DE1669238A1 - Process for the production of a varnish which can be hardened by irradiation - Google Patents
Process for the production of a varnish which can be hardened by irradiationInfo
- Publication number
- DE1669238A1 DE1669238A1 DE1967N0030363 DEN0030363A DE1669238A1 DE 1669238 A1 DE1669238 A1 DE 1669238A1 DE 1967N0030363 DE1967N0030363 DE 1967N0030363 DE N0030363 A DEN0030363 A DE N0030363A DE 1669238 A1 DE1669238 A1 DE 1669238A1
- Authority
- DE
- Germany
- Prior art keywords
- bichromate
- polyvinyl butyral
- lacquer
- organic
- production
- 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.)
- Granted
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
- G03F7/04—Chromates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
- C09D129/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/106—Binder containing
- Y10S430/11—Vinyl alcohol polymer or derivative
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Paints Or Removers (AREA)
Description
N.V. Philips'Gloeilampenfabrieken, Eindhoven/HollandN.V. Philips'Gloeilampenfabrieken, Eindhoven / Holland
Verfahren zur Herstellung eines durch Bestrahlen härtbaren LackesProcess for the production of a varnish curable by irradiation
Die Erfindung bezieht sich auf die Herstellung eines durch Bestrahlen härtbaren Polyvinylbutyrallacks, der ein wasserunlösliches Polyvinylbutyralharz und ein Bichromat enthält. Derartige Lacke werden bei photomechanischen Verfahren verwendet.The invention relates to the production of a radiation-curable polyvinyl butyral lacquer, the contains a water-insoluble polyvinyl butyral resin and a bichromate. Such varnishes are used in photomechanical Procedure used.
Es ist bereits vorgeschlagen worden, durch Bestrahlen härtbare Lacke dieses Typs unter Verwendung eines wasserunlöslichen oder nahezu unlöslichen, jedoch in Lösungsmitteln, in denen das Polyvinylbutyralharz löslich ist, gut löslichen organischen Bichromate herzustellen. It has already been proposed to use radiation-curable paints of this type using a water-insoluble one or almost insoluble, but in solvents in which the polyvinyl butyral resin is soluble is to produce highly soluble organic bichromates.
Bei Verwendung organischer Bichromate ergibt sich, daß die Dunkelreaktion in Lackschichten auf einem metallischen Untergrund träger verläuft als bei Lacken, die anorganische Bichromate enthalten.When using organic bichromates it results that the dark reaction in lacquer layers on one metallic substrate is more sluggish than paints containing inorganic bichromates.
109824/ 1 887109824/1 887
" 2 " ORIGINAL INSPECTED" 2 " ORIGINAL INSPECTED
Es stellte sich heraus, daß die physikalischen und photomechanischen Eigenschaften der erhaltenen Lackschichten von den Klimaverhältnissen beim Trocknen weniger beeinflußt werden.It turned out that the physical and photomechanical properties of the lacquer layers obtained are less influenced by the climatic conditions during drying.
Thermisch stabile Lacke, d. h. Lacke mit langer Haltbarkeit, werden insbesondere mit organischen quaternären Ammoniumbichromaten der allgemeinen FormelThermally stable paints, d. H. Paints with a long shelf life, in particular, are made with organic quaternaries Ammonium dichromates of the general formula
in der η = 0,1,2 oder 3 ist, erhalten. R kann gemäß dem älteren Vorschlag aus einer aliphatischen gesättigten oder ungesättigten Kohlenwasserstoffkette mit 6 bis 18 Kohlenstoffatomen oder aus einem alicyclischen Ring bestehen. Wenn η kleiner als 3 ist, können die Kohlenwasserstoffreste R untereinander verschieden oder einander gleich sein.in which η = 0, 1, 2 or 3 is obtained. R can according to the older proposal from an aliphatic saturated or unsaturated hydrocarbon chain with 6 to 18 carbon atoms or an alicyclic ring. If η is less than 3, the hydrocarbon radicals R can be different from one another or identical to one another.
