CN111334054A - Anti-aging composition for stable regenerated oil - Google Patents

Anti-aging composition for stable regenerated oil Download PDF

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Publication number
CN111334054A
CN111334054A CN201811560187.5A CN201811560187A CN111334054A CN 111334054 A CN111334054 A CN 111334054A CN 201811560187 A CN201811560187 A CN 201811560187A CN 111334054 A CN111334054 A CN 111334054A
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Prior art keywords
parts
component
amount
phosphite
composition according
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CN201811560187.5A
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Inventor
林龙
安平
孙文佳
毕红艳
孙艾田
李海平
孙春光
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Rianlon Zhongwei New Material Co ltd
Rianlon Zhuhai New Material Co ltd
Zhejiang Changshan Kerun New Material Co ltd
Rianlon Corp
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Rianlon Zhongwei New Material Co ltd
Rianlon Zhuhai New Material Co ltd
Zhejiang Changshan Kerun New Material Co ltd
Rianlon Corp
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Priority to CN201811560187.5A priority Critical patent/CN111334054A/en
Publication of CN111334054A publication Critical patent/CN111334054A/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • C08K5/134Phenols containing ester groups
    • C08K5/1345Carboxylic esters of phenolcarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/52Phosphorus bound to oxygen only
    • C08K5/524Esters of phosphorous acids, e.g. of H3PO3
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/52Phosphorus bound to oxygen only
    • C08K5/524Esters of phosphorous acids, e.g. of H3PO3
    • C08K5/526Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/08Stabilised against heat, light or radiation or oxydation

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The present invention relates to a composition comprising a reclaimed oil and a liquid age resistor comprising (a) a hindered phenolic primary antioxidant; (b) phosphite-based secondary antioxidants; (c) hindered amine light stabilizers. The invention provides an anti-aging agent product for stabilizing reclaimed oil for the first time, the product is a liquid formula, is convenient to produce and use, and can effectively solve the problem of discoloration in the process of storage and transportation of the reclaimed oil.

