CN108409930A - One kind is in supercritical CO2The polyalcohol of middle grafting antioxygen agent molecule - Google Patents
One kind is in supercritical CO2The polyalcohol of middle grafting antioxygen agent molecule Download PDFInfo
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- CN108409930A CN108409930A CN201810186305.4A CN201810186305A CN108409930A CN 108409930 A CN108409930 A CN 108409930A CN 201810186305 A CN201810186305 A CN 201810186305A CN 108409930 A CN108409930 A CN 108409930A
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- polyalcohol
- grafting
- agent molecule
- antioxygen agent
- carbon atom
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- 150000005846 sugar alcohols Polymers 0.000 title claims abstract description 52
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 46
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 25
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 25
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- 238000002360 preparation method Methods 0.000 claims abstract description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 18
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
- 235000011187 glycerol Nutrition 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- 125000004450 alkenylene group Chemical group 0.000 claims description 5
- 125000001118 alkylidene group Chemical group 0.000 claims description 5
- 230000003026 anti-oxygenic effect Effects 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 229920001971 elastomer Polymers 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000000575 pesticide Substances 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 3
- 239000004033 plastic Substances 0.000 claims description 3
- 235000019260 propionic acid Nutrition 0.000 claims description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 3
- 239000005060 rubber Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 9
- 238000004026 adhesive bonding Methods 0.000 claims 1
- -1 polyol compound Chemical class 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 abstract description 12
- 238000000034 method Methods 0.000 abstract description 6
- 239000000463 material Substances 0.000 description 23
- 229920005830 Polyurethane Foam Polymers 0.000 description 15
- 239000011496 polyurethane foam Substances 0.000 description 15
- 230000032683 aging Effects 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- DDORAVRHWDMPKH-XJKSGUPXSA-N CCc(cc([C@H](C)[C@@H](C(C)=C)N=C)cc1C)c1[O]=C Chemical compound CCc(cc([C@H](C)[C@@H](C(C)=C)N=C)cc1C)c1[O]=C DDORAVRHWDMPKH-XJKSGUPXSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000005543 nano-size silicon particle Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to polyalcohols to synthesize field, is related specifically in supercritical CO2The polyalcohol and preparation method thereof of middle grafting antioxygen agent molecule.This method is first to be uniformly mixed antioxidant with polyalcohol, then be placed in supercritical CO2In reaction kettle, supercritical CO is adjusted2Pressure and temperature, Hinered phenols antioxidant is chemically grafted on polyalcohol, wherein Hinered phenols antioxidant molecule account for grafting antioxygen agent molecule polyalcohol gross mass 10wt% ~ 50wt%.
Description
Technical field
The invention belongs to polyalcohols to synthesize field, and in particular to one kind is in supercritical CO2The polyalcohol of middle grafting antioxidant
And preparation method thereof.
Background technology
High molecular material is widely used in national economy various fields.However, high molecular material is in molding, storage and clothes
It may be contacted with oxygen during labour, lead to the oxidative degradation of macromolecular chain, the performance of high molecular material is made to run down,
It is set to lose use value.
In order to reduce the use cost of high molecular material, antioxygen auxiliary agent is generally added by way of physical mixed, to carry
The comprehensive performance of high high molecular material extends its service life.Hindered phenol is one of most effective antioxidant at present, in high score
A small amount of hindered phenol is added in sub- material can significantly improve the oxidation resistent susceptibility of high molecular material.But the molecule of hindered phenol
Measure small, high volatility.The hindered phenol added by way of physical mixed, during the military service of high molecular material, be easy from
Diffusive migration gradually volatilizees, this has seriously affected the service efficiency of hindered phenol to surface in material." surface grafting is organic for patent
Nano silicon dioxide of functional molecular and preparation method thereof 200510125662.2 ", which proposes, is grafted Hinered phenols antioxidant
It is added to high molecular material to nanoparticle surface, and by the nano-particle of prepared surface grafting Hinered phenols antioxidant
In, the migration of Hinered phenols antioxidant can be inhibited, significantly improve the durability of high molecular material.However, above method technique
Complexity, and Hinered phenols antioxidant is low in the grafting amount of nanoparticle surface.Hinered phenols antioxidant is grafted to macromolecular chain
On, the migration of Hinered phenols antioxidant can also be inhibited, improve the durability of high molecular material, but by Hinered phenols antioxidant
It is grafted on strand and needs first by carboxyl chloride, then meet the molecule reaction with hydroxyl, process is cumbersome, and needs to use
To a large amount of organic solvents, environment is polluted.There has been no polynary about Hinered phenols antioxidant is grafted in green solvent at present
Alcohol, then prepare the report of age resistant polymer material with the polyalcohol of gained grafting antioxygen agent molecule.
