CN116218030A - Anti-core burning and anti-oxidation composition and preparation method and application thereof - Google Patents
Anti-core burning and anti-oxidation composition and preparation method and application thereof Download PDFInfo
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- CN116218030A CN116218030A CN202310248619.3A CN202310248619A CN116218030A CN 116218030 A CN116218030 A CN 116218030A CN 202310248619 A CN202310248619 A CN 202310248619A CN 116218030 A CN116218030 A CN 116218030A
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- 239000000203 mixture Substances 0.000 title claims abstract description 62
- 230000003064 anti-oxidating effect Effects 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title abstract description 30
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 136
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 130
- 150000001412 amines Chemical class 0.000 claims abstract description 67
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- -1 beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester Chemical class 0.000 claims abstract description 59
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
-
- 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
- C08G18/08—Processes
-
- C—CHEMISTRY; METALLURGY
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
-
- C—CHEMISTRY; METALLURGY
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
-
- 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
- C08G2101/00—Manufacture of cellular products
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E30/00—Energy generation of nuclear origin
- Y02E30/30—Nuclear fission reactors
Abstract
The application relates to the technical field of polyurethane auxiliaries, and particularly discloses an anti-core burning and anti-oxidation composition, a preparation method and application thereof. An anti-core burning and anti-oxidation composition comprises the following raw materials in parts by weight: 50-70 parts of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester; 25-50 parts of liquid hindered amine antioxidant; the diphenylamine of the liquid hindered amine antioxidant is grafted with long-chain alkyl with 8-12 carbon atoms, and the carbon atoms are integers. According to the foaming sponge, the liquid hindered amine antioxidant and the hindered phenol antioxidant with the specific structures are selected to be compounded, so that the liquid hindered amine antioxidant and the hindered phenol antioxidant have a synergistic effect in the aspects of core burning resistance and yellowing resistance, the core burning range of the foaming sponge is obviously shortened, the yellowing index is low, the content of organic volatile matters in the final foaming sponge is reduced, and the foaming sponge is safer and more environment-friendly.
Description
Technical Field
The application relates to the technical field of polyurethane auxiliaries, in particular to an anti-core-burning and anti-oxidation composition, a preparation method and application thereof.
Background
Polyurethane foam is classified into hard foam, soft foam and semi-hard foam according to the process. The soft foam is produced by a box foaming process using a soft foam polyester polyol and TDI-65/35, while the hard foam is prepared from a hard foam polyether polyol reacted with a polymeric polyisocyanate. Regardless of the type, the yellowing of polyurethane foam sponges is a problem that has always plagued sponge manufacturers.
In the process of producing the sponge, the common soft foam polyether generates high temperature in the center of the product due to the addition of water, the long-time continuous high temperature can easily cause the coke of the sponge to influence the appearance and the service life, and the generated free radicals can further accelerate aging. Therefore, the antioxidant is generally added in the related art so as to delay the degradation speed of the product in the storage and processing processes, improve the stability and prolong the service life of the product, and thus, play a certain anti-yellowing role.
Antioxidants include, but are not limited to, hindered phenolic antioxidants and hindered amine antioxidants. It is generally believed that the presence of antioxidants may have both positive inhibitory effects on the above yellowing, but may also have negative effects, promoting the occurrence of other types of yellowing. Therefore, the applicant has investigated the anti-yellowing effect of several anti-yellowing agents already available on the market. The compound use of the 2, 6-di-tert-butyl-4-methylphenol and the antioxidant 1076 is better than the single use, but the anti-yellowing effect of the polyether foam sponge is not obvious in the compound use of the two, and the defects of easy caking and high organic volatilization are also present. Similarly, the compound antioxidant prepared by taking the antioxidant 5057 as the main raw material still has the problems of large core burning range and deep yellowing color under the condition of high addition amount of 1 weight percent due to poor formula and technical limitation.
Therefore, development of a novel antioxidant is needed, so that the problems of large core burning range, deep yellowing color and high organic volatilization of the foaming sponge can be solved simultaneously.
Disclosure of Invention
In order to solve the problems of large core burning range, deep yellowing color and high organic matter volatilization of the foaming sponge at the same time, the application provides an anti-core burning and anti-oxidation composition, and a preparation method and application thereof.
