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DE604299C - Process for coloring rubber - Google Patents

Process for coloring rubber

Info

Publication number
DE604299C
DE604299C DEI44896D DEI0044896D DE604299C DE 604299 C DE604299 C DE 604299C DE I44896 D DEI44896 D DE I44896D DE I0044896 D DEI0044896 D DE I0044896D DE 604299 C DE604299 C DE 604299C
Authority
DE
Germany
Prior art keywords
rubber
parts
oxynaphthoic acid
oxynaphthoic
coloring
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
DEI44896D
Other languages
German (de)
Inventor
Dr Adolph Koch
Dr Hans Krzikalla
Dr Wilhelm Scheurer
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 DEI44896D priority Critical patent/DE604299C/en
Application granted granted Critical
Publication of DE604299C publication Critical patent/DE604299C/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

Verfahren zum Färben von Kautschuk In dem Patent 6o2 691 ist ein Verfahren zum Färben von Kautschuk und kautschukähnlichen Substanzen beschrieben, bei dem zum Färben dieser Massen in Wasser unlösliche Azofarbstoffe der allzemeinen Formel in der X Wasserstoff oder einen Substituenten und R den Rest eines N-arylsubstituierten Acetessigsäureamids bedeuten, verwendet werden.Process for coloring rubber In the patent 6o2 691 a process for coloring rubber and rubber-like substances is described in which water-insoluble azo dyes of the general formula are used for coloring these compositions in which X is hydrogen or a substituent and R is the radical of an N-aryl-substituted acetoacetic acid amide, can be used.

Es wurde nun gefunden, daß man zum Färben von Kautschuk auch metallfreie wasserunlösliehe Azofarbstoffe der allgemeinen Formel verwenden kann, in der R den Rest eines Oxynaphthoesäurearnids und X Wasserstoff oder einen Substituenten, wie Alkyl, Alkoxyl, Halogen usw., bedeuten. Diese Farbstoffe sind ebenso wie die in dem Hauptpatent verwendeten Farbstoffe in Kautschuk unlöslich und vulkanisationsbeständig; sie liefern meist violette bis grünstichigblaue Färbungen. .It has now been found that metal-free, water-insoluble azo dyes of the general formula can also be used for coloring rubber can use, in which R is the radical of an oxynaphthoic acid amide and X is hydrogen or a substituent such as alkyl, alkoxyl, halogen, etc. These dyes, like the dyes used in the main patent, are insoluble in rubber and resistant to vulcanization; they usually provide violet to greenish blue colorations. .

Beispiel 1 Eine Mischung aus Zoo Teilen Crepe Kautschuk, 16o Teilen Kreide, 5o Teilen Kaolin, 2,5 Teilen weißem Mineralöl, 5 Teilen. Zinkweiß, 0,15 Teilen Diphenylguanidin, 1,o Teilen Mercaptobenzothiazoldisulfid, 1,5 Teilen Stearinsäure, 3,o Teilen Schwefel und 2,o Teilen des Disazofarbstoffs aus 1 Mol tetrazotiertem Benzidin. und 2 Mol 2 # 3-Oxynaphthoesäureanilid wird auf Mischwalzen möglichst homogen verwalzt und unter der Presse 12 Miauten lang bei 3,5 Atm. vulkanisiert. Man erhält ein rötlichblaues Vulkanisat.Example 1 A mixture of zoo parts crepe rubber, 16o parts Chalk, 50 parts kaolin, 2.5 parts white mineral oil, 5 parts. Zinc white, 0.15 Parts of diphenylguanidine, 1.0 parts of mercaptobenzothiazole disulfide, 1.5 parts of stearic acid, 3.0 parts of sulfur and 2.0 parts of the disazo dye from 1 mole of tetrazotized Benzidine. and 2 moles of 2 # 3-oxynaphthoic anilide is placed on mixing rollers if possible homogeneously rolled and under the press for 12 meows at 3.5 atm. vulcanized. A reddish-blue vulcanizate is obtained.