Invention content
The present invention is directed at least solve one of the technical problems existing in the prior art.
For this purpose, that the present invention provides a kind of oxidation resistent susceptibilities is good, and it is with long service life, it can be used for synthesizing high molecular material
Polyalcohol.
First aspect present invention embodiment provides a kind of polyalcohol of grafting antioxygen agent molecule, the grafting antioxidant point
Son polyol structure formula be：
Part A comes from antioxidant in Formulas I, and part B comes from polyalcohol.Shown group R1、R2Respectively contain m carbon
The alkyl (- C of atommH2m+1) or hydrogen atom in one kind, and m be 1~4 integer.Group R3For the Asia containing k carbon atom
Alkyl (- CkH2k) or alkenylene (- C containing k carbon atomkH2k-2) one kind, and k be 0~3 integer.Group R4
(OH)nFor the polyalcohol containing n hydroxyl, and n is the integer more than 1.
The polyalcohol of the grafting antioxygen agent molecule has hindered phenol group, the antioxygenic property with Hinered phenols antioxidant
Quite.In addition, the polyalcohol of the grafting antioxygen agent molecule has multiple hydroxyl groups for reaction, synthesis can be used as high
The raw material of molecular material use.After the polyalcohol of the grafting antioxygen agent molecule synthesizes high molecular material as raw material,
Hindered phenol group in its structure can exist stably for a long time in high molecular material, therefore use the grafting antioxygen agent molecule
Polyalcohol synthesis high molecular material oxidation resistent susceptibility it is better.
The embodiment of second aspect of the present invention provides a kind of preparation side of the polyalcohol of above-mentioned grafting antioxygen agent molecule
Method, by the hindered phenol antioxygen containing carboxyl and polyalcohol in supercritical CO2Middle reaction generates the polynary of grafting antioxygen agent molecule
The reaction equation of alcohol is：
Shown group R1、R2Alkyl (- C respectively containing m carbon atommH2m+1) or hydrogen atom in one kind, and m is
1~4 integer.Group R3For the alkylidene (- C containing k carbon atomkH2k) or containing k carbon atom alkenylene (-
CkH2k-2) one kind, and k be 1~3 integer.Group R4(OH)nFor the polyalcohol containing n hydroxyl, and n is whole more than 1
Number.
The polyalcohol of the grafting antioxygen agent molecule prepared with this method has hindered phenol group, therefore uses the grafting
The oxidation resistent susceptibility of the high molecular material of the polyalcohol synthesis of antioxygen agent molecule is better.
In addition, the preparation method of the polyalcohol for being grafted antioxygen agent molecule in above-described embodiment provided by the invention is specific
For：
A. by 5g 3,5- di-t-butyl -4- hydroxy-phenies propionic acid is uniformly mixed with 10g glycerine, is placed in culture dish；
B. the culture dish equipped with di-t-butyl -4- hydroxy-phenies acrylic acid and glycerol mixture obtained by a steps is placed in
Supercritical CO2In the reaction kettle of device；
C. CO is adjusted2Flow to reactor pressure is 9MPa, and setting temperature of reaction kettle is 45 DEG C, and isothermal reaction 20min is obtained
To the polyalcohol of grafting antioxygen agent molecule.