In a first aspect, the present application provides an anti-core burn and anti-oxidation composition, which adopts the following technical scheme:
an anti-core burning and anti-oxidation composition comprises the following raw materials in parts by weight:
50-70 parts of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester;
25-50 parts of liquid hindered amine antioxidant;
the structural formula of the liquid hindered amine antioxidant is as follows:
wherein R is 1 And R is 2 Is alkyl with the main chain carbon number of 8-12, and the carbon number is an integer.
By adopting the technical scheme, the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate isomerism stearyl ester and the liquid hindered amine antioxidant with the specific structure have synergistic effect on the aspect of core burning resistance: compared with traditional antioxidants such as 2, 6-di-tert-butyl-4-methylphenol, antioxidant 5057 and the like, the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and the liquid hindered amine antioxidant both have long-chain alkyl groups, have larger molecular weight and have less volatilization loss; the anti-core burning and anti-oxidation composition is applied to the foaming sponge, so that the loss of the content of anti-oxidation active ingredients in the processing process of the foaming sponge is small under the condition of low addition, and the foaming sponge has excellent anti-core burning effect; and the volatile substances in the final foamed sponge product are significantly reduced.
Meanwhile, interaction between the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and the liquid hindered amine antioxidant reduces the possibility of generating color stains by the liquid hindered amine antioxidant, so that the anti-yellowing effect of the anti-core-burning anti-oxidation composition is excellent, and the yellowness index is as low as 35.12.
The beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid isostearyl ester can be dissolved in the liquid hindered amine antioxidant by heating and heat preservation, so that the whole anti-core-burning anti-oxidation composition is in a liquid state, and can be directly added into a foaming sponge, and the problem of moisture absorption and agglomeration of the anti-core-burning anti-oxidation composition is avoided. Meanwhile, the anti-core-burning antioxidant composition has low viscosity, is suitable for pumping, extracting and free adding, and is convenient to use.
Preferably, R in the liquid hindered amine antioxidant 1 And R is 2 Is an alkyl group having 9 to 10 carbon atoms in the main chain.
By adopting the technical scheme, oxidation mainly occurs on the surface of the foaming sponge, so that when the surface antioxidant is consumed, whether the antioxidant in the product can timely migrate to the surface becomes key for playing the role of the product. The liquid hindered amine antioxidant with carbon atoms in the range can migrate to the surface of the foaming sponge in time while having lower volatilization loss.
Optionally, the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1 (0.4-0.8).
Preferably, the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1:0.6.
By adopting the technical scheme, the anti-yellowing and anti-burning composition has more excellent anti-yellowing and anti-burning effects in the weight ratio range.
Optionally, the anti-core-burning anti-oxidation composition is also doped with a phenolic ester antioxidant, and the weight ratio of the doping amount of the phenolic ester antioxidant to the liquid hindered amine antioxidant is (0.13-0.53): 1.
Preferably, the weight ratio of the adding amount of the phenolic ester antioxidant to the liquid hindered amine antioxidant is 0.4:1.
By adopting the technical scheme, the activity of the phenolic ester antioxidant is higher than that of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and the liquid hindered amine antioxidant. The high-activity antioxidant can effectively capture oxidation free radicals or peroxidation free radicals, and at the moment, the low-activity antioxidant can supply hydrogen atoms to regenerate the high-activity antioxidant so as to maintain long-term antioxidant efficacy, so that the three antioxidants can generate synergistic effect after being used in a combined way, and the anti-yellowing and anti-core burning effects of the anti-core burning antioxidant composition are further enhanced. In addition, after the ester group chain is introduced into the traditional shielding phenol structure, the structure of the phenolic ester antioxidant is changed, the molecular weight is increased, and the thermal stability is greatly improved, so that the anti-core-burning anti-oxidation composition can still keep stable at a higher temperature, and the anti-oxidation effect of the phenolic ester antioxidant is exerted.
Optionally, the phenolic ester antioxidant is synthesized by alcoholysis of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isomerism stearyl ester and alcohol substances serving as raw materials under the action of a catalyst, wherein the alcohol substances are thiophenyl ethanol and/or isooctanol.
Preferably, the alcohol in the phenolic ester antioxidant is thiophenylethanol.
By adopting the technical scheme, the phenolic ester antioxidant is prepared from beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isomerism stearyl ester and phenylthio ethanol serving as raw materials; the synergistic effect between the foam sponge and the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and the liquid hindered amine antioxidant is optimal, and the burn-resistant core area of the foam sponge can be reduced to 15.94cm 2 And the yellowness index was reduced to 19.44.
