DE1169064B - Coating agents that form films that can be easily removed again with water - Google Patents
Coating agents that form films that can be easily removed again with waterInfo
- Publication number
- DE1169064B DE1169064B DEH39372A DEH0039372A DE1169064B DE 1169064 B DE1169064 B DE 1169064B DE H39372 A DEH39372 A DE H39372A DE H0039372 A DEH0039372 A DE H0039372A DE 1169064 B DE1169064 B DE 1169064B
- Authority
- DE
- Germany
- Prior art keywords
- water
- acrylamide
- film
- solution
- ecm
- 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0065—Solid detergents containing builders
- C11D17/0073—Tablets
- C11D17/0082—Coated tablets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- 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
- C09D133/00—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/24—Homopolymers or copolymers of amides or imides
- C09D133/26—Homopolymers or copolymers of acrylamide or methacrylamide
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Cosmetics (AREA)
Description
DEUTSCHESGERMAN
PATENTAMTPATENT OFFICE
Internat. Kl.: C 09 d Boarding school Class: C 09 d
Nummer: Aktenzeichen: Anmeldetag: Auslegetag:Number: File number: Registration date: Display day:
H 39372IVc/22 h H 39372IVc / 22 h
7. Mai 1960May 7, 1960
30. April 1964April 30, 1964
Gegenstand der Erfindung sind durch Wasser leicht wieder entfernbare Filme bildende Überzugsmittel, die dadurch gekennzeichnet sind, daß sie Mischpolymerisate aus Acrylamid und am Stickstoff mit niedrigen Alkylresten substituierten Acrylamiden sowie als Lösungsmittel wasserhaltige niedrige Alkohole enthalten. Diese Überzugsmittel enthalten vorteilhaft Mischpolymerisate aus Acrylamid und N-Butylacrylamid, insbesondere N-tert-Butylacrylamid. Zweckmäßig werden die Filme bildenden Überzugsmittel unter Zusatz von Treibmitteln für Sprühdosen, z. B. von niederen Fluorkohlenwasserstoffen, verwendet.The invention relates to coating agents which can be easily removed again by water, which are characterized in that they are copolymers of acrylamide and nitrogen with low Acrylamides substituted by alkyl radicals and, as solvents, water-containing lower alcohols contain. These coating agents advantageously contain copolymers of acrylamide and n-butyl acrylamide, especially N-tert-butyl acrylamide. Appropriate the film-forming coating agents with the addition of propellants for spray cans, z. B. of lower fluorocarbons.
Vorteilhaft werden solche N-substituierten Acrylamide verwendet, deren Alkylrest 2 bis 6 Kohlenstoffatome enthält. Als Substiruenten kommen beispielsweise die folgenden in Frage: n-Propyl, i-Propyl, η-Butyl, i-Butyl, tert.-Butyl, n-Pentyl, i-Pentyl, neo-Pentyl, Diäthyl, Methylpropyl u. a. m. Die erfindungsgemäß zu verwendenden Mischpolymerisate können auch mehrere der genannten N-substituierten Acrylamide enthalten.It is advantageous to use those N-substituted acrylamides whose alkyl radicals have 2 to 6 carbon atoms contains. The following are, for example, possible substituents: n-propyl, i-propyl, η-butyl, i-butyl, tert-butyl, n-pentyl, i-pentyl, neo-pentyl, diethyl, methylpropyl and others. m. The copolymers to be used according to the invention can also contain several of the N-substituted acrylamides mentioned.
Das Mengenverhältnis von unsubstituiertem zu substituiertem Acrylamid in den Copolymerisaten hängt von dem vorgesehenen Verwendungszweck und der Konstitution des substituierten Acrylamide ab. Durch einfache Versuche ist es ohne Schwierigkeiten möglich, ein Produkt mit den jeweils gewünschten Löslichkeits- und sonstigen Eigenschaften herzustellen. Besonders günstige filmbildende Eigenschaften weisen Mischpolymerisate aus Acrylamid und N-tert-Butylacrylamid auf, bei denen das Verhältnis von unsubstituiertem zu substituiertem Acrylamid 1:1 bis 3:7 beträgt. Es ist aber auch möglich, Mischpolymerisate mit höheren Anteilen an substituiertem Acrylamid zu verwenden.The quantitative ratio of unsubstituted to substituted acrylamide in the copolymers depends on the intended use and the constitution of the substituted acrylamide. With simple experiments it is possible without difficulty to find a product with the desired Establish solubility and other properties. Particularly favorable film-forming properties have copolymers of acrylamide and N-tert-butyl acrylamide, in which the ratio from unsubstituted to substituted acrylamide is 1: 1 to 3: 7. But it is also possible to use copolymers to be used with higher proportions of substituted acrylamide.
