DE560395C - Preservative for natural and synthetic rubber - Google Patents
Preservative for natural and synthetic rubberInfo
- Publication number
- DE560395C DE560395C DE1930I0013030 DEI0013030D DE560395C DE 560395 C DE560395 C DE 560395C DE 1930I0013030 DE1930I0013030 DE 1930I0013030 DE I0013030 D DEI0013030 D DE I0013030D DE 560395 C DE560395 C DE 560395C
- Authority
- DE
- Germany
- Prior art keywords
- natural
- aging
- synthetic rubber
- preservative
- action
- 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
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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
DEUTSCHES REICHGERMAN EMPIRE
AUSGEGEBEN AM 1. OKTOBER 1932ISSUED ON OCTOBER 1, 1932
REICHSPATENTAMTREICH PATENT OFFICE
PATENTSCHRIFTPATENT LETTERING
KLASSE 39 b GRUPPECLASS 39 b GROUP
I. G. Farbenindustrie Akt.-Ges. in Frankfurt a. M.*) Konservierungsmittel für Natur- und synthetischen Kautschuk IG Farbenindustrie Akt.-Ges. in Frankfurt a. M. *) Preservative for natural and synthetic rubber
Patentiert im Deutschen Reiche vom 26. Juni 1930 abPatented in the German Empire on June 26, 1930
In den Einwirkungsprodukten vonSchwefel-In the products of action of sulfur
chlorür S2Cl2 und Schwefelchlorid SCl2 auf aromatische Oxyverbindungen oder deren Kernsubstitutionsprodukte wurde eine neue Klasse von Kautschukkonservierungsmitteln gefunden, die sich außer durch sehr gute Alterungsschutzwirkung besonders dadurch auszeichnen, daß die Kautschukmischungen nach der Vulkanisation nicht verfärbt sindchlorine S 2 Cl 2 and sulfur chloride SCl 2 on aromatic oxy compounds or their core substitution products, a new class of rubber preservatives has been found which, in addition to very good anti-aging properties, is particularly notable for the fact that the rubber compounds are not discolored after vulcanization
ίο und daß die Vulkanisate auch unter dem Einfluß des Lichtes nahezu farblos bleiben.ίο and that the vulcanizates remain almost colorless even under the influence of light.
Diese Einwirkungsprodukte sind in derThese exposure products are in the
Hauptsache Oxydiarylsulfide, z. B. p-Dioxydiphenylsulfid Mainly oxydiaryl sulfides, e.g. B. p-Dioxydiphenyl sulfide
HOHO
-S--S-
-OH-OH
(vgl. Haitinger, Monatshefte für Chemie 4, 166), Dioxydi-ß-naphthylsulfld (vgl. Henriques, Berichte der Deutschen Chemischen Gesellschaft 27, 2993), Dioxyditolylsulfid, also wohldefinierte, kristallisierte Substanzen. Nebenher entstehen jedoch auch nichtkristallisierte Produkte unbekannter Zusammensetzung, bei denen es sich wahrscheinlich um Gemische von Stellungsisomeren bzw. Monosulfiden und bzw. oder Disulfiden und bzw. oder Polvsulfiden handelt. Da diese Substanzen in der Schutzwirkung einander sehr ähnlich sind, ist eine Trennung des anfallenden Gemisches nicht notwendig. (cf. Haitinger, monthly magazine for chemistry 4, 166), Dioxydi-ß-naphthylsulfld (cf. Henriques, reports of the German Chemical Society 27, 2993), Dioxyditolylsulfid, so well-defined, crystallized substances. At the same time, however, non-crystallized products of unknown composition also arise, which are probably mixtures of positional isomers or monosulfides and / or disulfides and / or poly sulfides. Since these substances are very similar in terms of their protective effect, it is not necessary to separate the resulting mixture.
Die neuen Alterungsschutzmittel besitzen gegenüber den Oxygruppen enthaltenden Verbindungen der deutschen Patentschrift 366 114 und der britischen Patentschriften 286 171 und 305 647 den Vorteil einer erheblich stärkeren Alterungsschutzwirkung.The new anti-aging agents have compounds containing oxy groups German patent specification 366 114 and British patent specification 286 171 and 305 647 have the advantage of a considerably stronger anti-aging effect.
Eine Mischung der Zusammensetzung: 100 Gewichtsteile heller Krepp, 50 Gewichtsteile Lithopone, 5 Gewichtsteile Zinkoxyd, 3,6 Gewichtsteile Schwefel, 1,1 Gewichtsteile Hexamethylentetramin, 0,5 Gewichtsteile Stearinsäure, 1,5 Gewichtsteile Alterungsschutzmittel wurde 45. Minuten auf 31Z2 Atm. geheizt. Mit den erhaltenen Vulkanisaten wurden im Geerofea Alterungsversuche bei 700 angestellt. Nach dieser Methode entsprechen 2 Tage künstlicher Alterung einer natürlichen Alterung von ungefähr 1 Jahr.A mixture of the composition: 100 parts by weight of light crepe, 50 parts by weight of Lithopone, 5 parts by weight of zinc oxide, 3.6 parts by weight of sulfur, 1.1 parts by weight of hexamethylenetetramine, 0.5 part by weight of stearic acid, 1.5 parts by weight of anti-aging agent was added to 3 1 Z 2 for 45 minutes Atm. heated. The obtained vulcanized in Geerofea aging experiments were carried out at 70 0th According to this method, 2 days of artificial aging correspond to natural aging of approximately 1 year.