In a second aspect, the present application provides a method for preparing an anti-core-burn antioxidant composition, which adopts the following technical scheme: a preparation method of an anti-core burning and anti-oxidation composition comprises the following steps,
weighing raw materials according to the formula amount;
and (3) stirring and blending the raw materials under the heating condition to obtain the anti-core-burning and anti-oxidation composition.
Through adopting above-mentioned technical scheme, the anti-core burning antioxidation composition that makes of this application is low viscosity liquid, has synergistic effect between its each component to make the foaming sponge can obtain excellent anti-core burning effect, and its yellowing value reduces to 35.12.
And the preparation of the anti-core-burning anti-oxidation composition is simple, and the large-scale production can be realized.
In a third aspect, the application discloses an application of an anti-core burning and anti-oxidation composition, which adopts the following technical scheme;
the application of the anti-core-burning anti-oxidation composition is that the anti-core-burning anti-oxidation composition is added into a foaming sponge, and the adding amount is 0.2-0.8wt%.
Preferably, the anti-core anti-oxidation composition is added in an amount of 0.4wt%.
By adopting the technical scheme, the anti-core burning and anti-oxidation composition prepared by the application can obtain excellent anti-core burning and anti-yellowing effects under the condition of lower addition amount. The anti-core burning and anti-yellowing effects are excellent at the addition amount of 0.4wt% and the cost performance is high.
Drawings
Fig. 1 is a graph showing the foaming effect of the polyurethane foam resin of application example 1 and comparative application example 1 added to the polyurethane foam resin in the same blending amount.
Detailed Description
Liquid hindered amine antioxidant preparation
Preparation example 1
A liquid hindered amine antioxidant prepared according to the following method:
72.72g of triethylamine is poured into a 1L four-neck flask, cooled by ice water bath, and 240mL of prepared hydrochloric acid solution with the concentration of 6.2mol/L is dropped through a constant pressure dropping funnel under the stirring condition; after the hydrochloric acid is dripped, evaporating water in the reaction system to obtain a yellowish solid; placing the solid in a vacuum drying oven, and continuously drying at 100 ℃ for 12 hours to obtain triethylamine hydrochloride;
under the protection of nitrogen, adding diphenylamine into a three-neck flask, heating and melting, keeping a constant temperature, adding ionic liquid and nonene mixed solution into the diphenylamine through a constant pressure titration funnel, wherein the ionic liquid accounts for 25wt% of the weight of the system, the mol ratio of nonene to diphenylamine is 4:1, dripping is completed within 2 hours, adding anhydrous aluminum trichloride as a catalyst, heating to 130 ℃, keeping the temperature, continuously stirring for reacting for 4 hours, and quantitatively tracking the reaction in real time by using liquid chromatography.
PREPARATION EXAMPLES 2 to 4
The liquid hindered amine antioxidant differs from preparation example 1 in that instead of nonene, olefins with different carbon numbers are used, specifically as follows:
in preparation 2, equimolar amounts of decene were used instead of nonene;
in preparation example 3, an equimolar amount of octene was used instead of nonene;
in preparation 4, an equimolar amount of dodecene was used instead of nonene.
Comparative examples 1 to 2 were prepared
The liquid hindered amine antioxidant differs from preparation example 1 in that instead of nonene, olefins with different carbon numbers are used, specifically as follows:
in preparation of comparative example 1, an equimolar amount of butene was used instead of nonene;
in comparative example 2, an equimolar amount of octadecene was used instead of nonene.
Preparation example of phenolic ester antioxidant
Preparation example a
The phenolic ester antioxidant is prepared according to the following steps:
adding phenylthioethanol and 3, 5-methyl ester into a three-mouth reaction flask according to a molar ratio of 1:1, adding a lithium hydroxide catalyst accounting for 0.8 weight percent of the total weight of the phenylthioethanol and the 3, 5-methyl ester, starting stirring, heating, starting a vacuum system, ensuring the reaction pressure to be 0.1MPa, controlling the reaction temperature to be 15 ℃ and controlling the reaction time to be 5 hours. Cooling to 50 ℃ after the reaction is finished, removing a catalyst by reduced pressure suction filtration, and then distilling the filtrate under reduced pressure at the temperature of 0.08MPa and 160 ℃ to remove unreacted raw materials, thereby obtaining the phenolic ester antioxidant.