According to one embodiment of present invention, the reaction equation of a~c is in the preparation method：
The embodiment of third aspect present invention provides a kind of purposes of the polyalcohol of above-mentioned grafting antioxygen agent molecule, described
The polyalcohol of grafting antioxygen agent molecule be widely used in pesticide, medicine, dyestuff, plastics, rubber, adhesive, coating, fiber
Equal fields, can be improved the antioxygenic property of corresponding product.
Description of the drawings：
The above-mentioned and/or additional aspect and advantage of the present invention will become in the description from combination following accompanying drawings to embodiment
Obviously and it is readily appreciated that.
Fig. 1 is the schematic diagram of the structural formula of the polyalcohol of grafting antioxygen agent molecule of the present invention, and part A comes from Fig. 1
In antioxidant, part B comes from polyalcohol.Shown group R1、R2Alkyl (- C respectively containing m carbon atommH2m+1) or
One kind in hydrogen atom, and the integer that m is 1~4.Group R3For the alkylidene (- C containing k carbon atomkH2k) or contain k
The alkenylene (- C of a carbon atomkH2k-2) one kind, and k be 0~3 integer.Group R4(OH)nIt is more containing n hydroxyl
First alcohol, and n is the integer more than 1.
Fig. 2 is that the heat oxygen aging resistance of the polyurethane foam prepared with different raw material described in one embodiment of the invention is drawn
Stretch intensity experiment result.
Specific implementation mode:
To better understand the objects, features and advantages of the present invention, below in conjunction with the accompanying drawings and specific real
Mode is applied the present invention is further described in detail, it should be noted that in the absence of conflict, the reality of the application
Applying the feature in example and embodiment can be combined with each other.
Many details are elaborated in the following description to facilitate a thorough understanding of the present invention, still, the present invention may be used also
By using other, different from implementing in a manner of described here, therefore, protection scope of the present invention is not by following public tool
The limitation of body embodiment.
As shown in Figure 1, a kind of polyalcohol of the grafting antioxygen agent molecule provided in some embodiments of the present invention, described to connect
Branch antioxygen agent molecule polyol structure formula be：
The polyalcohol of the grafting antioxygen agent molecule has hindered phenol group, the antioxygenic property with Hinered phenols antioxidant
Quite, in addition, the polyalcohol of the grafting antioxygen agent molecule has multiple hydroxyl groups for reaction, synthesis can be used as high
The raw material of molecule use.As shown in Fig. 2, using the grafting antioxygen agent molecule polyols preparation polyurethane foam with
The polyurethane foam of physical admixture addition antioxidant is compared, and the heat oxygen aging resistance experimental result of the two is close.When the grafting
After the polyalcohol of antioxygen agent molecule synthesizes high molecular material as raw material, the hindered phenol group in structure can be steady in a long-term
The resistance to oxidation for the high molecular material for being present in high molecular material, therefore being synthesized using the polyalcohol of the grafting antioxygen agent molecule
Performance is better, as shown in Fig. 2, being mixed with physics using the polyurethane foam of the polyols preparation of the grafting antioxygen agent molecule
The polyurethane foam that conjunction mode adds antioxidant is compared, and the heat oxygen aging resistance experimental result of the two is close in a short time.And it is long-term resistance to
Thermo-oxidative ageing experimental result is substantially better than using the polyurethane foam of the polyols preparation of the grafting antioxygen agent molecule with physics
Hybrid mode adds the polyurethane foam of antioxidant.