Description

Anti-aging composition for stable regenerated oil
Technical Field
The invention belongs to the field of high polymer material functional additives, and particularly relates to a liquid anti-aging agent composition which is applied to the field of reclaimed oil and can effectively ensure the storage and processing stability of the reclaimed oil.
Background
The regenerated oil is reused oil product produced with edible oil, mechanical oil, gear oil, gasoline, diesel oil, etc. and through washing, decolorizing, deodorizing, blending and other steps. The reclaimed oil is aged due to the influence of temperature and illumination in the production, storage and transportation processes, so that the stability of the reclaimed oil is reduced, the product is obviously discolored, and the service performance of the product is limited finally.
The prior art has more descriptions about the regeneration method of used oil products, for example, patent 201710629123.5 describes a method for regenerating waste transformer oil; patent 201410087216.6 describes a method of regenerating used turbine oil; patent 201710116537.8 describes a method for regenerating used lubricating oil; patent 201110152853.3 describes a method of regenerating waste hydraulic oil. However, in the patents and literature available, there is no relevant method or product for improving the stability of the reclaimed oil. The applicant is aware of practical research that no measures are taken by the reclaimed oil manufacturers to improve the stability of the reclaimed oil during the production and processing of the reclaimed oil.
Therefore, there is a need to develop products/methods for stabilizing reclaimed oils, improve the discoloration of reclaimed oils, and stabilize the service properties of reclaimed oils.
Disclosure of Invention
The invention aims to solve the problems in the prior art and provides an anti-aging product applied to reclaimed oil so as to solve the problem of color change of the reclaimed oil caused by temperature and illumination in production, storage and processing. Through a large number of experimental researches and comparative tests, the inventor provides an anti-aging composition for the reclaimed oil, which can remarkably improve the storage, processing and use stability of the reclaimed oil and well protect the color of the reclaimed oil under the conditions of heat aging and illumination. Specifically, the technical scheme adopted by the invention is as follows:
a composition comprising a reclaimed oil and a liquid age resistor, the liquid age resistor comprising: (a) a hindered phenolic primary antioxidant; (b) phosphite-based secondary antioxidants; (c) hindered amine light stabilizers.
The components (a), (b) and (c) are all liquid products. The primary antioxidant and the secondary antioxidant synergistically protect the heat resistance of the reclaimed oil, and the secondary antioxidant and the hindered amine light stabilizer synergistically protect the light stability of the reclaimed oil.
Preferably, the hindered phenolic antioxidant of component (a) is selected from 4, 6-bis (octylthiomethyl) o-cresol, or one or more compounds of formula I:
Figure BDA0001913001620000021
in the general formula I, R is C8-18Alkyl group of (1).
Preferably, in the general formula I, R is selected from C8、C9、C10、C11、C12、C13、C14、C15、C16、C17、C18At least one of alkyl groups. Or, in the general formula I, R is selected from C12-18,C13-15,C14-16,C12-17,C12-16,C13-16,C12-14,C16-18At least one of mixed alkyl groups.
More preferably, the compound of the general formula I is one selected from octyl 3, 5-di-tert-butyl-4-hydroxy phenylpropionate (antioxidant 1135R), 13-15 carbon alcohol esters of 3, 5-di-tert-butyl-4-hydroxy phenylpropionate (compound I-1), 14-16 carbon alcohol esters of 3, 5-di-tert-butyl-4-hydroxy phenylpropionate (compound I-2), and 12-18 carbon alcohol esters of 3, 5-di-tert-butyl-4-hydroxy phenylpropionate (compound I-3).
The products represented by component (a) are either commercially available or can be prepared by synthetic means commonly used in the field of organic chemistry. For example, compound I-1 can be prepared from ADDIVANT available under the trademark ANOX 1315, and compound I-2 can be prepared from chenille available under the trademark ST-1620, and the present invention provides a process for preparing a compound of formula I: with methyl 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate and C8~17And (3) taking carbon alcohol as a raw material to react to obtain the catalyst.
Preferably, the phosphite auxiliary antioxidant of component (b) is one or more selected from triphenyl phosphite (antioxidant TPP), diphenyl isodecyl phosphite (antioxidant DPDP), diphenyl diisodecyl phosphite (antioxidant PDDP) and triisodecyl phosphite (antioxidant TITDP).
Preferably, the hindered amine light stabilizer of component (c) is one or more selected from the group consisting of bis (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate and a mixture of mono (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate (light stabilizer 292), bis (1-octyloxy-2, 2,6, 6-tetramethyl-4-piperidyl) sebacate (light stabilizer 123).
As a preferred technical scheme of the invention, the anti-aging agent in the composition comprises: hindered phenol antioxidant 1135R, phosphite antioxidant DPDP and hindered amine light stabilizer 123.
Preferably, in the aging inhibitor, the component (a) is used in an amount of 30 to 80 parts, the component (b) is used in an amount of 10 to 40 parts, and the component (c) is used in an amount of 10 to 40 parts by weight.