Preparation example b
The difference between the phenolic antioxidant and the preparation a is that: equimolar amounts of isooctanol were used in place of thiophenylethanol.
Examples
Example 1
An anti-core burning and anti-oxidation composition is prepared by the following preparation method:
50g of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid isostearyl ester and 50g of liquid hindered amine antioxidant are weighed, wherein the liquid hindered amine antioxidant is derived from preparation example 1;
mixing the components, slowly heating to 60 ℃ under the protection of inert gas, fully stirring for 0.5h to uniformly disperse the materials, and filtering to obtain the anti-core-burning anti-oxidation composition.
Examples 2 to 5
An antioxidant composition with burn core based on example 1 is distinguished in that: the weight of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and the weight of the liquid hindered amine antioxidant are different, and the specific steps are as follows:
in example 2, the dosage of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester is 55.5g, the dosage of the liquid hindered amine antioxidant is 44.6g, and the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1:0.8;
in example 3, the dosage of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester is 62.5g, the dosage of the liquid hindered amine antioxidant is 37.5g, and the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1:0.6;
in example 4, the dosage of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester is 70g, the dosage of the liquid hindered amine antioxidant is 30g, and the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1:0.4;
in example 5, 70g of the isomeric stearyl β - (3, 5-di-t-butyl-4-hydroxyphenyl) propionate and 25g of the liquid hindered amine antioxidant were added, and the weight ratio of the isomeric stearyl β - (3, 5-di-t-butyl-4-hydroxyphenyl) propionate to the liquid hindered amine antioxidant was 1:0.35.
Examples 6 to 8
An anti-core antioxidant composition was prepared on the basis of example 3, with the difference that: the sources of the liquid hindered amine antioxidants are different, and the liquid hindered amine antioxidants are specifically as follows:
the liquid hindered amine antioxidant of example 6 was derived from preparation 2;
the liquid hindered amine antioxidant of example 7 was derived from preparation 3;
the liquid hindered amine antioxidant of example 8 was derived from preparation 4.
Examples 9 to 11
An antioxidant composition with anti-burn core is prepared on the basis of the embodiment 3, wherein the difference is that a phenolic ester antioxidant is also added, the phenolic ester antioxidant is derived from the preparation example a, and the adding amount of the phenolic ester antioxidant is as follows:
in the embodiment 9, the adding amount of the phenolic ester antioxidant is 5g, and the weight ratio of the adding amount of the phenolic ester antioxidant to the liquid hindered amine antioxidant is 0.13:1;
the mixing amount of the phenolic ester antioxidant in the embodiment 10 is 15g, and the weight ratio of the mixing amount of the phenolic ester antioxidant to the liquid hindered amine antioxidant is 0.4:1;
the phenolic ester antioxidant was incorporated in an amount of 20g in example 11, and the weight ratio of the phenolic ester antioxidant to the liquid hindered amine antioxidant was 0.53:1.
Example 12
An antioxidant composition having a core burn resistance was prepared on the basis of example 10, except that the phenolic ester antioxidant was derived from preparation b.
Comparative example
Comparative example 1
An anti-core-burning anti-oxidation composition is prepared by mixing 50g of antioxidant 1076 and 50g of antioxidant 5057 under stirring to obtain the anti-core-burning anti-oxidation composition.
Comparative example 2
An anti-core burn antioxidant composition consisting of 50g of antioxidant 1076 and 50g of liquid hindered amine antioxidant, wherein the liquid hindered amine antioxidant is derived from preparation example 1.
Comparative example 3
An anti-core-burn and anti-oxidation composition consists of 50g of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester and 50g of antioxidant 5057.
Comparative example 4
An anti-core burn antioxidant composition consisting of 50g of isostearyl beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate and 50g of a liquid hindered amine antioxidant, wherein the liquid hindered amine antioxidant is derived from preparation comparative example 1.
Comparative example 5
An anti-core burn antioxidant composition consisting of 50g of isostearyl beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate and 50g of a liquid hindered amine antioxidant, wherein the liquid hindered amine antioxidant is derived from preparation comparative example 2.