Beispiele derartiger Verbindungen sind Dimethyldilaurylammoniumbichromat und Trimethyllaurylammoniumbichromat. Examples of such compounds are dimethyldilaurylammonium dichromate and trimethyl lauryl ammonium dichromate.
Es wurde nun gefunden, daß es besonders vorteilhaft ist, Verbindungen der allgemeinen FormelIt has now been found that it is particularly advantageous to use compounds of the general formula
[R1R2N(CH3)2 [R 1 R 2 N (CH 3 ) 2
in der R. aus einer aliphatischen gesättigten oder ungesättigten Kohlenwasserstoffkette mit 6 bis 18 Kohlenstoffatomen besteht und R2 eine Aralkylgruppe ist, zur Herstellung von durch Bestrahlen härtbarenin which R. consists of an aliphatic saturated or unsaturated hydrocarbon chain with 6 to 18 carbon atoms and R 2 is an aralkyl group, for the production of radiation curable
1 0 9 8 2 A / 1 B 8 71 0 9 8 2 A / 1 B 8 7
Polyvinylbutyrallacken zu verwenden.Use polyvinyl butyral lacquers.
Rp kann ζ. B. ein Benzylrest sein. Es stellte sich heraus, daß dieser Typ von Verbindungen im allgemeinen eine größere Löslichkeit im organischen Lösungsmittel oder im Gemisch der Lösungsmittel, mit denen die Lacke hergestellt werden, besitzt, als die entsprechenden Dialkyldimethylb!chromate und Monoalkyltrimethylbichromate.Rp can ζ. B. be a benzyl radical. It turned out found that this type of compound generally has greater solubility in organic solvent or in a mixture of the solvents with which the paints are produced, as the corresponding dialkyldimethylbichromates and monoalkyltrimethylbichromates.
Das bedeutet, daß die Chromkonzentration im Lack fThis means that the chromium concentration in the paint f
und damit die Lichtempfindlichkeit des Lackes gewünschtenfalls vergrößert werden kann.and thus the light sensitivity of the paint, if desired can be enlarged.
Die Unterschiede in der Löslichkeit gehen z. B, aus der nachstehenden Tabelle hervor, die sich auf einen Polyvinylbutyrallack bezieht, der ein Gemisch von 62 Vol.% Methylisobutylketon und 38 Vol.% Dimethylformamid als Lösungsmittel enthält, in dem die Löslichkeit verschiedener Bichromate bestimmt wurde.The differences in solubility go e.g. B, off the table below, which relates to a polyvinyl butyral lacquer which is a mixture of Contains 62% by volume of methyl isobutyl ketone and 38% by volume of dimethylformamide as a solvent in which the solubility different bichromates was determined.
in g/100 ml LackSolubility at 20 ° C
in g / 100 ml paint
Dimethyldilaurylammonium-
Dimethyllaurylbenzylammonium-Trimethyllaurylammonium
Dimethyldilaurylammonium
Dimethyl lauryl benzyl ammonium
5
mindestens 203
5
at least 20
Die Herstellung und Verwendung eines erfindungsgemäßen Lackes wird nun an Hand eines Ausführungsbeispiels näher erläutert.The production and use of a paint according to the invention will now be based on an exemplary embodiment explained in more detail.
