CN1858035A - Novel p-phenylenediamine rubber antiager and its preparing method - Google Patents
Novel p-phenylenediamine rubber antiager and its preparing method Download PDFInfo
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- CN1858035A CN1858035A CN 200510043452 CN200510043452A CN1858035A CN 1858035 A CN1858035 A CN 1858035A CN 200510043452 CN200510043452 CN 200510043452 CN 200510043452 A CN200510043452 A CN 200510043452A CN 1858035 A CN1858035 A CN 1858035A
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Abstract
The present invention discloses one new type of p-phenylenediamine rubber antiager and its preparation process. Under the action of hydrogenating and reducing catalyst and at 5-16 Mpa hydrogen pressure and 180-300 deg.c temperature, dimethyl fatty ketone and 4-amino diphenylamine in the molar ratio of 0.8-1.5 are reacted to prepare the p-phenylenediamine rubber antiager. The preparation process has low cost and high product yield, and the liquid antiager is easy to use.
Description
Affiliated technical field:
The present invention relates to a kind of novel Ursol D class rubber antioxidant and preparation method thereof.
Background technology:
Up to the present, the most frequently used protective agent of rubber industry is the Ursol D class, and this class material is comprehensive anti-degradation agents, the opposing of protection rubber item ozone, oxygen and fatigue, heat and metal ion.Three kinds of business-like Ursol D class rubber antioxidants are arranged, and a kind of is dialkyl group Ursol D class, and two kinds is alkyl-aryl Ursol D class, and three kinds is diaryl-p-phenylenediamine's class.Dialkyl group Ursol D class is the kind of tool incipient scorch tendency, is not having performance and good ozone barrier propterty under the static conditions of paraffin, and they are very sensitive to oxidation, and lack persistence in rubber, and they are not very effective in dynamic environment.The common low price of diaryl-p-phenylenediamine's class, but active low than alkyl-aryl Ursol D class, and under effective level, promptly 2 parts or manyly may cause the bloom problem.Alkyl-aryl Ursol D class is best in all categories.They can provide outstanding dynamic barrier propterty, and if shared with paraffin, outstanding static barrier propterty can also be arranged, they generally do not have the bloom problem.Owing to its special effect becomes first-selected auxiliary agent in the modern batching.A) it does not have other alkyl-phenyl Ursol D and the big anti-aging agent of dialkyl group Ursol D to the influence of processing safety, and the latter has the incipient scorch problem; B) its volatility is less than the alkyl-phenyl Ursol D and the dialkyl group Ursol D anti-aging agent of other widespread use, therefore recommended can the use under the weather condition of sweltering heat; C) it is outstanding styrene-butadiene rubber(SBR) stablizer, and lasting ozone resistance is arranged, thus the antiozonidate add-on can reduce last refining glue the time.
Summary of the invention:
The objective of the invention is to utilize the novel process of producing Ursol D class rubber antioxidant to produce a kind of novel built type environment-friendly rubber anti-aging agent.
The object of the present invention is achieved like this: is raw material with the 4-aminodiphenylamine with the aliphatic ketone that contains two methyl, press ketoamine mol ratio 0.8-1.5, under hydrogenating reduction catalyst action and 5-16Mpa hydrogen pressure, 180-300 ℃ condition, advance reaction, wherein reaction raw materials aliphatic ketone and 4-aminodiphenylamine are mixed by a certain percentage and add continuously reaction system, adding speed with temperature of reaction steadily and transformation efficiency be up to standard.Aliphatic ketone is a methyl isoamyl ketone, and hydrogen and reaction product institute are a process furnace through equipment, and two separating devices are installed by relative potential difference, and separating device 2 is installed by relative potential difference with the product jar.
The invention has the beneficial effects as follows:
This kind rubber antioxidant is the general purpose rubber anti-aging agent, is characterized in:
1, painted the containing intermingle with the poly-elastomerics of breast of most permission there is the efficient stable effect;
2, have potent anti-ozone and anti-oxidation characteristics, thereby make sizing material have the tired and anti-flexural property of fabulous high temperature resistance;
3, at room temperature be liquid, the PPD that just liquefies with the need heating compares, and is easy to process;
4, can prevent that sizing material is by copper and other heavy metal catalyzed degradation;
5, consumption does not influence the bond properties of sizing material and fabric or steel wire cord below two parts the time;
6, consumption may cause bloom above 2 timesharing, influences the bond properties that reaches glue-line and cord between the glue-line;
7, in the monomer polymerization process as stopper;
8, as the lubricating oil stablizer, the additive of oil refining auxiliary agent.
The invention of this new type rubber anti-aging agent we before this: methyl isoamyl ketone and 4-aminodiphenylamine and hydrogen carry out the addition dehydration reaction, 7PPD, carry out composite gained by certain than row more afterwards.
Embodiment:
Further specify the present invention below by example:
1, in the mixing tank of 100L, add methyl isoamyl ketone 40L-50L, 4-aminodiphenylamine 26-16L, temperature keeps 30-70 ℃ in the mixing tank, squeeze into high-pressure reactor with high-pressure metering pump with 1.5-4.5L/h, hydrogen also adds high-pressure reactor simultaneously, reactor pressure is controlled at 4.0-8.0Mpa, temperature 170-250 ℃, through 6-12 hour, reaction solution flows into heat automatically and divides, material enters separation system, the separating device temperature is controlled at 180-240 ℃, and normal pressure is removed unreacted light constituent, gas chromatographic analysis is done in sampling, product yield 99.1%, this product and rubber antioxidant 6PPD are mixed in the ratio of (weight) 1.5-2, obtain this kind new type rubber anti-aging agent FAO-7.
