CN105523899B - A kind of clean preparation method of bisphenol compound antioxidant and application - Google Patents
A kind of clean preparation method of bisphenol compound antioxidant and application Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
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- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/04—Hydroxy compounds
- C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
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Abstract
The invention discloses a kind of clean preparation method of bisphenol compound antioxidant and application.The clean preparation method includes：With solid acid as catalyst, and using fatty aldehyde and dialkyl substituted phenol as raw material, reacted by the way that the raw material and catalyst are placed in enclosed environment, and heat filtering is carried out to reaction product after the completion of reaction, target product is obtained, it can be used for preparing lubricant oil composite or as plastics, age resister of rubber etc..The simple in production process operation of bisphenol compound antioxidant of the present invention, mild condition, the wide material sources such as the raw material and catalyst of use, it is cheap and easy to get, reaction time is short, it is easy to control, technical process is safe, and production process energy consumption is low, and yield is high, product purity is high, moisture, organic solvent, surfactant etc. need not be added in course of reaction, the later stage, without washing product, will not produce waste water, pollutant emission can be controlled and reduced significantly, is a kind of energy-saving safe, the novel process of environmental protection.
Description
Technical field
The present invention relates to a kind of antioxidant product, more particularly to a kind of clean manufacturing side of bisphenol compound antioxidant
Method and application.
Background technology
Lubricating oil refers to, to reduce friction, protection is mechanical and workpiece in various types of automobiles, plant equipment
Liquid or semisolid lubricants, mainly play lubrication, cooling, antirust, cleaning, sealing etc..Lubricating oil is by base oil and addition
Agent two parts are constituted, and base oil is the main component of lubricating oil, decides the basic performance of lubricating oil；Additive can then make up and
Improve the deficiency of base oil aspect of performance.Additive on the one hand can assign base oil in itself without property or performance, such as resist
Bubble, demulsification etc.；On the other hand the original property of base oil or performance, such as antioxygen, wear-resistant, antirust can also be improved.
In recent years, with the increasingly harshness of lubricating condition, it is desirable to which lubricating oil possesses good high-temperature oxidation resistance.Accordingly
, also the performance to antioxidant proposes higher requirement.
Antioxidant conventional at present mainly has amine, phenols, sulfur-bearing class and containing Phosphorus etc..Wherein, Hinered phenols antioxidant
Have the advantages that antioxidant effect is good, toxicity is low, color and luster contaminative is small, compatibility is strong, be mainly used in synthetic rubber, polyolefin modeling
In the oil product such as material, engineering plastics Polymer material and lubricating oil, fuel oil.And in strength Hinered phenols antioxidant, especially
It is bisphenol compound antioxidant product for typical product.
The method of existing bisphenol synthesis class compound antioxidant compound has a lot, and these methods are to be based on liquid mostly
The acidic catalysts such as acid catalyst, solid acid catalyst and carry out.For example, US2675366, US2538355, document 1, document
2nd, DE1058068, US2796444, GB1555728A, US4319052, CN1994993A etc. have been all referred to using sulfuric acid, hydrochloric acid
The technique that bisphenol compound antioxidant is prepared Deng liquid acid catalyst, but in such technical process, it is difficult to remove catalysis
Agent, while having substantial amounts of industrial waste acid and waste water generation, easily causes environmental pollution.Therefore such use liquid acid is catalyzed
The technique of agent is just phased out.
And for example, document 3, CN1506345A, CN1500768A and CN100572350A etc. have been addressed is urged based on solid acid
The bisphenol compound antioxidant synthesis technique of agent, although it overcomes some of the synthesis technique based on liquid acid catalyst
Defect, but still suffer from some defects.By taking the technique that CN100572350A is disclosed as an example, needed in building-up process add solvent and
Surfactant, thus the waste water containing surfactant can be produced, and then can still result in environmental pollution.
In summary, all there are severe reaction conditions in the synthesis technique of existing bisphenol compound antioxidant substantially, behaviour
Make difficult, while meeting output harmful waste water, post processing is difficult, environmental pollution is serious, is unfavorable for the defects such as industrialized production.
Bibliography：
Document 1：Zhongshan University's journal (natural science edition), 2007 (46) 1:136-138.
Document 2：Chemistry world 2006,9:548-551.
