CN104725237A - Preparation method of styrenated diphenylamine antiager - Google Patents
Preparation method of styrenated diphenylamine antiager Download PDFInfo
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- CN104725237A CN104725237A CN201510134920.7A CN201510134920A CN104725237A CN 104725237 A CN104725237 A CN 104725237A CN 201510134920 A CN201510134920 A CN 201510134920A CN 104725237 A CN104725237 A CN 104725237A
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- atlapulgite
- styrenated diphenylamine
- aging agent
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Abstract
The invention relates to a preparation method of a styrenated diphenylamine antiager. The preparation method comprises the following step: taking activated clay as a catalyst to prepare the styrenated diphenylamine antiager. The invention further relates to an application of activated clay in preparation of the styrenated diphenylamine antiager. The styrenated diphenylamine antiager is prepared by taking the activated clay as the catalyst, so that the catalytic ability is high, the preparation is simple, the activity is stable and the yield of a catalytic synthesis product is high.
Description
Technical field
The invention belongs to the field of chemical synthesis, particularly a kind of preparation method of styrenated diphenylamine anti-aging agent.
Background technology
At present, no matter be aerospace lubricating oil, or engine oil, and industrial lubricant (as high-temperature chain oil, compressor oil, heat conduction wet goods), all requirement is proposed to high performance anti-aging agent, and this requirement is more and more harsher.Anti-aging agent zinc dialkyl dithiophosphate (ZDDP) in general engine oil can not meet the requirement of environmental protection and high-temperature behavior, the high temperature anti-aging agent that the development of demand is new.Above-mentioned requirements can be met by styrenated diphenylamine anti-aging agent.Styrenated diphenylamine is applicable to black and light-colour rubber goods, can equivalent replacement antioxidant SP, BLE, antioxidant A, fourth, RD, it is to the thermo-oxidative ageing of cross-linked rubber, atmospheric aging all has good protective benefits, passivation is had, for natural rubber and various synthetic rubber articles to variable valency metal.Can be widely used in manufacture steamer, rubber overshoes, fortune band waits in synthetic rubber articles, is also the antioxygen anti-aging agent of plastic working lubrication oils.
Summary of the invention
Provide hereinafter about brief overview of the present invention, to provide about the basic comprehension in some of the present invention.Should be appreciated that this general introduction is not summarize about exhaustive of the present invention.It is not that intention determines key of the present invention or integral part, and nor is it intended to limit the scope of the present invention.Its object is only provide some concept in simplified form, in this, as the preorder in greater detail discussed after a while.
First aspect, the present invention relates to a kind of preparation method of styrenated diphenylamine anti-aging agent, and described preparation method comprises the steps: to be that catalyzer is prepared with atlapulgite.
Second aspect, the present invention relates to a kind of atlapulgite and is preparing the application in styrenated diphenylamine anti-aging agent.
Compared with prior art, the present invention has following beneficial effect: catalyzer provided by the invention is Compositional type atlapulgite, and catalytic capability is strong, and preparation is simple, activity stabilized, catalyzes and synthesizes product yield high.
Embodiment
For making the object of the embodiment of the present invention, technical scheme and advantage clearly, below in conjunction with the embodiment of the present invention, the technical scheme in the embodiment of the present invention is clearly and completely described, obviously, described embodiment is the present invention's part embodiment, instead of whole embodiments.The element described in one embodiment of the invention and feature can combine with the element demonstrated in one or more other embodiment and feature.It should be noted that for purposes of clarity, in explanation, eliminate expression and the description of unrelated to the invention, parts known to persons of ordinary skill in the art and process.Based on the embodiment in the present invention, the every other embodiment that those of ordinary skill in the art obtain under the prerequisite not paying creative work, all belongs to the scope of protection of the invention.
Embodiment 1
The present embodiment relates to a kind of preparation method of styrenated diphenylamine anti-aging agent, and wherein catalyzer is atlapulgite, and the composition of atlapulgite raw material is expressed as according to parts by weight:
Kaolinite 10,
Polynite 5,
Sepiolite 4,
Attapulgite clay 4.
Add sulfuric acid and water mixing, under stirring, be heated to 95 DEG C of activation, washing, dry, grind.
In the reactor that agitator, Dropping feeder and nitrogen replaceable equipment 1L are housed, add 200g pentanoic (purity 99.8%), atlapulgite that 9.8g crosses through acidic treatment, start to be heated to 50-60 DEG C after opening nitrogen replacement 3 times, after pentanoic dissolves completely, open stirring and be warming up to 175 DEG C.Dropped to continuously in above reactor through 2h-2.5h by feeding device by 360g vinylbenzene, and maintain temperature of reaction at 175 DEG C, maintenance system continues to react 2.5h at such a temperature.Carry out Filtration of catalyst after above-mentioned reaction product is added dilution with toluene and obtain middle sample.Middle sample is carried out air distillation removing toluene, underpressure distillation remove a small amount of pentanoic styrenated diphenylamine product.
Embodiment 2
The present embodiment relates to a kind of preparation method of styrenated diphenylamine anti-aging agent, and wherein catalyzer is atlapulgite, and the composition of atlapulgite raw material is expressed as according to parts by weight:
Kaolinite 40,
Polynite 10,
Sepiolite 8,
Attapulgite clay 8.
Add nitric acid and water mixing, under stirring, be heated to 90 DEG C of activation, washing, dry, grind.
In the reactor that agitator, Dropping feeder and nitrogen replaceable equipment 1L are housed, add 300g pentanoic (purity 99.8%), atlapulgite that 15g crosses through acidic treatment, start to be heated to 60-80 DEG C after opening nitrogen replacement 3 times, after pentanoic dissolves completely, open stirring and be warming up to 180 DEG C.380g vinylbenzene is dropped in above reactor through 2h continuously by feeding device, and maintains temperature of reaction at 170 DEG C, under maintaining this temperature, continue reaction 3h.Carry out Filtration of catalyst after above-mentioned reaction product is added dilution with toluene and obtain middle sample.Middle sample is carried out air distillation removing toluene, underpressure distillation remove a small amount of pentanoic styrenated diphenylamine product.
Embodiment 3
The present embodiment relates to a kind of preparation method of styrenated diphenylamine anti-aging agent, and wherein catalyzer is atlapulgite, and the composition of atlapulgite raw material is expressed as according to parts by weight:
Kaolinite 30,
Polynite 8,
Sepiolite 6,
Attapulgite clay 6.
Add nitric acid and water mixing, under stirring, be heated to 100 DEG C of activation, washing, dry, grind.
In the reactor that agitator, Dropping feeder and nitrogen replaceable equipment 1L are housed, add 100g pentanoic (purity 99.8%), atlapulgite that 8g crosses through acidic treatment, start to be heated to 70 DEG C after opening nitrogen replacement 3 times, after pentanoic dissolves completely, open stirring and be warming up to 160 DEG C.150g vinylbenzene is dropped in above reactor through 2.5h continuously by feeding device, and maintains temperature of reaction at 180 DEG C, under maintaining this temperature, continue reaction 2h.Carry out Filtration of catalyst after above-mentioned reaction product is added dilution with toluene and obtain middle sample.Middle sample is carried out air distillation removing toluene, underpressure distillation remove a small amount of pentanoic styrenated diphenylamine product.
In sum, catalyzer provided by the invention is Compositional type atlapulgite, and catalytic capability is strong, and preparation is simple, activity stabilized, catalyzes and synthesizes product yield high.Wherein, in the preparation method of the styrenated diphenylamine anti-aging agent that the present invention relates to, take atlapulgite as catalyzer, get pentanoic and vinylbenzene reacts, generate styrenated diphenylamine mixture, removed pentanoic and the vinylbenzene of non-complete reaction by distillation, gained vinasse is styrenated diphenylamine anti-aging agent.Preferably, described atlapulgite is made up of each component of following parts by weight: kaolinite 10-40, polynite 5-10, sepiolite 4-8, attapulgite clay 4-8.After selecting described preferred reaction conditions, product yield of the present invention has further raising, better effects if, have purpose less than technique effect.
Wherein, the atlapulgite that the present invention relates to is preparing the application in styrenated diphenylamine anti-aging agent.Preferably, described atlapulgite is made up of each component of following parts by weight: kaolinite 10-40, polynite 5-10, sepiolite 4-8, attapulgite clay 4-8.Preferably, the preparation method of described atlapulgite is made up of following steps: get each component by weight, adds excessive mineral acid and water, mixing, and heat-activated under agitation condition, washs afterwards, dries, grinds, obtain described atlapulgite.Preferably, the temperature of described heating is 90-100 DEG C.Preferably, described mineral acid is hydrochloric acid, sulfuric acid, or nitric acid.Preferably, the described method preparing styrenated diphenylamine anti-aging agent is made up of following steps: take atlapulgite as catalyzer; get vinylbenzene; be slowly added drop-wise to continuously in pentanoic; be added dropwise to complete rear continuation and keep reaction; generate styrenated diphenylamine mixture afterwards, removed pentanoic and the vinylbenzene of non-complete reaction by distillation, gained vinasse is styrenated diphenylamine anti-aging agent.Preferably, the time of described dropping is 2-2.5h; The described time keeping reaction is 2-3h; The feed ratio of described vinylbenzene and pentanoic is (2-2.3): 1; Described pentanoic and cinnamic temperature of reaction are 150-200 DEG C.After selecting described preferred reaction conditions, product yield of the present invention has further raising, better effects if, have purpose less than technique effect.
Although last it is noted that described the present invention and advantage thereof in detail above, be to be understood that and can carry out various change when not exceeding the spirit and scope of the present invention limited by appended claim, substituting and converting.And scope of the present invention is not limited only to the specific embodiment of process, equipment, means, method and step described by specification sheets.One of ordinary skilled in the art will readily appreciate that from disclosure of the present invention, can use perform the function substantially identical with corresponding embodiment described herein or obtain and its substantially identical result, existing and that will be developed in the future process, equipment, means, method or step according to the present invention.Therefore, appended claim is intended to comprise such process, equipment, means, method or step in their scope.
Claims (10)
1. a preparation method for styrenated diphenylamine anti-aging agent, is characterized in that, described preparation method comprises the steps: to be that catalyzer is prepared with atlapulgite.
2. the preparation method of styrenated diphenylamine anti-aging agent according to claim 1, it is characterized in that, described method is made up of following steps: take atlapulgite as catalyzer, get pentanoic and vinylbenzene reacts, generate styrenated diphenylamine mixture, removed pentanoic and the vinylbenzene of non-complete reaction by distillation, gained vinasse is styrenated diphenylamine anti-aging agent.
3. the preparation method of styrenated diphenylamine anti-aging agent according to claim 1, is characterized in that, described atlapulgite is made up of each component of following parts by weight:
Kaolinite 10-40,
Polynite 5-10,
Sepiolite 4-8,
Attapulgite clay 4-8.
4. an atlapulgite is preparing the application in styrenated diphenylamine anti-aging agent.
5. atlapulgite according to claim 4 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, described atlapulgite is made up of each component of following parts by weight:
Kaolinite 10-40,
Polynite 5-10,
Sepiolite 4-8,
Attapulgite clay 4-8.
6. atlapulgite according to claim 4 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, the preparation method of described atlapulgite is made up of following steps: get each component by weight, add excessive mineral acid and water, mixing, heat-activated under agitation condition, wash afterwards, dry, grind, obtain described atlapulgite.
7. atlapulgite according to claim 5 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, the temperature of described heating is 90-100 DEG C.
8. atlapulgite according to claim 5 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, described mineral acid is hydrochloric acid, sulfuric acid, or nitric acid.
9. atlapulgite according to claim 4 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, the described method preparing styrenated diphenylamine anti-aging agent is made up of following steps: take atlapulgite as catalyzer; get vinylbenzene; be slowly added drop-wise to continuously in pentanoic; be added dropwise to complete rear continuation and keep reaction; generate styrenated diphenylamine mixture afterwards; removed pentanoic and the vinylbenzene of non-complete reaction by distillation, gained vinasse is styrenated diphenylamine anti-aging agent.
10. atlapulgite according to claim 9 is preparing the application in styrenated diphenylamine anti-aging agent, it is characterized in that, the time of described dropping is 2-2.5h; The described time keeping reaction is 2-3h; The feed ratio of described vinylbenzene and pentanoic is (2-2.3): 1; Described pentanoic and cinnamic temperature of reaction are 150-200 DEG C.
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| CN201510134920.7A CN104725237A (en) | 2015-03-25 | 2015-03-25 | Preparation method of styrenated diphenylamine antiager |
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| CN201510134920.7A CN104725237A (en) | 2015-03-25 | 2015-03-25 | Preparation method of styrenated diphenylamine antiager |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105541638A (en) * | 2016-01-28 | 2016-05-04 | 江苏飞亚化学工业有限责任公司 | Preparation method of styrenated diphenylamine antioxidizer |
| CN109369418A (en) * | 2018-10-10 | 2019-02-22 | 河南师范大学 | A kind of continuous synthesis technology and synthesizer of energy saving and environment friendly alkyl benzene amine class I liquid I antioxidant |
| CN109651161A (en) * | 2019-02-18 | 2019-04-19 | 新乡市瑞丰新材料股份有限公司 | A kind of preparation method of styrenated diphenylamine |
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| US2943112A (en) * | 1957-11-06 | 1960-06-28 | Pennsalt Chemicals Corp | Alkylation of diphenylamine |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105541638A (en) * | 2016-01-28 | 2016-05-04 | 江苏飞亚化学工业有限责任公司 | Preparation method of styrenated diphenylamine antioxidizer |
| CN109369418A (en) * | 2018-10-10 | 2019-02-22 | 河南师范大学 | A kind of continuous synthesis technology and synthesizer of energy saving and environment friendly alkyl benzene amine class I liquid I antioxidant |
| CN109651161A (en) * | 2019-02-18 | 2019-04-19 | 新乡市瑞丰新材料股份有限公司 | A kind of preparation method of styrenated diphenylamine |
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