Application examples and comparative application examples
Application examples 1 to 12 and comparative application examples 1 to 5
A foaming sponge comprises the following components in percentage by weight:
100 parts of polyether 5631D, 580 parts of silicone oil L, 0.4 part of anti-core-burning anti-oxidation composition, 9 parts of water, 0.2 part of catalyst triethylene diamine and 105 parts of isocyanate MDI;
wherein the core burn resistant antioxidant composition is derived from each example and comparative example, respectively;
wherein, the sources of the anti-core burning anti-oxidation composition correspondingly used in each application example are as follows:
TABLE 1 anti-burn core antioxidant composition source
| Application example | Anti-burn core antioxidant composition source | Application example | Anti-burn core antioxidant composition source |
| Application example 2 | Example 2 | Application example 10 | Example 10 |
| Application example 3 | Example 3 | Application example 11 | Example 11 |
| Application example 4 | Example 4 | Application example 12 | Example 12 |
| Application example 5 | Example 5 | Comparative example 1 was used | Comparative example 1 |
| Application example 6 | Example 6 | Comparative example 2 was used | Comparative example 2 |
| Application example 7 | Example 7 | Comparative example 3 was used | Comparative example 3 |
| Application example 8 | Example 8 | Comparative example 4 was used | Comparative example 4 |
| Application example 9 | Example 9 | Comparative example 5 was used | Comparative example 5 |
Application examples 13 to 14
The point of distinction from application example 10 is that: the addition amounts of the anti-core-burning and anti-oxidation compositions are different, and the specific steps are as follows:
in application example 13, the addition amount of the core-burn-resistant antioxidant composition was 0.4wt%;
in application example 14, the amount of the core-burn antioxidant composition added was 0.8wt%.
Performance detection test method
1. And (3) detecting foaming effect:
core burning resistant effect: the core area of the foam sponge was measured, and 20 samples were tested for each application example and comparative application example, and the average value thereof was taken.
Anti-yellowing effect: the yellowness index of the application examples and the application comparative examples was determined with reference to GB/T39822-2021.
2. And (3) detecting the content of organic volatile matters:
reference is made to the standard test method of PB VWL 709. Placing the foam sample in a heated glass tube, continuously and dynamically purging the foam sample into a frozen trap at the temperature of-150 ℃ by using high-purity gas, then raising the temperature to 280 ℃ at the speed of 12 ℃/s, sending the volatile organic matter sample into a gas chromatographic system for separation, and finally detecting each component by using a mass spectrum, thereby achieving the qualitative and quantitative characterization result. This method can be used to determine volatile organic compounds VOC and the fogging component FOG (i.e., semi-volatile organic compounds that condense on the windshield of an automobile) separately.
VOC is defined as the volatile organics with boiling point range or chromatographic retention time between pentane (C5) and twenty-fire (C20), glass tube heating temperature 90 ℃, purge-trap time 30min. Quantifying by taking toluene response as a standard sample;
FOG is defined as an organic substance with a boiling point greater than 280 ℃ and a chromatographic retention time between hexadecane (C16) and triacontane (C32), the heating temperature of the sample in a glass tube is raised to 120 ℃, the purging and trapping time is 60 minutes, and the response of hexadecane is taken as a standard sample to quantify the atomized components.
Detection result
TABLE 2 detection results of application examples 1 to 14 and application comparative examples 1 to 5
It can be seen in combination with application examples 1 to 14 and application comparative examples 1 to 5 and with performance test table 2 and fig. 1:
first, application example 1 is compared with comparative example 1, and comparative example 1 adopts a conventional anti-core burning antioxidant composition, but the synergistic effect of the conventional hindered phenol antioxidant and the hindered amine antioxidant on the anti-core burning is not obvious, and the area of the foaming sponge where the core burning occurs is large, which is up to 43.1cm 2 The method comprises the steps of carrying out a first treatment on the surface of the And after the foaming sponge is foamed for 30min at the high temperature of 220 ℃, the yellowing index is as high as 53.03, and the yellowing resistance effect is poor. In contrast, the core area of the product of application example 1 was small, namely 28.70cm, after the product of application example 1 was used 2 It is apparent from the fact that the core burning area of application example 1 is only 2/3 of that of application comparative example 1, with excellent core burning resistance, as shown in fig. 1. And the center yellowing color is light, the whole color is white, and the anti-yellowing effect is good.