More preferably, component (a) is used in an amount of 40 to 70 parts, and even more preferably 50 to 65 parts, and in particular embodiments, component (a) is used in an amount of 30 parts, 40 parts, 50 parts, 60 parts, 70 parts, 80 parts, 40 to 55 parts, 55 to 70 parts, and the like.
More preferably, component (b) is used in an amount of 15 to 30 parts, and even more preferably 15 to 25 parts, and in particular embodiments, may be used in an amount of 10 parts, 20 parts, 30 parts, 40 parts, 15 parts, 25 parts, 35 parts, and the like.
More preferably, component (c) is used in an amount of 15 to 30 parts, and even more preferably 15 to 25 parts, and in particular embodiments, may be used in an amount of 10 parts, 20 parts, 30 parts, 40 parts, 15 parts, 25 parts, 35 parts, and the like.
Most preferably, the weight ratio of components (a), (b), (c) is 3:1: 1.
In the composition, the dosage of the anti-aging agent is 0.1-1.0 wt% of the reclaimed oil. Preferably 0.3 wt%.
The invention also provides a method for stabilizing the reclaimed oil, which is characterized in that the anti-aging agent is added into the reclaimed oil and uniformly mixed. The anti-aging agent is liquid, is convenient to add and use and is easy to mix uniformly.
The reclaimed oil refers to products with the trade marks of 150SN, 250SN or 350 SN.
The invention also provides a liquid anti-aging composition, which comprises the following components in parts by weight:
(i) 30-80 parts of hindered phenol primary antioxidant
(ii) 10-40 parts of phosphite ester auxiliary antioxidant
(iii) 10-40 parts of hindered amine light stabilizer.
The liquid anti-aging composition is completely the same as the anti-aging agent, namely, the optional product and the using amount of the component (i) are completely the same as the component (a); the optional products and the dosage of the component (ii) are completely the same as the component (b); the optional products and the amount of the component (iii) are the same as those of the component (c), and the details are not repeated herein.
The liquid anti-aging composition can be prepared by simple mixing.
The invention also provides application of any one of the liquid anti-aging compositions in processing and using of the reclaimed oil.
On the basis of the common knowledge in the field, the above preferred conditions can be combined with each other to obtain the preferred embodiments of the invention.
The "weight parts" in the present invention are weight units of mg, g, kg, etc. known in the art, or multiples thereof, such as 1/10, 1/100, 10, etc.
Compared with the prior art, the invention has the following positive effects: the regenerated oil is different from a fresh oil product, belongs to the recycling of waste oil, and is darker in color compared with the colorless and transparent appearance of common base oil, and basically is light yellow to dark yellow. Meanwhile, compared with common base oil products, the regenerated oil is easier to age. The invention provides an anti-aging agent product for stabilizing the reclaimed oil for the first time, and the developed product can effectively improve the problem of discoloration in the storage and transportation processes of the reclaimed oil; the anti-aging agent product is in a liquid formula and is convenient to produce and use.
Detailed Description
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention. The operations referred to in the examples are, unless otherwise specified, all those of ordinary skill in the art.
The preparation method of the liquid antiaging agent composition in the examples is: the components are weighed according to the weight of each embodiment and fully stirred in a stirring kettle, so that the components are uniformly dispersed.
Example 1
A liquid anti-aging composition comprises the following components: 60g of antioxidant 1135R, 15g of antioxidant DPDP, 25g of hindered amine light stabilizer 123,
example 2
A liquid anti-aging composition comprises the following components: 60g of antioxidant 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid 12-18 carbon alcohol ester, 20g of antioxidant PDDP and 20g of hindered amine light stabilizer 292.
Example 3
A liquid anti-aging composition comprises the following components: 50g of antioxidant 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid 13-15 carbon alcohol ester, 25g of antioxidant TPP and 25g of hindered amine light stabilizer 292.
Comparative example 1
A liquid anti-aging composition comprises the following components: 50g of antioxidant 1135R, 50g of antioxidant DPDP.
Comparative example 2
A liquid anti-aging composition comprises the following components: 25g antioxidant 1135R, 25g antioxidant DPDP, 50g hindered amine light stabilizer 292.
Effect test
The test oil product is the reclaimed oil 150SN, and the color of the reclaimed oil is recorded before the light aging is measured; then the sample is placed under natural conditions (8 months) for 10 days of continuous exposure, and samples exposed for 5 days and 10 days are respectively taken to observe the color. The results are shown in Table 1.
Table 1: test results of examples and comparative examples
Figure BDA0001913001620000051
Figure BDA0001913001620000061
Although the invention has been described in detail hereinabove by way of general description, specific embodiments and experiments, it will be apparent to those skilled in the art that many modifications and improvements can be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.