Fig. 2 is the heat oxygen aging resistance tensile strength experimental result of polyurethane foam prepared by different raw material
The heat oxygen aging resistance tensile strength of Fig. 2 polyurethane foams
The embodiment of second aspect of the present invention provides a kind of preparation method of the polyalcohol of above-mentioned grafting antioxygen agent molecule,
By hindered phenol antioxygen and polyalcohol physical mixed it is uniform after be transferred in culture dish, be put into supercritical CO2, adjust CO2Flow,
Reactor pressure and temperature are controlled, reaction obtains the polyalcohol of grafting antioxygen agent molecule after a certain period of time.
In one particular embodiment of the present invention, the preparation method of the polyalcohol of grafting grafting antioxygen agent molecule is specific
For：
A. by 5g 3,5- di-t-butyl -4- hydroxy-phenies propionic acid is uniformly mixed with 10g glycerine, is placed in culture dish；
B. the culture dish equipped with di-t-butyl -4- hydroxy-phenies acrylic acid and glycerol mixture obtained by a steps is placed in
In the reaction kettle of supercritical CO 2 device；
C. CO is adjusted2Flow to reactor pressure is 9MPa, and setting temperature of reaction kettle is 45 DEG C, and isothermal reaction 20min is obtained
To the polyalcohol of grafting antioxygen agent molecule.
According to one embodiment of present invention, the reaction equation of a~c is in the preparation method：
The embodiment of third aspect present invention provides a kind of purposes of the polyalcohol of above-mentioned grafting antioxygen agent molecule, described
Grafting antioxygen agent molecule polyisocyanate compound be widely used in pesticide, medicine, dyestuff, plastics, rubber, adhesive,
The antioxygenic property of corresponding product can be improved in the fields such as coating, fiber.
It can be notable as shown in Fig. 2, the polyisocyanates of above-mentioned grafting antioxygen agent molecule is used to prepare polyurethane foam
Improve the oxidation resistent susceptibility of the polyurethane foam.
The heat oxygen aging resistance tensile strength of Fig. 2 polyurethane foams
The data obtained from above-mentioned Fig. 2 experiments can be seen that the thermo-oxidative ageing experiment by 5000h, using grafting antioxygen
Tensile property of the polyisocyanates of agent molecule as polyurethane foam made of raw material, hence it is evident that better than using polyisocyanic acid
Ester is raw material, and physical mixed adds the tensile property of the polyurethane foam of antioxidant.As it can be seen that grafting antioxidant of the present invention
The polyisocyanates of molecule can significantly improve the oxidation resistent susceptibility of polyurethane foam.
In the description of this specification, if there is term " one embodiment ", " some embodiments ", " specific embodiment " etc.
Description mean particular features, structures, materials, or characteristics described in conjunction with this embodiment or example be contained in the present invention at least
In one embodiment or example.In the present specification, schematic expression of the above terms are not necessarily referring to identical implementation
Example or example.Moreover, the particular features, structures, materials, or characteristics of description can be in any one or more embodiments or example
In can be combined in any suitable manner.
The foregoing is only a preferred embodiment of the present invention, is not intended to restrict the invention, for the skill of this field
For art personnel, the invention may be variously modified and varied.All within the spirits and principles of the present invention, any made by
Modification, equivalent replacement, improvement etc., should all be included in the protection scope of the present invention.
Claims (7)
1. one kind is in supercritical CO2The polyalcohol of middle grafting antioxygen agent molecule, structural formula are shown in formula I
Part A comes from antioxidant in Formulas I, and part B comes from polyalcohol.
2. the polyalcohol of grafting antioxygen agent molecule according to claim 1, which is characterized in that group R shown in Formulas I1、R2
Alkyl respectively containing m carbon atom（-CmH2m+1）Or one kind in hydrogen atom, and the integer that m is 1 ~ 4
Group R3For the alkylidene containing k carbon atom（-CkH2k-）Or the alkenylene containing k carbon atom（-CkH2k-2-）One
Kind, and the integer that k is 1 ~ 3
Group R4(OH)nFor the polyalcohol containing n hydroxyl, and n is the integer more than 1.
