AT129780B - Anti-aging agents for natural rubbers and synthetic rubber-like compounds. - Google Patents
Anti-aging agents for natural rubbers and synthetic rubber-like compounds.Info
- Publication number
- AT129780B AT129780B AT129780DA AT129780B AT 129780 B AT129780 B AT 129780B AT 129780D A AT129780D A AT 129780DA AT 129780 B AT129780 B AT 129780B
- Authority
- AT
- Austria
- Prior art keywords
- sep
- aging agents
- compounds
- synthetic rubber
- natural rubbers
- Prior art date
Links
- 230000003712 anti-aging effect Effects 0.000 title claims description 7
- 239000003795 chemical substances by application Substances 0.000 title claims description 7
- 244000043261 Hevea brasiliensis Species 0.000 title claims description 3
- 229920003052 natural elastomer Polymers 0.000 title claims description 3
- 229920001194 natural rubber Polymers 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 title description 4
- 239000000047 product Substances 0.000 claims description 6
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims description 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- -1 can be obtained Chemical class 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical class C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
<Desc/Clms Page number 1>
Alterungsschutzmittel für natürliche Kautschuke und synthetische kautschukartige Massen.
Die Erfindung betrifft Alterungssehutzmittel für natürliche Kautsehukarten und synthetische kautschukartige Massen, wie sie beispielsweise durch Polymerisation von Butadienkohlenwasserstoffen gewonnen werden können.
Kondensiert man zu diesem Zwecke a-Naphtylamin mit Acetaldehyd, Crotonaldehyd oder Aldol in Gegenwart wasserlöslicher Alkohole und Säuren und behandelt die zuerst entstehenden harzartigen Produkte mit geeigneten Flüssigkeiten, die erstere nicht zu lösen vermögen, insbesondere mit heissem Wasser, nach, so erhält man in Alkohol schwer lösliche Produkte von hervorragender Eignung als Alterungschutzmittel.
Diese Produkte haben vor den bekannten Kondensationsprodukten aus Alphanaphtylaminen und aliphatischen Aldehyden folgende Vorteile :
Sie sind gelbliche, geruchlos, äusserst fein verteilte Pulver, die sich leicht in Gummimischungen einwalzen lassen. Sie sind ferner gleichzeitig verwendeten Beschleunigern gegenüber indifferent in dem Sinne, dass sie dieselben in ihrer Wirkung weder hemmen noch aktivieren. Im Sonnenlicht zeigen Vulkanisate, welche die genannten Körper enthalten, nur geringe Verfärbung im Vergleich mit Mischungen, die die bisher bekannten Kondensationsprodukte enthalten.
Die Verwendung der Produkte als Alterungsschutzmittel kann auch in der Weise erfolgen, dass man dieselben in einem geeigneten Lösungsmittel, z. B. Benzol, löst und die noch unvulkanisierten Guammischungen mit diesen Lösungen einstreicht.
Beispiel : 1'7% des nach Beispiel l des Patentes...... (Anmeldung A 1996-30) erhaltenen Produktes werden zu einer Vulkanisationsmischung, welche besteht aus :
EMI1.1
<tb>
<tb> 100'0 <SEP> q <SEP> Kautschuk
<tb> 300"Zinkoxyd
<tb> 3-8"Schwefel
<tb> 1-0"Diphenylguanidin
<tb> 12'5" <SEP> Titanoxyd <SEP> (100%ig)
<tb>
zugesetzt und die Mischung bei 3 Atm. Dampfdruck 30 bzw. 50 Minuten lang vulkanisiert. Alterungsproben im Geerofen (70 ) ergaben nach 2-5 und 10 Tagen die aus folgender Tabelle ersichtlichen Werte. In die Tabelle sind auch die mit demselben Kautschuk ohne Zusatz eines Alterungssehutzmittels erhaltenen Werte vergleichsweise aufgenommen worden.
