DE618342C - Process for coloring rubber - Google Patents

Process for coloring rubber

Info

Publication number
DE618342C
DE618342C DEI46114D DEI0046114D DE618342C DE 618342 C DE618342 C DE 618342C DE I46114 D DEI46114 D DE I46114D DE I0046114 D DEI0046114 D DE I0046114D DE 618342 C DE618342 C DE 618342C
Authority
DE
Germany
Prior art keywords
pyrazolone
rubber
carboxylic acid
ethyl ester
acid methyl
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.)
Expired
Application number
DEI46114D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI46114D priority Critical patent/DE618342C/en
Application granted granted Critical
Publication of DE618342C publication Critical patent/DE618342C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
    • C08K5/23—Azo-compounds
    • C08K5/235—Diazo and polyazo compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

Verfahren zum Färben von Kautschuk Es wurde ,gefunden, daß man Kautschuk oder kautschukähnliche Massen in klaren, sehr echten Tönen färben kann, die sich von Gelb über Rot mach Violett erstrecleen, wenn man diesen Massen wasserunlösliche Di.sazofarbstoffe zusetzt, die sich von der .allgemeinen Formel ,ableiten: worin der Diphenylrest und der Phenylrest des Pyräzolons durch Halogen, Alkyl- oder Alkyloxygruppen substituiert sein können und -R Methyl oder Äthyl bedeuten soll.Process for coloring rubber It has been found that rubber or rubber-like masses can be colored in clear, very genuine tones, which range from yellow to red to violet, if water-insoluble di.sazo dyes are added to these masses, which differ from the. general formula, derive: wherein the diphenyl radical and the phenyl radical of the pyrazolone can be substituted by halogen, alkyl or alkyloxy groups and -R is intended to mean methyl or ethyl.

Die Farbstoffe sind praktisch in Kautschuk unlöslich und bluten bei der Verarbeitung nicht aus; sie blühen nicht aus und sind lagerecht. Sie sind unlöslich in Benzin und somit auch für die Kaltvulkanisation geeignet.The dyes are practically insoluble in rubber and bleed processing does not stop; they do not bloom and are in the right position. You are insoluble in gasoline and therefore also suitable for cold vulcanization.

Beispiele i. In eine für die Preßvulkanisation geeignete Mischung aus Kautschuk, Schwefel, Vulkanisationsbeschleuniger und Füllstoffen werden i bis 2 °1a des Farbstoffes aus i Mol. tetrazotiertem 3, 3'- Dichlör - 4, ,4'- diaminodiphenyl und 2 Mol. i-Phenyl-5-pyrazolon-3-carbonsäureäthylester eingewalzt und in der Presse vulkanisiert. Man erhält ein klares, rotes Vulkanisat von sehr guten Echtheitseigenschaften.Examples i. In a mixture suitable for press vulcanization rubber, sulfur, vulcanization accelerators and fillers become i bis 2 ° 1a of the dye from 1 mol. Tetrazotized 3,3'-dichloro-4,4'-diaminodiphenyl and 2 mol. i-Phenyl-5-pyrazolone-3-carboxylic acid ethyl ester rolled in and in the press vulcanized. A clear, red vulcanizate with very good fastness properties is obtained.

2. Eine in üblicher Weise aus Kautschuk, den gebräuchlichen Zuschlägen und i bis 2°/0 des im Beispiel i beschriebenen Farbstoffes hergestellte Mischung wird durch Tauchen in eine Lösung von Chlorschwefel in Benzin kalt vulkanisiert. Färbungen und Echtheitseigenschaften ;s.ind ähnlich denen .des Beispiels z.2. One in the usual way made of rubber, the usual surcharges and 1 to 2 ° / 0 of the dye described in Example i mixture prepared is cold vulcanized by being immersed in a solution of chlorosulfur in gasoline. Colorings and fastness properties; see similar to those of the example e.g.

Ersetzt man den in den Beispielen i und 2 genannten Farbstoff durch andere unter die allgemeine Formel fallende Farbstoffe, welche aus Tetrazoverbindungen, wie z. B. 4, 4'-Diaminodiphenyl, 3, 3'-Dimethyl-4, 4'-diaminodiphenyl, 3, 3'- Dimethoxy - 4, 4'- .diam:ino.diphenyl; 2, 2'-Dichlor-3, 3'-rdimethyl-4, 4'-diaminodiphenyl; 2, z - Dichlor - 5, 5'-dmethoxy-4, 4`-di:aminoidiphanyl und Kupplungskomponenten, wie z. B. r-(2'-Chlorphenyl)-5-pyrazolon-3-carbonsäuremethyl- oder -äthylester; z - (2', 5'-Dichlorphenyl) - 5 -pyrazolon-3-carbonsäuremethyl- oder -äthylester,If the dye mentioned in Examples i and 2 is replaced by other dyes falling under the general formula, which are derived from tetrazo compounds, such as B. 4,4'-diaminodiphenyl, 3, 3'-dimethyl-4, 4'-diaminodiphenyl, 3, 3'-dimethoxy - 4, 4'- .diam: ino.diphenyl; 2, 2'-dichloro-3, 3'-rdimethyl-4, 4'-diaminodiphenyl; 2, z - dichloro - 5, 5'-dmethoxy-4, 4`-di: aminoidiphanyl and coupling components, such as B. r- (2'-Chlorophenyl) -5-pyrazolone-3-carboxylic acid methyl or ethyl ester; z - (2 ', 5'-dichlorophenyl) -5-pyrazolone-3-carboxylic acid methyl or ethyl ester,