Secondly, application example 1 and application comparative examples 2 to 3 form a single comparison, and the conventional hindered phenol antioxidant and the liquid hindered amine antioxidant used in application comparative example 2 are compounded, so that the effects of core burning resistance and yellowing resistance are poor, and the possible reasons are that: the structural stability of n-stearyl β - (3, 5-di-t-butyl-4-hydroxyphenyl) propionate used in comparative example 2 was weaker than that of the isomeric stearyl β - (3, 5-di-t-butyl-4-hydroxyphenyl) propionate, resulting in a decrease in the antioxidant effect of n-stearyl β - (3, 5-di-t-butyl-4-hydroxyphenyl) propionate; and the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate isomerism stearyl ester has better compatibility with the liquid hindered amine antioxidant, so that the content of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate isomerism stearyl ester in the liquid hindered amine antioxidant is high, and the loss of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate isomerism stearyl ester in the processing process is less.
The conventional liquid hindered amine antioxidant and the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid isostearyl ester are compounded in the comparative example 3, and the anti-core burning and anti-yellowing effects are poor, so that the conventional liquid hindered amine antioxidant and the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid isostearyl ester have poor synergistic effect when being compounded and used, and even can appear under a certain mixing amount ratio, and the conventional liquid hindered amine antioxidant and the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid isostearyl ester have anti-synergistic effect.
Thirdly, application example 1 and application comparative examples 4 to 5 form a single comparison, the alkyl segment of the liquid hindered amine antioxidant of application comparative example 4 is short, the alkyl segment of the liquid hindered amine antioxidant of application comparative example 5 is too long, and the antioxidation effect of application comparative examples 4 to 5 is poor, so that it can be seen that: the alkyl chain segment of the liquid hindered amine antioxidant is too short and is easy to volatilize and lose, so that an excellent antioxidation effect cannot be achieved, and the liquid hindered amine antioxidant is too long to cause too large molecular weight and difficult to migrate to the surface of the foaming sponge, so that the effects of high-efficiency core burning resistance and yellowing resistance are achieved.
Fourth, application examples 3 and 9 of the present application form a single comparison, and it can be seen that the phenolic antioxidants added can play a more excellent role in core burning resistance and yellowing resistance.
The present embodiment is merely illustrative of the present application and is not intended to be limiting, and those skilled in the art, after having read the present specification, may make modifications to the present embodiment without creative contribution as required, but is protected by patent laws within the scope of the claims of the present application.
Claims (10)
1. The anti-core burning and anti-oxidation composition is characterized by comprising the following raw materials in parts by weight:
50-70 parts of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester;
25-50 parts of liquid hindered amine antioxidant;
the structural formula of the liquid hindered amine antioxidant is as follows:
wherein R is 1 And R is 2 Is alkyl with the main chain carbon number of 8-12, and the carbon number is an integer.
2. A core burn resistant antioxidant composition as recited in claim 1 wherein R in said liquid hindered amine antioxidant 1 And R is 2 Is an alkyl group having 9 to 10 carbon atoms in the main chain.
3. The anti-core-burning and anti-oxidation composition according to claim 1, wherein the weight ratio of the beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isostearyl ester to the liquid hindered amine antioxidant is 1 (0.4-0.8).
4. A core-burn antioxidant composition as set forth in claim 3 wherein the weight ratio of said isostearyl β - (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate to said liquid hindered amine antioxidant is 1:0.6.
5. The anti-core-burn antioxidant composition according to claim 1, wherein the anti-core-burn antioxidant composition is further doped with a phenolic ester antioxidant, and the weight ratio of the phenolic ester antioxidant to the liquid hindered amine antioxidant is (0.13-0.53): 1.
6. The core-burn antioxidant composition of claim 5 wherein the phenolic ester antioxidant is incorporated in a weight ratio to the liquid hindered amine antioxidant of 0.4:1.
7. The anti-core-burning and anti-oxidation composition according to claim 6, wherein the phenolic antioxidant is prepared by alcoholysis of beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid isomerism stearyl ester and an alcohol substance serving as raw materials under the action of a catalyst, wherein the alcohol substance is thiophenylethanol and/or isooctanol.
8. The core-burn resistant and antioxidant composition of claim 7 wherein the phenolic antioxidant is thiophenylethanol.
9. The method for preparing an anti-core burn antioxidation composition according to any one of claims 1 to 8, comprising the steps of weighing raw materials according to the formula amount; and (3) stirring and blending the raw materials under the heating condition to obtain the anti-core-burning and anti-oxidation composition.
10. Use of an anti-burn core anti-oxidant composition according to any one of claims 1 to 8, characterized in that the anti-burn core anti-oxidant composition is added to a foaming sponge in an amount of 0.2 to 0.8wt%.
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