Document 3：Tetrahedron, 2000 (56)：2709-2712.
The content of the invention
It is existing to overcome it is a primary object of the present invention to provide a kind of clean preparation method of bisphenol compound antioxidant
There is the deficiency in technology.
To achieve the above object, the technical solution adopted by the present invention includes：
A kind of clean preparation method of the bisphenol compound antioxidant provided among the embodiment of the present invention includes：
With solid acid as catalyst, and using fatty aldehyde and dialkyl substituted phenol as raw material, by the way that the raw material and catalyst are placed in
Reacted in enclosed environment, and heat filtering is carried out to reaction product after the completion of reaction, that is, obtain bisphenol compound antioxidant
Product, the structure such as following formula (I) of the bisphenol compound antioxidant or (II) are shown：
R in formula1、R2、R4、R5=C1~C7Straight chained alkyl or the alkyl with side chain, R3=H or C1~C4Straight chained alkyl
Or the alkyl with side chain, R1、R2、R4、R5Can be with identical or difference.
Further, the dialkyl group phenol may be selected from but be not limited to lower formula (III) or (IV) represented by structure appoint
A kind of compound or their mixture：
Wherein R1、R2、R3、R4=C1~C7Straight chained alkyl or the alkyl with side chain；R1、R2、R3、R4Can with identical or
Person is different.
It is further preferred that the present invention only need to react aforementioned base materials and catalyst in enclosed environment, without
Add other materials, particularly organic solvent, water, surfactant etc..
It is further preferred that described dialkyl group phenol can be 2- tert-butyl-4-methyl-Phenols or the tertiary fourth of 2,6- bis-
Base phenol.
Further, the solid acid catalyst may be selected from but be not limited to the Emathlite containing free acid, with free acid
The Emathlite of activation or their mixture.
Wherein, free acid can be inorganic acid, including sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, polyphosphoric acids, phosphotungstic acid, hydrogen fluorine
Acid, perchloric acid, boric acid, bromic acid, carbonic acid, hypochlorous acid, hydrogen cyanide, sulfurous acid etc. or their mixture or organic
Acid, including formic acid, oxalic acid, acetic acid, propionic acid, trifluoroacetic acid, benzoic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, trimethylacetic acid, benzene sulfonamide
Acid etc. or their mixture.Further, the alkyl of the alkyl benzene sulphonate is selected from C1~C28Straight chained alkyl is carried
The alkyl of side chain, alkyl can be distributed in contraposition, meta or ortho position.
Particularly preferably, the solid acid catalyst is selected from the Emathlite for the acid activation that dissociates.
In certain embodiments, it can be prepared as follows with the Emathlite for the acid activation that dissociates, including：By carclazyte
Acid treatment, processing temperature are carried out with free acid (example organic acid as the aforementioned, inorganic acid etc., concentration is preferably 0.1~3.0mol/L)
Spend for 20~70 DEG C, the time is 1~7 hour, the mass ratio of free acid and carclazyte is 0.5~5：1, then dry, 100~
It is calcined 2~5 hours at 300 DEG C.
Among one more preferred embodiment, the consumption of the solid acid catalyst is dialkyl group phenol weight
5%~60%.It is more highly preferred to, the consumption of the catalyst is the 10%~20% of the weight of dialkyl group phenol.
Further, the formula of the fatty aldehyde is R6CHO, R6Selected from H or C1~C4Straight chained alkyl or with side chain
Alkyl, such as formaldehyde, acetaldehyde.
It is preferred that, the fatty aldehyde can be one kind or their mixing in dimethoxym ethane, paraformaldehyde, Metaldehyde
Thing.Particularly preferably, the fatty aldehyde is dimethoxym ethane.During the course of the reaction, the formaldehyde that dimethoxym ethane is decomposited participates in reaction, and
Formaldehyde is present in reaction system as solvent.
Among one more preferred embodiment, mole of the fatty aldehyde, particularly dimethoxym ethane and dialkyl group phenol
Than for 0.5~7:1, it is more highly preferred to, the mol ratio of the fatty aldehyde, particularly dimethoxym ethane and dialkyl group phenol is 0.5~4:
1。
More preferred, the reaction temperature used in the preparation method is 40~170 DEG C, especially preferably 100~150
℃。
It is more preferred, the reaction time used in the preparation method for 1~5h, especially preferably 1~3h.