3. it is according to claim 1 grafting antioxygen agent molecule polyalcohol, which is characterized in that the antioxidant be containing
The hindered phenol of carboxyl
The hindered phenol containing carboxyl, structural formula are：
Shown group R1、R2Alkyl respectively containing m carbon atom（-CmH2m+1）Or one kind in hydrogen atom, and m is 1 ~ 4
Integer
Group R3For the alkylidene containing k carbon atom（-CkH2k-）Or the alkenylene containing k carbon atom（-CkH2k-2-）One
Kind, and the integer that k is 1 ~ 3.
4. the preparation method of the polyalcohol of the grafting antioxygen agent molecule according to claim 1,2 or 3, it is characterised in that：Contain
There is the hindered phenol antioxygen of carboxyl and the reaction equation of polyalcohol that polyol reaction generates grafting antioxygen agent molecule is：
Shown group R1、R2Alkyl respectively containing m carbon atom（-CmH2m+1）Or one kind in hydrogen atom, and m is 1 ~ 4
Integer
Group R3For the alkylidene containing k carbon atom（-CkH2k-）Or the alkenylene containing k carbon atom（-CkH2k-2-）One
Kind, and the integer that k is 1 ~ 3
Group R4(OH)nFor the polyalcohol containing n hydroxyl, and n is the integer more than 1.
5. the preparation method of the polyalcohol of grafting antioxygen agent molecule according to claim 4, which is characterized in that
A. by 5g 3,5- di-t-butyl -4- hydroxy-phenies propionic acid is uniformly mixed with 10g glycerine, is placed in culture dish；
B. the culture dish equipped with di-t-butyl -4- hydroxy-phenies acrylic acid and glycerol mixture obtained by a steps is placed in super face
Boundary CO2In the reaction kettle of device；
C. CO is adjusted2Flow to reactor pressure is 9MPa, and setting temperature of reaction kettle is 45 DEG C, and isothermal reaction 20min is connect
The polyalcohol of branch antioxygen agent molecule.
6. the preparation method of the polyalcohol of grafting antioxygen agent molecule according to claim 5, it is characterised in that：
The reaction equation of a ~ c in the preparation method.
7. the purposes of the polyalcohol of grafting antioxygen agent molecule according to claim 1, it is characterised in that：
The polyol compound of the grafting antioxygen agent molecule can be widely used for pesticide, medicine, dyestuff, plastics, rubber, gluing
The antioxygenic property of corresponding product can be improved in the fields such as agent, coating, fiber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201810186305.4A CN108409930A (en) | 2018-03-07 | 2018-03-07 | One kind is in supercritical CO2The polyalcohol of middle grafting antioxygen agent molecule |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810186305.4A CN108409930A (en) | 2018-03-07 | 2018-03-07 | One kind is in supercritical CO2The polyalcohol of middle grafting antioxygen agent molecule |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102019210040A1 (en) * | 2019-07-08 | 2021-01-14 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Use of phenolically substituted sugar derivatives as stabilizers, plastics composition, processes for stabilizing plastics and phenolically substituted sugar derivatives |
| CN115108913A (en) * | 2022-06-10 | 2022-09-27 | 梦百合家居科技股份有限公司 | Reactive antioxidant for improving yellowing of memory foam and preparation method thereof |
| CN116102787A (en) * | 2023-02-20 | 2023-05-12 | 上海石化西尼尔化工科技有限公司 | High-temperature-resistant high-pressure-resistant antioxidant and preparation method thereof |
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| US4098709A (en) * | 1975-12-11 | 1978-07-04 | Rohm And Haas Company | Polymeric antioxidant viscosity index improvers |
| CN101225307A (en) * | 2008-02-01 | 2008-07-23 | 利安隆（天津）化工有限公司 | Preparation method of anti-oxidizing agent |
| CN101892112A (en) * | 2010-07-15 | 2010-11-24 | 中国科学院新疆理化技术研究所 | Method for preparing phenolic ester type basic lubricating grease with oxygen resistance |
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