Claims (10)

1. A composition characterized by: including reclaimed oil and liquid age resister, the liquid age resister includes: (a) a hindered phenolic primary antioxidant; (b) phosphite-based secondary antioxidants; (c) hindered amine light stabilizers.
2. The composition of claim 1, wherein: the component (a) is selected from 4, 6-di (octylthiomethyl) o-cresol or one or more compounds in the general formula I:
Figure FDA0001913001610000011
in the general formula I, R is C8-18Alkyl groups of (a);
preferably, R is selected from C8、C9、C10、C11、C12、C13、C14、C15、C16、C17、C18One of alkyl, or R is selected from C12-18,C13-15,C14-16,C12-17,C12-16,C13-16,C12-14,C16-18One of mixed alkyl groups.
3. The composition according to any one of claims 1-2, characterized in that: the component (b) is one or more selected from triphenyl phosphite, diphenyl isodecyl phosphite and triisodecyl phosphite; and/or the presence of a gas in the gas,
the component (c) is one or more selected from a mixture of bis (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate and mono (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate, and bis (1-octyloxy-2, 2,6, 6-tetramethyl-4-piperidyl) sebacate.
4. The composition according to any one of claims 1 to 3, characterized in that: in the liquid anti-aging agent, the using amount of the component (a) is 30-80 parts, the using amount of the component (b) is 10-40 parts, and the using amount of the component (c) is 10-40 parts by weight;
preferably, component (a) is used in an amount of 40 to 70 parts, component (b) is used in an amount of 15 to 30 parts, and component (c) is used in an amount of 15 to 30 parts;
further preferably, component (a) is used in an amount of 50 to 65 parts, component (b) is used in an amount of 15 to 25 parts, and component (c) is used in an amount of 15 to 25 parts.
5. The composition according to any one of claims 1 to 4, characterized in that: in the liquid antiaging agent, the weight ratio of the components (a), (b), and (c) is 3:1: 1.
6. The composition according to any one of claims 1 to 5, characterized in that: the weight of the liquid anti-aging agent is 0.1-1.0 wt% of the reclaimed oil.
7. The composition according to any one of claims 1 to 6, characterized in that: the reclaimed oil refers to products with the trade marks of 150SN, 250SN or 350 SN.
8. A liquid anti-aging composition comprises the following components in parts by weight:
(i) 30-80 parts of hindered phenol primary antioxidant
(ii) 10-40 parts of phosphite ester auxiliary antioxidant
(iii) 10-40 parts of hindered amine light stabilizer.
9. The liquid anti-aging composition according to claim 8, characterized in that: the component (I) is selected from 4, 6-di (octylthiomethyl) o-cresol or one or more compounds in the general formula I:
Figure FDA0001913001610000021
in the general formula I, R is C8-17Alkyl groups of (a);
preferably, R is selected from C8、C9、C10、C11、C12、C13、C14、C15、C16、C17、C18One of alkyl, or R is selected from C12-18,C13-15,C14-16,C12-17,C12-16,C13-16,C12-14,C16-18One of mixed alkyl groups; and/or the presence of a gas in the gas,
the component (ii) is one or more selected from triphenyl phosphite, diphenyl isodecyl phosphite, diphenyl diisodecyl phosphite and triisodecyl phosphite; and/or the presence of a gas in the gas,
the component (iii) is one or more selected from a mixture of bis (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate and mono (1,2,2,6, 6-pentamethyl-4-piperidyl) sebacate, and bis (1-octyloxy-2, 2,6, 6-tetramethyl-4-piperidyl) sebacate.
10. The composition according to any one of claims 8 to 9, characterized in that: the amount of the component (i) is 40-70 parts, the amount of the component (ii) is 15-30 parts, and the amount of the component (iii) is 15-30 parts;
preferably, component (i) is used in an amount of 50 to 65 parts, component (ii) is used in an amount of 15 to 25 parts, and component (iii) is used in an amount of 15 to 25 parts;
further preferably, the weight ratio of components (i), (ii), (iii) is 3:1: 1.
CN201811560187.5A 2018-12-19 2018-12-19 Anti-aging composition for stable regenerated oil Pending CN111334054A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112342074A (en) * 2020-12-21 2021-02-09 山东恒利热载体工程技术有限公司 Regenerated base oil lubricating oil light-resistant and heat-stabilizing agent
CN113174283A (en) * 2021-04-02 2021-07-27 安徽中天石化股份有限公司 High-performance phosphate flame-retardant hydraulic oil
CN116218030A (en) * 2023-03-15 2023-06-06 上海石化西尼尔化工科技有限公司 Anti-core burning and anti-oxidation composition and preparation method and application thereof

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CN105440580A (en) * 2014-08-13 2016-03-30 中国蓝星(集团)股份有限公司 Fiber reinforced resin matrix composite weatherability improvement composition and application thereof
CN107858182A (en) * 2017-11-15 2018-03-30 天津利安隆新材料股份有限公司 A kind of liquid antioxidant composition and its application
CN110028700A (en) * 2018-01-12 2019-07-19 天津利安隆新材料股份有限公司 A kind of liquid antioxidant composition for C5 Petropols

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004026857A (en) * 2002-06-21 2004-01-29 Toray Ind Inc Polyoxymethylene resin composition
CN1715381A (en) * 2004-06-29 2006-01-04 中国石油化工股份有限公司 Lubricating oil composite stabilizer and stable hydrogenation lubricating oil composition
CN105440580A (en) * 2014-08-13 2016-03-30 中国蓝星(集团)股份有限公司 Fiber reinforced resin matrix composite weatherability improvement composition and application thereof
CN107858182A (en) * 2017-11-15 2018-03-30 天津利安隆新材料股份有限公司 A kind of liquid antioxidant composition and its application
CN110028700A (en) * 2018-01-12 2019-07-19 天津利安隆新材料股份有限公司 A kind of liquid antioxidant composition for C5 Petropols

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112342074A (en) * 2020-12-21 2021-02-09 山东恒利热载体工程技术有限公司 Regenerated base oil lubricating oil light-resistant and heat-stabilizing agent
CN113174283A (en) * 2021-04-02 2021-07-27 安徽中天石化股份有限公司 High-performance phosphate flame-retardant hydraulic oil
CN116218030A (en) * 2023-03-15 2023-06-06 上海石化西尼尔化工科技有限公司 Anti-core burning and anti-oxidation composition and preparation method and application thereof

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