2, in the mixing tank of 100L, add methyl isoamyl ketone 40L, 4-aminodiphenylamine 26L, temperature keeps 70 ℃ in the mixing tank, squeeze into high-pressure reactor with high-pressure metering pump with 1.5-4.5L/h, hydrogen also adds high-pressure reactor simultaneously, reactor pressure was controlled at 6.0 temperature in the kettle 170-250 ℃ through 6-12 hour, reaction solution flows into heat automatically and divides, material enters separation system, the separating device temperature is controlled at 220 ℃, and normal pressure is removed unreacted light constituent, gas chromatographic analysis is done in sampling, product yield 99.3%, this product and rubber antioxidant 6PPD are mixed in the ratio of (weight) 1.5-2.5, obtain this kind new type rubber anti-aging agent FAO-7.
Claims (7)
1, a kind of novel Ursol D rubber antioxidant, it is characterized in that it being to be prepared from by following method, is raw material with the 4-aminodiphenylamine with the aliphatic ketone that contains two methyl, under hydrogenating reduction catalyst action and 5-16Mpa hydrogen pressure, 180-300 ℃ condition, react, wherein reaction raw materials aliphatic ketone and 4-aminodiphenylamine are mixed by a certain percentage and add continuously reaction system, adding speed with temperature of reaction steadily and transformation efficiency be up to standard.
2, method according to claim 1 is characterized in that novel Ursol D rubber antioxidant is N-(1, the 4-dimethyl) amyl group-N '-diphenyl-para-phenylene diamine.
3, method according to claim 1 is characterized in that said aliphatic ketone is a methyl isoamyl ketone.
4, method according to claim 1 is characterized in that raw material is mixed under the condition of 0.8-1.5 by ketone/amine ratio, adds reaction system continuously.
5, method according to claim 1, it is characterized in that said catalyzer be Pt PdNi or Cu series catalysts.
6, method according to claim 1 is characterized in that hydrogen and reaction product institute is a process furnace through equipment.
7, method according to claim 1 is characterized in that two separating devices install by relative potential difference, and separating device 2 is installed by relative potential difference with the product jar.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510043452 CN1858035A (en) | 2005-04-30 | 2005-04-30 | Novel p-phenylenediamine rubber antiager and its preparing method |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510043452 CN1858035A (en) | 2005-04-30 | 2005-04-30 | Novel p-phenylenediamine rubber antiager and its preparing method |
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| CN1858035A true CN1858035A (en) | 2006-11-08 |
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| CN 200510043452 Pending CN1858035A (en) | 2005-04-30 | 2005-04-30 | Novel p-phenylenediamine rubber antiager and its preparing method |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102260176A (en) * | 2011-04-27 | 2011-11-30 | 南京英凯工程设计有限公司 | Continuous producing process of anti-aging agent 4020 |
| CN105061808A (en) * | 2015-08-29 | 2015-11-18 | 江苏麒祥高新材料有限公司 | Rubber antioxidant preparing method |
| CN106552626A (en) * | 2015-09-29 | 2017-04-05 | 中国石油化工集团公司 | SiO2For the application of the catalyst in synthetic rubber age resistor 6PPD of main carriers |
| CN107814725A (en) * | 2016-09-14 | 2018-03-20 | 中国石油化工股份有限公司 | A kind of continuous preparation N（1,4 dimethyl amyl groups）The method of N ' diphenyl-para-phenylene diamines |
| CN109111612A (en) * | 2017-06-22 | 2019-01-01 | 宜兴市聚金信化工有限公司 | A kind of Novel rubber antioxidant synthesis technology |
| CN109111553A (en) * | 2017-06-22 | 2019-01-01 | 宜兴市聚金信化工有限公司 | A kind of preparation process of Novel rubber antioxidant |
-
2005
- 2005-04-30 CN CN 200510043452 patent/CN1858035A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102260176A (en) * | 2011-04-27 | 2011-11-30 | 南京英凯工程设计有限公司 | Continuous producing process of anti-aging agent 4020 |
| CN102260176B (en) * | 2011-04-27 | 2013-06-12 | 南京英凯工程设计有限公司 | Continuous producing process of anti-aging agent 4020 |
| CN105061808A (en) * | 2015-08-29 | 2015-11-18 | 江苏麒祥高新材料有限公司 | Rubber antioxidant preparing method |
| CN105061808B (en) * | 2015-08-29 | 2018-02-23 | 江苏麒祥高新材料有限公司 | A kind of preparation method of rubber antioxidant |
| CN106552626A (en) * | 2015-09-29 | 2017-04-05 | 中国石油化工集团公司 | SiO2For the application of the catalyst in synthetic rubber age resistor 6PPD of main carriers |
| CN106552626B (en) * | 2015-09-29 | 2019-06-04 | 中国石油化工集团公司 | SiO2For application of the catalyst in synthetic rubber anti-aging agent 6PPD of main carriers |
| CN107814725A (en) * | 2016-09-14 | 2018-03-20 | 中国石油化工股份有限公司 | A kind of continuous preparation N（1,4 dimethyl amyl groups）The method of N ' diphenyl-para-phenylene diamines |
| CN109111612A (en) * | 2017-06-22 | 2019-01-01 | 宜兴市聚金信化工有限公司 | A kind of Novel rubber antioxidant synthesis technology |
| CN109111553A (en) * | 2017-06-22 | 2019-01-01 | 宜兴市聚金信化工有限公司 | A kind of preparation process of Novel rubber antioxidant |
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Open date: 20061108 |