RESULTANT PRODUCT WITH DIMETHYL SULFOXIDE IN THE PRESENCE OF SODIUM BICARBONATE TO CONVERT THE BROMOMETHYL GROUPS TO ALDEHYDE GROUPS AND THEREAFTER CONDENSING THE ALDEHYDE GROUPS ON THE POLYMER WITH AN AROMATIC, QUATERNIZED COMPOUND SUCH AS THE METHYL P-TOLUENE SULFONATE QUATERNARY SALT OF 2-PICOLINE. THE LIGHTSENSITIVE POLYMERS ARE USEFUL IN PHOTOMECHANICAL REPRODUCTIVE PROCESSES SUCH AS FOR LITHOGRAPHIC PURPOSES OR AS PHOTORESISTS.
AND QUATERNARY SALTS THEREOF HAVING THE FORMULA
WHEREIN Q IS A UNIT IN THE PARENT POLYMER CHAIN E.G.,
R IS LOWER ALKYL GROUP, X$ IS AN ANION, AND B REPRESENTS THE ATOMS NECESSARY TO COMPLETE A PYRIDING OR QUINOLINE MOIETY, THE GROUP (CH=CH) BEING ATTACHED TO A RING CARBON ATOM IN THE NITROGEN-CONTAINING RING. A METHOD IS DISCLOSED FOR PREPARING THE QUATERNARY SALTS WHICH COMPRISES REACTING A POLYMER OF VINYLTOLUENE WITH N-BROMOSUCCINIMIDE IN THE PRESENCE OF BENZOYL PEROXIDE TO BROMINATE THE METHYL GROUP ON THE TOLUENE RING, REACTING THE RESULTANT PRODUCT WITH DIMETHYL SULFOXIDE IN THE PRESENCE OF SODIUM BICARBONATE TO CONVERT THE BROMOMETHYL GROUPS TO ALDEHYDE GROUPS AND THEREAFTER CONDENSING THE ALDEHYDE GROUPS ON THE POLYMER WITH AN AROMATIC, QUATERNIZED COMPOUND SUCH AS THE METHYL P-TOLUENE SULFONATE QUATERNARY SALT OF 2-PICOLINE. THE LIGHTSENSITIVE POLYMERS ARE USEFUL IN PHOTOMECHANICAL REPRODUCTIVE PROCESSES SUCH AS FOR LITHOGRAPHIC PURPOSES OR AS PHOTORESISTS.
Description
DEFENSW PULlCATlQN UNITED STATES PATENT OFFICE Published at the request of the applicant or owner in accordance with the Notice of Dec. 16. 1969, 869 0.G. 687. The abstracts of Defensive Publication applications are identified by distinctly numbered series and are arranged chronologically. The heading of each abstract indicates the number of pages of specification, including claims and sheets of drawings contained in the application as originally filed. The files of these applications are available to the public for inspection and reproduction may be purchased for 30 cents a sheet.
Defensive Publication applications have not been examined as to the merits of alleged invention. The Patent Oflice makes no assertion as to the novelty of the disclosed subject matter.
PUBLISHED JULY 20, 1971 and quaternary salts thereof having the formula r e CH=CHTBD X wherein Q is a unit in the parent polymer chain e.g.,
CH2(IJH R is a lower alkyl group, X is an anion, and B represents the atoms necessary to complete a pyridine or quinoline moiety, the group {-CH CH-l being attached to a ring carbon atom in the nitrogen-containing ring. A method is disclosed for preparing the quaternary salts which comprises reacting a polymer of vinyltoluene with N-bromosuccinimide in the presence of benzoyl peroxide to brominate the methyl group on the toluene ring, reacting the resultant product with dimethyl sulfoxide in the presence of sodium bicarbonate to convert the bromomethyl groups to aldehyde groups and thereafter condensing the aldehyde groups on the polymer with an aromatic, quaternized compound such as the methyl p-toluene sulfonate quaternary salt of 2-picoline. The lightsensitive polymers are useful in photomechanical reproduction processes such as for lithographic purposes or as photoresists.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7663070A | 1970-09-29 | 1970-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UST888007I4 true UST888007I4 (en) | 1971-07-20 |
Family
ID=22133250
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US888007D Pending UST888007I4 (en) | 1970-09-29 | 1970-09-29 | Defensive publication |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | UST888007I4 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0025385A1 (en) * | 1979-09-07 | 1981-03-18 | Rhone-Poulenc Specialites Chimiques | Preparation of anion-exchange resins by bromination of vinylaromatic polymers, and products obtained |
| US4444868A (en) | 1981-08-06 | 1984-04-24 | Agency Of Industrial Science & Technology | Photosensitive composition |
-
1970
- 1970-09-29 US US888007D patent/UST888007I4/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0025385A1 (en) * | 1979-09-07 | 1981-03-18 | Rhone-Poulenc Specialites Chimiques | Preparation of anion-exchange resins by bromination of vinylaromatic polymers, and products obtained |
| US4327191A (en) | 1979-09-07 | 1982-04-27 | Rhone-Poulenc Industries | Preparation of anion exchange resins by bromination of vinyl aromatic polymers |
| US4444868A (en) | 1981-08-06 | 1984-04-24 | Agency Of Industrial Science & Technology | Photosensitive composition |
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