The purposes of the bisphenol compound antioxidant is additionally provided among one embodiment of the invention.For example, carrying
A kind of lubricant oil composite is supplied, it includes described bisphenol compound antioxidant.In another example there is provided a kind of plastics or rubber
Glue, wherein including the bisphenol compound antioxidant as antiager active component.
Compared with prior art, advantages of the present invention includes：
(1) the invention provides a kind of new, highway route design more scientific and reasonable bisphenol compound antioxidant
Process for cleanly preparing, and process conditions are gentle, reaction time is short, is easy to operational control, and technical process is safe, production process
Energy consumption is low；
(2) liquid that technique of the invention replaces generally using using the foregoing solid acid catalyst with good stability
Acid catalyst etc., one side high catalytic efficiency, product yield is high, reaches more than 90%, and reaction product and catalyst are easy to point
From, post-reaction treatment is greatly simplified, corrosion is not caused to equipment, another aspect catalyst source is extensive, easy acquisition, cost
It is low；
(3) it is preferred to use heavy wall pressure vessel as reactor in technique of the invention, reaction system can be made in closing
In the state of carry out condensation reaction, oxidation and the bis-phenol of dimethoxym ethane in acid condition and alkyl phenol raw material can be effectively prevented from
The oxidation of class compound products；
(4) moisture need not be added in technique of the invention, without addition organic solvent and surfactant etc., post processing
Also product need not be washed, waste water will not be produced, pollutant emission can be controlled and reduce significantly, is a kind of work of environmental protection
Skill.
Embodiment
Technical scheme will be described in detail with reference to some embodiments as follows, but these embodiments should not be by
Think that any limitation can be constituted to protection scope of the present invention.
The present invention mainly provide a kind of Novel clean preparation technology of bisphenol compound antioxidant, its mainly with
Solid acid as catalyst, using fatty aldehyde and dialkyl substituted phenol as raw material, by raw material and catalyst in enclosed environment, particularly
Reacted in the heavy wall voltage-resistant reactor for can be formed insulation and obturation environment, after reaction terminates, reaction product is through heat filtering
Obtain the target product as shown in (I) and (II) formula.Water, organic solvent, surfactant need not be added in the technical process
Deng reaction is participated in, waste water will not be also produced, with short production cycle, product purity is high, and high income, process is easily controllable.By the system
Preparation Method can improve the technology of product, economic indicator, and be conducive to controlling and reduce because largely discharge industrial wastewaters and caused by
Environmental pollution, reach the effect of cleanly production.In addition, present invention process can be using cheap and consolidating of being easily obtained
Body acid is as catalyst, and not only excellent catalytic effect, catalyst stability height, can improve feed stock conversion, while also giving birth to reaction
It is easily isolated into thing with catalyst, product yield is high, quality is good, to equipment almost without any corrosion.
In the technique of the present invention, the selection range of the raw material such as dialkyl group phenol, fatty aldehyde and solid acid catalyst and
Reaction condition, including the scope such as reaction temperature, time can as indicated earlier, here is omitted.
In the preparation process in accordance with the present invention, reaction is carried out in closed reactors, and reaction system is in the closed condition
Condensation reaction is carried out, the oxidation and the oxidation of bisphenol compound product of fatty aldehyde and alkyl phenol raw material is effectively prevent, as a result
Obtained bisphenol compound crude product is off-white color crystalline solid.
After the completion of reaction, solid catalyst need to be removed, typically conventional method includes but is not limited to：Filtering, from
Solid catalyst is separated by the methods such as heart filtering, decantation with required product.Filter aid such as diatomite can be used
(Celite), to improve separative efficiency.
One typical use system of the bisphenol compound antioxidant of the present invention is as additive application in lubricating oil composition
Thing, but it is also possible to applied to other purposes.Further, a kind of lubricating oil group is disclosed among some embodiments of the present invention
Compound, it contains described bisphenol compound antioxidant, can also include the one or more in following component, such as lubricating oil
Base oil, detergent-dispersant additive, antiwear additive, zinc dialkyl dithiophosphate, alkanisation diphenylamine, viscosity index improver, pour point
Depressant, corrosion inhibitor, antirust agent, foam inhibitor, supplement friction improver or its mixture.In some embodiments of the present invention
Among disclose a kind of plastics or rubber, it includes described bisphenol compound antioxidant, can also include plastics or rubber
Basic components, these basic components can be the high polymer material of the various suitable types known to industry.