Bei Verwendung von p-Dioxydiphenylsulfid (A), ρ-Dioxyditolylsulfid (B), Einwirkungsprodukt von Schwefel dichlorid (SCl2) auf ct-Naphthol (C), Einwirkungsprodukt von Schwefelchlorür (S2Cl2) auf a-Naphthol (D),When using p-dioxydiphenyl sulfide (A), ρ-dioxyditolyl sulfide (B), product of the action of sulfur dichloride (SCl 2 ) on ct-naphthol (C), product of the action of sulfur chloride (S 2 Cl 2 ) on a-naphthol (D),
*) Von dem Patentsucher ist als der Erfinder angegeben worden:*) The patent seeker stated as the inventor:
Dr. Theodor Weigel in Köln-Mülheim.Dr. Theodor Weigel in Cologne-Mülheim.
Einwirkungsprodukt von Schwefelchlorür (S2Cl2) auf p-Oxydiphenyl (E), Einwirkungsprodukt von Schwefeldichlorid (S Cl2) auf p-Oxydiphenyl (-F),- Einwirkungsprodukt von Schwefelchlorür (S2Cl2) auf Rohxylenol (G), Einwirkungsprodukt von Schwefeldichlorid (S Cl2) auf Rohxylenol (H) wurden folgende Werte erhalten:Product of the action of sulfur chloride (S 2 Cl 2 ) on p-oxydiphenyl (E), product of the action of sulfur dichloride (S Cl 2 ) on p-oxydiphenyl (-F), - Product of the action of sulfur chloride (S 2 Cl 2 ) on crude xylenol (G), The product of the action of sulfur dichloride (S Cl 2 ) on crude xylenol (H) gave the following values:
Zusatzwithout
additive
nach 3jähriger Alterung
nach 6 j ähriger Alterung
nach 9Jähriger Alterung l0 before aging
after 3 years of aging
after 6 years of aging
after 9 years of aging
126
93
45204
126
93
45
150
129219
150
129
183
158
140217
183
158
140
195
189
149232
195
189
149
143
107
82215
143
107
82
168
128
106212
168
128
106
148
134
105185
148
134
105
195
185
177226
195
185
177
169
114
87230
169
114
87
Claims (1)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1930I0013030 DE560395C (en) | 1930-06-26 | 1930-06-26 | Preservative for natural and synthetic rubber |
GB21803/30A GB359045A (en) | 1930-06-26 | 1930-07-18 | Process for preserving rubber and artificial rubber-like masses |
FR719076D FR719076A (en) | 1930-06-26 | 1931-06-24 | Agents and methods for preserving natural rubber species and rubber-like masses |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1930I0013030 DE560395C (en) | 1930-06-26 | 1930-06-26 | Preservative for natural and synthetic rubber |
GB21803/30A GB359045A (en) | 1930-06-26 | 1930-07-18 | Process for preserving rubber and artificial rubber-like masses |
Publications (1)
Publication Number | Publication Date |
---|---|
DE560395C true DE560395C (en) | 1932-10-01 |
Family
ID=10169070
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1930I0013030 Expired DE560395C (en) | 1930-06-26 | 1930-06-26 | Preservative for natural and synthetic rubber |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE560395C (en) |
FR (1) | FR719076A (en) |
GB (1) | GB359045A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE900388C (en) * | 1941-05-27 | 1953-12-28 | Monsanto Chemicals | Process for the preservation of rubber |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2470545A (en) * | 1944-06-22 | 1949-05-17 | Monsanto Chemicals | Vulcanizing rubber |
US2726277A (en) * | 1950-06-10 | 1955-12-06 | Monsanto Chemicals | Antioxidant |
US2731443A (en) * | 1952-09-20 | 1956-01-17 | Firestone Tire & Rubber Co | Vulcanized rubber stabilized with a mixture of a di(hydroxyphenyl) sulfide and a di(alkylhydroxyphenyl) methane |
-
1930
- 1930-06-26 DE DE1930I0013030 patent/DE560395C/en not_active Expired
- 1930-07-18 GB GB21803/30A patent/GB359045A/en not_active Expired
-
1931
- 1931-06-24 FR FR719076D patent/FR719076A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE900388C (en) * | 1941-05-27 | 1953-12-28 | Monsanto Chemicals | Process for the preservation of rubber |
Also Published As
Publication number | Publication date |
---|---|
GB359045A (en) | 1931-10-19 |
FR719076A (en) | 1932-02-02 |
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