Die genannten Mischpolymerisate eignen sich zur Herstellung von Überzügen für verschiedene Zwecke sowohl für starre wie für flexible Gebilde. Sie bilden klare, nahezu farblose Filme von gutem Zusammenhalt, welche keine »kristallin« erscheinenden Anteile aufweisen und daher nicht schuppig wirken. Der gebildete Film ist nicht hygroskopisch und erweicht auch m feuchter Atmosphäre kaum.The copolymers mentioned are suitable for the production of coatings for various purposes for both rigid and flexible structures. They form clear, almost colorless films of good cohesion, which do not have any "crystalline" appearing parts and therefore do not appear scaly. The educated The film is not hygroscopic and hardly softens even in a humid atmosphere.
Trotzdem zeigen die aus den genannten Mischpolymerisaten hergestellten Filme eine hinreichende Wasserlöslichkeit bzw. bei höheren Anteilen von substituierten Acrylamiden, wie tert.-Butylacrylamid, eine gute Emulgierbarkeit in Wasser, so daß sich die Überzüge leicht wieder entfernen lassen.In spite of this, the films produced from the copolymers mentioned show an adequate one Solubility in water or with higher proportions of substituted acrylamides, such as tert-butyl acrylamide, good emulsifiability in water, so that the coatings can easily be removed again.
Ein weiterer Vorteil der erfindungsgemäß verwendeten Produkte ist die Mischbarkeit ihrer Lösungen
in niederen aliphatischen Alkoholen mit Halogen-Durch Wasser leicht wieder entfernbare Filme
bildende ÜberzugsmittelAnother advantage of the products used according to the invention is the miscibility of their solutions in lower aliphatic alcohols with halogen films that can be easily removed again by water
forming coating agents
Anmelder:Applicant:
Henkel & Cie. G. m. b. H.,Henkel & Cie. G. m. B. H.,
Düsseldorf-Holthausen, Henkelstr. 67Düsseldorf-Holthausen, Henkelstr. 67
Als Erfinder benannt:Named as inventor:
Dr. Hans Zoebelein, Düsseldorf-Eller,Dr. Hans Zoebelein, Düsseldorf-Eller,
Dr. Manfred Dohr, DüsseldorfDr. Manfred Dohr, Düsseldorf
kohlenwasserstoffen, ζ. B. Methylenchlorid und niederen Fluorchlorkohlenwasserstoffen. Die genannte Eigenschaft macht die Verwendung der Lösungen in Aerosolsprühdosen möglich. Bei der Herstellunghydrocarbons, ζ. B. methylene chloride and lower Chlorofluorocarbons. The said property makes the use of the solutions possible in aerosol spray cans. In the preparation of
zo der alkoholischen Lösungen für diesen Zweck ist zu beachten, daß meist kleine Mengen Wasser zuzusetzen sind, um eine homogene Lösung des Mischpolymerisats in Äthylalkohol oder Isopropylalkohol zu erreichen. Es soll aber nur so viel Wasser beigegeben werden, daß eben eine gute Löslichkeit erreicht wird, damit nicht beim Versetzen mit dem Treibmittel für die Sprühdose eine Wasserabscheidung erfolgt. Bei höheren Anteilen an N-substituiertem Acrylamid, z. B. Butylacrylamid, kann der Wasserzusatz auch unterbleiben.In the case of alcoholic solutions for this purpose, it should be noted that usually small amounts of water should be added are to create a homogeneous solution of the copolymer in ethyl alcohol or isopropyl alcohol to reach. However, only enough water should be added to achieve good solubility so that there is no water separation when the propellant for the spray can is added he follows. With higher proportions of N-substituted acrylamide, e.g. B. butyl acrylamide, the water can be added also omitted.
Die Herstellung der Mischpolymerisate erfolgt in folgender, hier nicht beanspruchter Weise:The copolymers are produced in the following manner, which is not claimed here:
Eine Lösung von 15 g Acrylamid und 0,09 g Natriumpyrosulfit in 220 ecm Wasser und eine Lösung von 30 g N-tert.-Butylacrylamid in 165 ecm Aceton werden vereinigt und durch Zusatz von 0,09 g Ammoniumpersulfat in 20 ecm Wasser innerhalb von 3 Stunden bei 40° C polymerisiert. Nach beendeter Reaktion wurde durch Walzentrocknung ein helles Pulver mit einem K-Wert von 84 erhalten. 16 g des Trockenproduktes wurden unter Rühren in 170 ecm Isopropanol suspendiert und dazu 14 ecm Wasser gegeben. Nach kurzer Zeit entstand eine homogene, stark viskose Lösung.A solution of 15 g of acrylamide and 0.09 g of sodium pyrosulfite in 220 ecm of water and a solution of 30 g of N-tert-butyl acrylamide in 165 ecm of acetone are combined and added 0.09 g of ammonium persulfate polymerized in 20 ecm of water within 3 hours at 40 ° C. After finished In the reaction, a pale powder with a K value of 84 was obtained by drum drying. 16 g des The dry product was suspended in 170 ecm of isopropanol with stirring and 14 ecm of water given. A homogeneous, highly viscous solution resulted after a short time.