Claims (1)

PATENTANSPRUCH: Verfahren zum Färben von Kautschuk, und kautschukähnlichen Massen, gekenni- (4 '- Methylphenyl) - 5 -pyrazolon- 3 - carbonsäuremethyl oder -äthylester, i-(2'-Chlor-6'- methylphenyl) -5-pyrazolon-3 - carbonsäuremethyl- oder -äthylester hergestellt sind, so erhält man Färbungen von ähnlichen Nuancen und Echtheitseigenschaften, wie in den Beispielen z und 2 beschrieben. zeichnet durch die Verwendung von wasserunlöslichen Disazofarbstoffen der allgemeinen Formel: worin der Diphenylrest und der Phenylrest des Pyrazolons durch Halogen, Alkyl- oder Alkyloxygruppen substituiert sein können und R Methyl oder Äthyl bedeuten soll.PATENT CLAIM: Process for coloring rubber and rubber-like masses, marked (4 '- methylphenyl) - 5 -pyrazolone- 3-carboxylic acid methyl or ethyl ester, i- (2'-chloro-6'-methylphenyl) -5-pyrazolone- 3-carboxylic acid methyl or ethyl ester are produced, dyeings of similar shades and fastness properties as described in Examples z and 2 are obtained. is characterized by the use of water-insoluble disazo dyes of the general formula: wherein the diphenyl radical and the phenyl radical of the pyrazolone can be substituted by halogen, alkyl or alkyloxy groups and R is intended to mean methyl or ethyl.
DEI46114D 1932-12-24 1932-12-24 Process for coloring rubber Expired DE618342C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI46114D DE618342C (en) 1932-12-24 1932-12-24 Process for coloring rubber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI46114D DE618342C (en) 1932-12-24 1932-12-24 Process for coloring rubber

Publications (1)

Publication Number Publication Date
DE618342C true DE618342C (en) 1935-09-06

Family

ID=7191673

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI46114D Expired DE618342C (en) 1932-12-24 1932-12-24 Process for coloring rubber

Country Status (1)

Country Link
DE (1) DE618342C (en)

Similar Documents

Publication Publication Date Title
DE602064C (en) Process for coloring high-molecular, organic, plastic masses, especially rubber and rubber-like substances
DE618342C (en) Process for coloring rubber
DE601254C (en) Process for the production of colored, high molecular weight, organic, malleable masses
DE613234C (en) Process for coloring high-molecular, organic plastic masses, especially rubber and rubber-like substances
DE673082C (en) Process for coloring high-molecular, organic, plastic masses, in particular rubber and rubber-like substances
DE651202C (en) Process for coloring high-molecular, organic, plastic masses, in particular rubber and rubber-like substances
DE602691C (en) Process for coloring rubber and rubber-like compounds
DE649010C (en) Process for coloring high-molecular, organic, plastic masses, in particular rubber and rubber-like substances
DE622753C (en) Process for dyeing leather
DE566725C (en) Process for the production of colored rubber compounds
DE617733C (en) Process for coloring high molecular weight organic plastic masses
DE604299C (en) Process for coloring rubber
DE637935C (en) Process for the preparation of monoazo dyes
DE650817C (en) Process for the production of water-insoluble azo dyes
DE850207C (en) Process for the preparation of water-insoluble monoazo dyes
DE627349C (en) Process for coloring high-molecular, organic, plastic masses, in particular rubber and rubber-like substances
DE648367C (en) Process for dyeing leather
DE639253C (en) Process for the preparation of monoazo dyes
DE650766C (en) Process for the preparation of monoazo dyes
DE611522C (en) Process for coloring rubber and rubber-like compounds
DE694564C (en) Process for the preparation of water-insoluble monoazo dyes
DE459989C (en) Process for the preparation of o-oxyazo dyes
DE636283C (en) Process for the production of azo dyes
DE477507C (en) Process for dyeing cellulose esters and ethers
DE617454C (en) Process for coloring high molecular weight organic plastic masses