1 0 9 8 2 Λ/18871 0 9 8 2 Λ / 1887
Einer Lösung von 13 g Polyvinylbutyral (Vinylalkoholgehalt etwa 20 Gevjv%, Viskosität einer Standardlösung von 10 Gew.# Polyvinylbutyral in 95 %igem Äthanol 120 cP bei 25°C) in einem Gemisch von 75 ml Dimethylformamid und 125 ml Butanon werden 4 g Dirnethyllaurylbenzylammoniumbichromat zugesetzt. Nachdem sich das Bichromat völlig gelöst hat, wird eine zuvor gereinigte Kupferplatte derart in diese Lösung getaucht, daß nach P Trocknung in Luft von 400C eine gleichmäßig dicke Lackschicht erhalten wird. Diese Schicht wird eine Minute durch eine Schablone mit Hilfe von vier 125 Watt Hochdruckquecksilberdampf entladungslampen belichtet, die in den Eckpunkten eines Quadrates mit Seitenlängen von 15 cm angeordnet und 50 cm von der Lackschicht entfernt sind. Die unbelichteten Teile der Schicht werden danach mit Methanol weggewaschen. Das übrigbleibende Lackmuster ist als Schutzschicht für mehrere Ätz- oder galvanische Bearbeitungen verwendbar.To a solution of 13 g of polyvinyl butyral (vinyl alcohol content about 20% by weight, viscosity of a standard solution of 10% by weight of polyvinyl butyral in 95% ethanol 120 cP at 25 ° C.) in a mixture of 75 ml of dimethylformamide and 125 ml of butanone, 4 g of dimethyl laurylbenzylammonium dichromate are added . After the bichromate has completely dissolved, a previously cleaned copper plate is immersed in this solution in such a way that, after drying in air at 40 ° C., a uniformly thick layer of lacquer is obtained. This layer is exposed for one minute through a stencil with the aid of four 125 watt high-pressure mercury vapor discharge lamps, which are arranged in the corners of a square with sides of 15 cm and 50 cm away from the lacquer layer. The unexposed parts of the layer are then washed away with methanol. The remaining paint pattern can be used as a protective layer for several etching or electroplating processes.
Patentansprüche;Claims;
109824/1887109824/1887
Claims (4)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6605244A NL6605244A (en) | 1966-04-20 | 1966-04-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1669238A1 true DE1669238A1 (en) | 1971-06-09 |
| DE1669238B2 DE1669238B2 (en) | 1976-06-16 |
Family
ID=19796338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967N0030363 Granted DE1669238B2 (en) | 1966-04-20 | 1967-04-17 | LIGHT SENSITIVE PAINT |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3545973A (en) |
| AT (1) | AT278997B (en) |
| BE (1) | BE697257A (en) |
| CH (1) | CH483657A (en) |
| DE (1) | DE1669238B2 (en) |
| ES (1) | ES339435A1 (en) |
| GB (1) | GB1123642A (en) |
| NL (1) | NL6605244A (en) |
| SE (1) | SE330828B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6605244A (en) * | 1966-04-20 | 1967-10-23 | ||
| US4262080A (en) * | 1978-10-31 | 1981-04-14 | Nasa | Method for applying photographic resist to otherwise incompatible substrates |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6412172A (en) * | 1964-10-20 | 1966-04-21 | ||
| NL6605244A (en) * | 1966-04-20 | 1967-10-23 |
-
1966
- 1966-04-20 NL NL6605244A patent/NL6605244A/xx unknown
-
1967
- 1967-04-17 GB GB17433/67A patent/GB1123642A/en not_active Expired
- 1967-04-17 CH CH538267A patent/CH483657A/en not_active IP Right Cessation
- 1967-04-17 AT AT358967A patent/AT278997B/en not_active IP Right Cessation
- 1967-04-17 SE SE05332/67A patent/SE330828B/xx unknown
- 1967-04-17 DE DE1967N0030363 patent/DE1669238B2/en active Granted
- 1967-04-18 US US631578A patent/US3545973A/en not_active Expired - Lifetime
- 1967-04-18 ES ES339435A patent/ES339435A1/en not_active Expired
- 1967-04-19 BE BE697257D patent/BE697257A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1669238B2 (en) | 1976-06-16 |
| US3545973A (en) | 1970-12-08 |
| GB1123642A (en) | 1968-08-14 |
| SE330828B (en) | 1970-11-30 |
| NL6605244A (en) | 1967-10-23 |
| CH483657A (en) | 1969-12-31 |
| AT278997B (en) | 1970-02-25 |
| ES339435A1 (en) | 1968-10-01 |
| BE697257A (en) | 1967-10-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |