CN104744264A - Preparation method for styrenated diphenylamine antioxidant - Google Patents
Preparation method for styrenated diphenylamine antioxidant Download PDFInfo
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- CN104744264A CN104744264A CN201510134900.XA CN201510134900A CN104744264A CN 104744264 A CN104744264 A CN 104744264A CN 201510134900 A CN201510134900 A CN 201510134900A CN 104744264 A CN104744264 A CN 104744264A
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- styrenated diphenylamine
- oxidation inhibitor
- pentanoic
- vinylbenzene
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Abstract
The invention relates to a preparation method for a styrenated diphenylamine antioxidant. The preparation method comprises the following steps: reacting polydiphenylamine with styrene by taking active white soil subjected to acidy treatment as a catalyst to generate a styrenated diphenylamine mixture; removing diphenylamine and styrene which are not completely reacted through distillation to obtain distillation raffinate, namely the styrenated diphenylamine antioxidant.
Description
Technical field
The invention belongs to the field of chemical synthesis, particularly a kind of preparation method of styrenated diphenylamine oxidation inhibitor.
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 oxidation inhibitor, and this requirement is more and more harsher.Oxidation inhibitor zinc dialkyl dithiophosphate (ZDDP) in general engine oil can not meet the requirement of environmental protection and high-temperature behavior, the high-temperature antioxidant that the development of demand is new.Above-mentioned requirements can be met by styrenated diphenylamine oxidation inhibitor.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.
The object of the present invention is to provide a kind of preparation method of styrenated diphenylamine oxidation inhibitor, preparation method of the present invention is simple, and productive rate is higher, easier can obtain target product.
The preparation method of the styrenated diphenylamine oxidation inhibitor that the present invention relates to, described method is made up of following steps: the atlapulgite crossed with acidic treatment is 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 oxidation inhibitor.
Compared with prior art, the present invention has following beneficial effect: apparatus of the present invention structure is simple, and easy to operate, catalyst preparing is easy, 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
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 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
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
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, the preparation method of styrenated diphenylamine oxidation inhibitor provided by the invention, method is simple, and productive rate is higher, easier can obtain target product.In preparation method of the present invention, preferably, described catalyzer is the atlapulgite of acidic substance process; Preferably, the feed ratio of described vinylbenzene and pentanoic is (2-2.3): 1.Preferably, described pentanoic and cinnamic temperature of reaction are 150-200 DEG C.Preferably, described cinnamic time for adding is 2-2.5h.Preferably, described vinylbenzene is added drop-wise to after in pentanoic, continues reaction 2-3h.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 (7)
1. the preparation method of a styrenated diphenylamine oxidation inhibitor, it is characterized in that, described method is made up of following steps: the atlapulgite crossed with acidic treatment is 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 oxidation inhibitor.
2. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 1, is characterized in that, described in get pentanoic and vinylbenzene and carry out reaction and be specially: get vinylbenzene, be slowly added drop-wise to continuously in pentanoic, be added dropwise to complete rear continuation and keep reaction.
3. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 2, is characterized in that, the time of described dropping is 2-2.5h.
4. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 1, is characterized in that, the described time keeping reaction is 2-3h.
5. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 1, is characterized in that, described catalyzer is the atlapulgite of acidic substance process.
6. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 1, is characterized in that, the feed ratio of described vinylbenzene and pentanoic is (2-2.3): 1.
7. the preparation method of styrenated diphenylamine oxidation inhibitor according to claim 1, is characterized in that, described pentanoic and cinnamic temperature of reaction are 150-200 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510134900.XA CN104744264A (en) | 2015-03-25 | 2015-03-25 | Preparation method for styrenated diphenylamine antioxidant |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510134900.XA CN104744264A (en) | 2015-03-25 | 2015-03-25 | Preparation method for styrenated diphenylamine antioxidant |
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| Publication Number | Publication Date |
|---|---|
| CN104744264A true CN104744264A (en) | 2015-07-01 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201510134900.XA Pending CN104744264A (en) | 2015-03-25 | 2015-03-25 | Preparation method for styrenated diphenylamine antioxidant |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943112A (en) * | 1957-11-06 | 1960-06-28 | Pennsalt Chemicals Corp | Alkylation of diphenylamine |
| JPH0959227A (en) * | 1995-08-11 | 1997-03-04 | Seiko Kagaku Kk | Production of styrenated diphenylamine |
-
2015
- 2015-03-25 CN CN201510134900.XA patent/CN104744264A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943112A (en) * | 1957-11-06 | 1960-06-28 | Pennsalt Chemicals Corp | Alkylation of diphenylamine |
| JPH0959227A (en) * | 1995-08-11 | 1997-03-04 | Seiko Kagaku Kk | Production of styrenated diphenylamine |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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Application publication date: 20150701 |
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