EMI1.2
<tb>
<tb>
Tage <SEP> Vulkanisationsdauer <SEP> in <SEP> Minuten
<tb> (2 <SEP> Tage <SEP> entsprechen <SEP> einer <SEP> mit <SEP> Zusatz <SEP> ohne <SEP> Zusatz
<tb> Alterung <SEP> von <SEP> 1 <SEP> Johr) <SEP> 30 <SEP> Minuten <SEP> 50 <SEP> Minuten <SEP> 30 <SEP> Minuten <SEP> 50 <SEP> Minuten
<tb> 0 <SEP> 223 <SEP> 216 <SEP> 230 <SEP> 218
<tb> 2 <SEP> 226 <SEP> 195 <SEP> 213 <SEP> 176
<tb> (1 <SEP> Jahr)
<tb> 5 <SEP> 221 <SEP> 176 <SEP> 175 <SEP> 56
<tb> (2% <SEP> Jahre)
<tb> 10 <SEP> 191 <SEP> 165 <SEP> 148 <SEP> 56
<tb> (5 <SEP> Jahre)
<tb>
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Anti-aging agents for natural rubbers and synthetic rubber-like compounds.
The invention relates to anti-aging agents for natural types of chewing skin and synthetic rubber-like compounds, such as can be obtained, for example, by polymerizing butadiene hydrocarbons.
For this purpose, if a-naphthylamine is condensed with acetaldehyde, crotonaldehyde or aldol in the presence of water-soluble alcohols and acids and the resin-like products formed first are treated with suitable liquids which cannot dissolve the former, especially with hot water, the result is alcohol poorly soluble products with excellent suitability as anti-aging agents.
These products have the following advantages over the well-known condensation products of alphanaphthylamines and aliphatic aldehydes:
They are yellowish, odorless, extremely finely divided powders that can easily be rolled into rubber compounds. Furthermore, they are indifferent to accelerators used at the same time in the sense that they neither inhibit nor activate the same in their effect. In sunlight, vulcanizates which contain the bodies mentioned show only slight discoloration in comparison with mixtures which contain the condensation products known to date.
The use of the products as anti-aging agents can also be done in such a way that the same in a suitable solvent, e.g. B. benzene, dissolves and brushes the still unvulcanized guam mixtures with these solutions.
Example: 1'7% of the product obtained according to example 1 of the patent ...... (application A 1996-30) becomes a vulcanization mixture which consists of:
EMI1.1
<tb>
<tb> 100'0 <SEP> q <SEP> rubber
<tb> 300 "zinc oxide
<tb> 3-8 "sulfur
<tb> 1-0 "diphenylguanidine
<tb> 12'5 "<SEP> titanium oxide <SEP> (100%)
<tb>
added and the mixture at 3 atm. Vulcanized at steam pressure for 30 or 50 minutes. Aging tests in the Geerofen (70) gave the values shown in the following table after 2-5 and 10 days. The values obtained with the same rubber without the addition of an anti-aging agent have also been included in the table for comparison.
EMI1.2
<tb>
<tb>
Days <SEP> Vulcanization time <SEP> in <SEP> minutes
<tb> (2 <SEP> days <SEP> correspond to <SEP> a <SEP> with <SEP> addition <SEP> without <SEP> addition
<tb> Aging <SEP> from <SEP> 1 <SEP> Johr) <SEP> 30 <SEP> minutes <SEP> 50 <SEP> minutes <SEP> 30 <SEP> minutes <SEP> 50 <SEP> minutes
<tb> 0 <SEP> 223 <SEP> 216 <SEP> 230 <SEP> 218
<tb> 2 <SEP> 226 <SEP> 195 <SEP> 213 <SEP> 176
<tb> (1 <SEP> year)
<tb> 5 <SEP> 221 <SEP> 176 <SEP> 175 <SEP> 56
<tb> (2% <SEP> years)
<tb> 10 <SEP> 191 <SEP> 165 <SEP> 148 <SEP> 56
<tb> (5 <SEP> years)
<tb>
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE129780X | 1930-03-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT129780B true AT129780B (en) | 1932-09-26 |
Family
ID=5663273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT129780D AT129780B (en) | 1930-03-10 | 1931-02-28 | Anti-aging agents for natural rubbers and synthetic rubber-like compounds. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT129780B (en) |
-
1931
- 1931-02-28 AT AT129780D patent/AT129780B/en active
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