To make the object, technical solutions and advantages of the present invention clearer, the embodiment to the present invention is entered below
Row is described in detail.
Embodiment 1
By dimethoxym ethane 78ml, 2- t-butyl-p-methylphenol 36g, (mol ratio is 4:1) what is activated with p-methyl benzenesulfonic acid is white
Native 7.2g is added in the heavy wall glass bomb with magneton, anti-under the conditions of 40 DEG C of reaction temperature, 3 hours reaction time
Should, after reaction terminates, reaction product is cooled to room temperature, suction filtration isolates catalyst, obtains reacting coarse product, crude product warp
Cross washing and obtain 2,2 '-methylene-bis- (4- methyl-6-tert-butylphenols).Product yield is more than 75%, and product purity is more than
98%.
The carclazyte of the p-methyl benzenesulfonic acid activation used in the present embodiment can also be with previously recited other containing trip
The Emathlite of Emathlite, other acid activations from acid is substituted.
Embodiment 2
By 2- t-butyl-p-methylphenols 109g, paraformaldehyde 10g, (mol ratio is 2:1) what is activated with p-methyl benzenesulfonic acid is white
Native 10.9g is added in the heavy wall glass bomb with magneton, anti-under the conditions of 100 DEG C of reaction temperature, 1 hour reaction time
Should, after reaction terminates, the post processing be the same as Example 1 of reaction product.Product yield is more than 75%, and product purity is more than 98%.
Embodiment 3
By dimethoxym ethane 50ml, 2- t-butyl-p-methylphenol 185g, (mol ratio is 0.5:1) activated with p-methyl benzenesulfonic acid
Carclazyte 9.25g be added in the heavy wall glass bomb with magneton, in 150 DEG C of reaction temperature, 5 hours reaction time condition
Lower reaction, after reaction terminates, the post processing be the same as Example 1 of reaction product.Product yield is 95%, and product purity is 92%.
Embodiment 4
By 2,6 di t butyl phenol 58g, paraformaldehyde 8.4g, (mol ratio is 1:1) what is activated with p-methyl benzenesulfonic acid is white
Native 34.8g is added in the heavy wall glass bomb with magneton, anti-under the conditions of 120 DEG C of reaction temperature, 1 hour reaction time
Should, after reaction terminates, the post processing be the same as Example 1 of reaction product.Product yield is more than 75%, and product purity is more than 98%.
Embodiment 5
By dimethoxym ethane 62m, 2,6 di t butyl phenol 115g, (mol ratio is 7:1) it is added to band with Emathlite 17.3g
Have in the heavy wall glass bomb of magneton, reacted under the conditions of 170 DEG C of reaction temperature, 2 hours reaction time, after reaction terminates,
The post processing be the same as Example 1 of reaction product.Product yield is 97%, and product purity is 98%.
Embodiment 6
By dimethoxym ethane 60ml, 2,6 di t butyl phenol 46g, (mol ratio is 3:1) it is added to and carries with Emathlite 4.6g
In the heavy wall glass bomb of magneton, reacted under the conditions of 120 DEG C of reaction temperature, 4 hours reaction time, after reaction terminates, instead
Answer the post processing be the same as Example 1 of product.Product yield is 96%, and product purity is 97%.
It should be noted that disclosed is a variety of of preferred embodiment, every local change or modification
And come from the technological thought of the present invention and be that the people for being familiar with this technology is easy to what is deduced, the patent right of the present invention is not departed from all
Scope.
Claims (16)
1. a kind of clean preparation method of bisphenol compound antioxidant, it is characterised in that including：Use with the acid activation that dissociates
Emathlite is as catalyst, and using fatty aldehyde and dialkyl substituted phenol as raw material, by the way that the raw material and catalyst are put
Reacted in enclosed environment, and heat filtering is carried out to reaction product after the completion of reaction, that is, obtain bisphenol compound antioxygen
Agent, the bisphenol compound antioxidant has structure shown in lower formula (I) or (II)：
R in formula1、R2、R4、R5=C1~C7Straight chained alkyl or the alkyl with side chain, R3=H or C1~C4Straight chained alkyl or
Alkyl with side chain, R1、R2、R4、R5Identical or difference.
2. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that the dialkyl group
Phenol includes the combination with any compound or two or more compounds of structure shown in lower formula (III) or (IV)：
Wherein R1、R2、R3、R4Selected from C1~C7Straight chained alkyl or the alkyl with side chain, R1、R2、R3、R4Identical or difference.
3. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that：Described dioxane
Base phenol includes 2- tert-butyl-4-methyl-Phenols or 2,6 di t butyl phenol.
4. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that：The free acid
Selected from inorganic acid and/or organic acid, the inorganic acid is selected from sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, polyphosphoric acids, phosphotungstic acid, hydrogen fluorine
Any of acid, perchloric acid, boric acid, bromic acid, carbonic acid, hypochlorous acid, hydrogen cyanide, sulfurous acid or two or more combinations, it is described
Organic acid is selected from formic acid, oxalic acid, acetic acid, propionic acid, trifluoroacetic acid, benzoic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, trimethylacetic acid, alkylbenzene
Any of sulfonic acid or two or more combinations, the alkyl of the alkyl benzene sulphonate are selected from C1~C28Straight chained alkyl is carried
The alkyl of side chain, wherein alkyl are distributed in contraposition, meta or ortho position.
5. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that described with free
The preparation method of the Emathlite of acid activation includes：Carclazyte is subjected to acid treatment with free acid, treatment temperature is 20~70 DEG C, when
Between be 1~7h, wherein the mass ratio of free acid and carclazyte be 0.5~5：1, dry afterwards, then at 100~300 DEG C roasting 2~
5h。
6. the clean preparation method of bisphenol compound antioxidant according to any one of claim 1,4,5, its feature exists
In：The consumption of the Emathlite using the acid activation that dissociates is the 5%~60% of the dialkyl group phenol weight.
7. the clean preparation method of bisphenol compound antioxidant according to claim 6, it is characterised in that：It is described with free
The consumption of the Emathlite of acid activation is the 10%~20% of the dialkyl group phenol weight.
8. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that：The fatty aldehyde
Formula be R6CHO, wherein R6At least it is selected from H, C1~C4Straight chained alkyl or the alkyl with side chain.
9. the clean preparation method of bisphenol compound antioxidant according to claim 8, it is characterised in that：The fatty aldehyde
Selected from any of dimethoxym ethane, paraformaldehyde, Metaldehyde or two or more combinations.
10. the clean preparation method of bisphenol compound antioxidant according to claim 9, it is characterised in that：The fat
Aldehyde is dimethoxym ethane.
11. the clean preparation method of bisphenol compound antioxidant according to any one of claim 1,2,8,9,10, its
It is characterised by：The mol ratio of the fatty aldehyde and dialkyl group phenol is 0.5~7:1.
12. the clean preparation method of bisphenol compound antioxidant according to claim 11, it is characterised in that：The fat
The mol ratio of aldehyde and dialkyl group phenol is 0.5~4:1.
13. the clean preparation method of bisphenol compound antioxidant according to claim 1, it is characterised in that：It is described to prepare
The reaction temperature used in method is 40~170 DEG C, and the reaction time used is 1~5h.
14. the clean preparation method of bisphenol compound antioxidant according to claim 13, it is characterised in that：It is described to prepare
The reaction temperature used in method is 100~150 DEG C, and the reaction time used is 1~3h.
15. a kind of preparation method of lubricant oil composite, it is characterised in that include：
Bisphenol compound antioxidant is prepared using the method any one of claim 1-14；
And, by the bisphenol compound antioxidant and lube base oil, detergent-dispersant additive, antiwear additive, dialkyl disulfides
Change trbasic zinc phosphate, alkylated diphenylamine, viscosity index improver, pour-point depressant, corrosion inhibitor, antirust agent, foam inhibitor, supplement
One or both of friction improver is mixed above, forms the lubricant oil composite.
16. the preparation method of a kind of plastics or rubber, it is characterised in that include：
Bisphenol compound antioxidant is prepared using the method any one of claim 1-14；
And, it regard the bisphenol compound antioxidant as active component and the plastics of age resister or the basic components of rubber
Mixing, forms the plastics or rubber.
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