4 g dieser Lösung wurden zusammen mit 35,5 g Alkohol unter Zusatz von 0,5 g Parfüm mit 60 g Dichlordifluormethan in eine Aerosolsprühdose abgefüllt. Beim Versprühen lieferte die Lösung einen wasserlöslichen, klaren Film von ausgezeichnetem Zusammenhalt. Auch in feuchter Atmosphäre wurde4 g of this solution together with 35.5 g of alcohol with the addition of 0.5 g of perfume with 60 g of dichlorodifluoromethane filled into an aerosol spray can. When sprayed, the solution provided a water-soluble, clear film of excellent quality Cohesion. Even in a humid atmosphere
■ ■ ■, 409 587/461■ ■ ■, 409 587/461
Claims (1)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEH43208A DE1160983B (en) | 1960-05-07 | 1960-05-07 | Hair conditioners |
DEH39372A DE1169064B (en) | 1960-05-07 | 1960-05-07 | Coating agents that form films that can be easily removed again with water |
CH4661A CH467811A (en) | 1960-05-07 | 1961-01-04 | Film-forming coating agent |
BE601265A BE601265A (en) | 1960-05-07 | 1961-03-13 | FILM FORMING COATING AGENT |
GB975261A GB901709A (en) | 1960-05-07 | 1961-03-17 | Film-forming coating agents |
NL263645A NL263645A (en) | 1960-05-07 | 1961-04-14 | PROCESS FOR THE PREPARATION OF FILM-FORMING COATING MATERIALS |
DE19641494455 DE1494455A1 (en) | 1960-05-07 | 1964-02-21 | Film-forming coating agents that can be easily removed again with water and lower alcohols |
US381211A US3296235A (en) | 1960-02-16 | 1964-07-08 | Copolymer of acrylamide and nu-alkyl acrylamide with a propellant in aerosol spray cans |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEH39372A DE1169064B (en) | 1960-05-07 | 1960-05-07 | Coating agents that form films that can be easily removed again with water |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1169064B true DE1169064B (en) | 1964-04-30 |
Family
ID=7153924
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEH39372A Pending DE1169064B (en) | 1960-02-16 | 1960-05-07 | Coating agents that form films that can be easily removed again with water |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE601265A (en) |
CH (1) | CH467811A (en) |
DE (1) | DE1169064B (en) |
GB (1) | GB901709A (en) |
NL (1) | NL263645A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4520182A (en) * | 1982-12-29 | 1985-05-28 | Exxon Research & Engineering Co. | Acrylamide-alkylacrylamide copolymers |
US4521580A (en) * | 1982-12-29 | 1985-06-04 | Exxon Research & Engineering Co. | Microemulsion process for producing acrylamide-alkyl acrylamide copolymers |
US4528348A (en) * | 1982-12-29 | 1985-07-09 | Exxon Research & Engineering Company | Micellar process for the production of acrylamide-alkyl acrylamide copolymers |
WO2005048963A1 (en) * | 2003-11-19 | 2005-06-02 | Wella Ag | Hair treatment agent containing thickened water glass |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1006151B (en) * | 1955-05-14 | 1957-04-11 | Basf Ag | Process for the preparation of polymers and copolymers from unsaturated carboxylic acid amides with improved solubility |
DE964902C (en) * | 1955-01-26 | 1957-05-29 | Basf Ag | Process for the production of water-soluble copolymers from acrylic acid and methacrylic acid amide in aqueous solution |
-
1960
- 1960-05-07 DE DEH39372A patent/DE1169064B/en active Pending
-
1961
- 1961-01-04 CH CH4661A patent/CH467811A/en unknown
- 1961-03-13 BE BE601265A patent/BE601265A/en unknown
- 1961-03-17 GB GB975261A patent/GB901709A/en not_active Expired
- 1961-04-14 NL NL263645A patent/NL263645A/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE964902C (en) * | 1955-01-26 | 1957-05-29 | Basf Ag | Process for the production of water-soluble copolymers from acrylic acid and methacrylic acid amide in aqueous solution |
DE1006151B (en) * | 1955-05-14 | 1957-04-11 | Basf Ag | Process for the preparation of polymers and copolymers from unsaturated carboxylic acid amides with improved solubility |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4520182A (en) * | 1982-12-29 | 1985-05-28 | Exxon Research & Engineering Co. | Acrylamide-alkylacrylamide copolymers |
US4521580A (en) * | 1982-12-29 | 1985-06-04 | Exxon Research & Engineering Co. | Microemulsion process for producing acrylamide-alkyl acrylamide copolymers |
US4528348A (en) * | 1982-12-29 | 1985-07-09 | Exxon Research & Engineering Company | Micellar process for the production of acrylamide-alkyl acrylamide copolymers |
WO2005048963A1 (en) * | 2003-11-19 | 2005-06-02 | Wella Ag | Hair treatment agent containing thickened water glass |
Also Published As
Publication number | Publication date |
---|---|
CH467811A (en) | 1969-01-31 |
BE601265A (en) | 1961-07-03 |
GB901709A (en) | 1962-07-25 |
NL263645A (en) | 1964-05-25 |
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