Beispiel e Ersetzt man den in Beispiel i verwendeten Farbstoff durch die gleiche Menge des Farbstoffs aus i Mol tetrazotiertem Dianisidin und 2 Mol 2 # 3-OXynaphthoesäure-o-toluidid oder 2 # 3-Oxyn,aphthoesäure-f-naphthylamid, so erhält man nach der Vulkanisation schöne volle blaue Färbungen. Ähnliche Färbungen erhält man, wenn man Farbstoffe verwendet, die sich z. B. von. den 2 # 6-Oxynaphthoesäurearyliden ableiten.Example e Replace the dye used in Example i with the same amount of the dye from 1 mole of tetrazotized dianisidine and 2 moles of 2 # 3-OXynaphthoic acid-o-toluidide or 2 # 3-Oxyn, aphthoic acid-f-naphthylamide, in this way, beautiful, full blue colors are obtained after vulcanization. Similar colorations is obtained when using dyes that are z. B. from. the 2 # 6 oxynaphthoic acid arylides derive.

In analoger Weise verfährt man, mit den. nachstehend angeführten Farbstoffen: Färbung Tetrazokomponente Kupplungskomponente des Kautschuks (2 M01) nach der Vulkanisation Dianisidin . . . . . . . 2' . 3'-Oxynaphthoesäure-p-chloranilid 2'- 3'-Oxynaphthoesäure-m-chloranilid - . . . . . . . 2' . 3'-Oxynaphthoesäure-5-chlor-2-toluidid - . . . . . . . 2' # 3'-Oxynaphthoesäure-m-anisidid blau - . . . . . . . 2' . 3'-Oxynaphthoesäure-2 # 4-dimethoxy-5-chloranilid - . . . . . . . 2' # 3'-Oxynaphthoesäure-z-naphthylamid - . . . . . . . 2 # 3-Oxynaphthoesäureanlid 3 - 3'-Dichlorbenzidin 2 # 3-Oxynaphthoesäureamid ' rötliches Blau - 2' # 3'-Oxynaphthoesäure-o-anisidid rotviolett - 2' # 3'-Oxynaphthoesäureanilid violett Als Kupplungskomponenten kommen weiterhin Oxynaphthoesäurearylide in Frage, wie sie z. B. in den brit. Patentschriften 362 027 und 374 54$ und in der deutschen Patentschrift 556 477 beschrieben sind.One proceeds in an analogous way with the. dyes listed below: coloring Tetrazo component Coupling component of the rubber (2 M01) after the vulcanization Dianisidine. . . . . . . 2 '. 3'-oxynaphthoic acid p-chloroanilide 2'-3'-oxynaphthoic acid-m-chloroanilide -. . . . . . . 2 '. 3'-Oxynaphthoic acid-5-chloro-2-toluidide -. . . . . . . 2 '# 3'-Oxynaphthoic acid m-anisidide blue -. . . . . . . 2 '. 3'-Oxynaphthoic acid-2 # 4-dimethoxy-5-chloroanilide -. . . . . . . 2 '# 3'-Oxynaphthoic acid-z-naphthylamide -. . . . . . . 2 # 3-oxynaphthoic acid anlide 3 - 3'-dichlorobenzidine 2 # 3-oxynaphthoic acid amide 'reddish blue - 2 '# 3'-Oxynaphthoic acid-o-anisidide red-violet - 2 '# 3'-Oxynaphthoic anilide purple As coupling components, further oxynaphthoic acid arylides come into question, as z. B. in British patents 362 027 and 374 54 $ and in German patent 556 477 are described.

Claims (1)

PATENTANSPRUCH: Weiterbildung des Verfahrens nach Patent 6o2 691 zum Färben von Kautschuk, gekennzeichnet durch Verwendung von metallfreien, in Wasser unlöslichen Azofarbstoffen der allgemeinen Formel in der R den Rest eines Oxynaphthoesäureamids und X Wasserstoff oder einen Substituenten bedeuten.PATENT CLAIM: Further development of the process according to patent 6o2 691 for coloring rubber, characterized by the use of metal-free, water-insoluble azo dyes of the general formula in which R is the radical of an oxynaphthoic acid amide and X is hydrogen or a substituent.
DEI44896D 1932-07-17 1932-07-17 Process for coloring rubber Expired DE604299C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI44896D DE604299C (en) 1932-07-17 1932-07-17 Process for coloring rubber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI44896D DE604299C (en) 1932-07-17 1932-07-17 Process for coloring rubber

Publications (1)

Publication Number Publication Date
DE604299C true DE604299C (en) 1934-10-18

Family

ID=7191400

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI44896D Expired DE604299C (en) 1932-07-17 1932-07-17 Process for coloring rubber

Country Status (1)

Country Link
DE (1) DE604299C (en)

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