CN117285781B - High-temperature-resistant and easy-to-release rubber composition and preparation method thereof - Google Patents

High-temperature-resistant and easy-to-release rubber composition and preparation method thereof Download PDF

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CN117285781B
CN117285781B CN202311193278.0A CN202311193278A CN117285781B CN 117285781 B CN117285781 B CN 117285781B CN 202311193278 A CN202311193278 A CN 202311193278A CN 117285781 B CN117285781 B CN 117285781B
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rubber composition
release agent
easy
high temperature
release
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CN117285781A (en
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李伟凯
李旭军
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Qingzhou Zhongrui Industry And Trade Co ltd
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Qingzhou Zhongrui Industry And Trade Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
    • C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2206—Oxides; Hydroxides of metals of calcium, strontium or barium
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2217—Oxides; Hydroxides of metals of magnesium
    • C08K2003/2224—Magnesium hydroxide
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2227—Oxides; Hydroxides of metals of aluminium
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/08—Stabilised against heat, light or radiation or oxydation

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The invention provides a high-temperature-resistant and easy-to-release rubber composition, which comprises, by mass, 20-60 parts of a rubber matrix; 0.1-0.5 part of initiator; 0.5-1.5 parts of modified internal release agent; 5-20 parts of flame retardant; 1-5 parts of an auxiliary agent; wherein the modified internal release agent is the reaction product of a double bond-containing silane coupling agent, pinene and a derivative thereof modified vegetable oil. The invention uses vegetable oil as raw material of the internal mold release agent for modification, which is more environment-friendly than the existing products using mineral oil as the internal mold release agent; the obtained modified internal release agent is added into the rubber composition together with the inorganic flame retardant, so that the problems of poor compatibility of the existing flame retardant and the release agent with the rubber composition and influence on the mechanical properties of the rubber can be solved, the heat resistance of the rubber composition can be further enhanced, the release effect of the rubber composition can be improved, and the rubber composition is more beneficial to industrial production and application.

Description

High-temperature-resistant and easy-to-release rubber composition and preparation method thereof
Technical Field
The invention relates to the technical field of preparation of high polymer materials, in particular to a high-temperature-resistant rubber composition easy to demould and a preparation method thereof.
Background
With the continuous development of human society, the synthetic polymer material gradually becomes an indispensable substance in the production and life of people, and plastic, rubber, fiber and the like are applied to aspects of human production and life as three-large synthetic materials, so the synthetic material which has lower cost, is more environment-friendly in molding processing and is beneficial to secondary processing is one of the research important points in the field of the synthetic polymer material in the world today.
In some cases, it is desirable that the rubber have some special properties, such as flame retardant properties. In order to improve the flame retardant property, a method generally adopted in the prior art is to add a flame retardant. Commonly used flame retardants include phosphorus and nitrogen based flame retardants, halogen containing flame retardants or inorganic flame retardants (such as magnesium hydroxide, aluminum hydroxide or calcium hydroxide, etc.). However, phosphorus-nitrogen flame retardants tend to produce smoke during the processing and use of the materials. The halogen-containing flame retardant is easy to generate hydrogen halide gas in the use process, and has great harm to the environment and human body. The inorganic flame retardant is clean, pollution-free, wide in source and low in price, but the flame retardant effect can be shown only under the condition of larger addition amount; and, the larger the addition amount of the inorganic flame retardant is, the larger the negative influence on the mechanical properties of the material is.
In general, a method for reducing the influence of inorganic flame retardants on the mechanical properties of materials is to add coupling agents, such as silane coupling agents. The prior art discloses a flame-retardant ethylene-propylene rubber which is prepared by mixing ethylene-propylene-diene monomer, magnesium hydroxide or aluminum hydroxide, unsaturated carboxylic acid and peroxide, and then vulcanizing. Wherein the unsaturated carboxylic acid is methacrylic acid, acrylic acid or undecylenic acid. However, the tensile strength of the hydroxide/ethylene propylene diene monomer system surface treated by the silane coupling agent is not improved basically, and the use requirement is generally not met. The hydroxide/ethylene propylene diene monomer rubber treated by the unsaturated carboxylic acid has very low mechanical properties, and has great difficulty in opening a die and demolding the product in the production process of the product due to the effect of the unsaturated carboxylic acid, thus being unfavorable for production and use.
It is therefore important in the development of the related art to provide an environmentally friendly, high temperature resistant, and simultaneously easy to release rubber composition.
Disclosure of Invention
The invention aims to: the invention aims to provide a high-temperature-resistant and easy-to-demold rubber composition and a preparation method thereof, so as to improve the phenomenon of poor mechanical properties in the existing rubber composition added with an inorganic flame retardant auxiliary agent, enhance the heat resistance of the composition, reduce the pollution to the environment and improve the problem of difficult demolding.
The technical scheme of the invention is as follows:
a high-temperature-resistant and easy-to-release rubber composition comprises, by mass,
20-60 Parts of a rubber matrix;
0.1-0.5 part of initiator;
0.5-1.5 parts of modified internal release agent;
5-20 parts of flame retardant;
1-5 parts of an auxiliary agent;
Wherein the modified internal release agent is the reaction product of a double bond-containing silane coupling agent, pinene and a derivative thereof modified vegetable oil.
In some embodiments, the rubber matrix is selected from one or more of natural rubber, neoprene rubber, brominated butyl rubber, nitrile rubber, ethylene propylene diene rubber, butadiene rubber, and styrene butadiene rubber, and is not limited to the above.
In some embodiments, the initiator is selected from one or more of azo-based initiators, peroxides, persulfates, and redox initiators, in particular, the initiator is selected from one or more combinations of azobisisobutyronitrile, azobisisoheptonitrile, dibenzoyl peroxide, diisobutanoyl peroxide.
In some embodiments, the flame retardant is an inorganic flame retardant, and may be specifically selected from one or more of magnesium hydroxide, antimony oxide, aluminum hydroxide, and calcium hydroxide.
In some embodiments, the mass ratio of the modified internal mold release agent to the flame retardant is 1:8-10.
In some embodiments, the adjuvants include, but are not limited to, antioxidants, light stabilizers, heat stabilizers, pigments, lubricants, matting agents.
In some embodiments, the preparation method of the modified internal release agent comprises the steps of reacting vegetable oil under an acidic condition to obtain vegetable oleyl alcohol, and then respectively reacting a double-bond-containing silane coupling agent, pinene and derivatives thereof with the vegetable oleyl alcohol to obtain the modified internal release agent.
In some embodiments, the reacting the vegetable oil under acidic conditions specifically comprises: dropwise adding hydrogen peroxide into a mixed system of vegetable oil, acetic acid and a catalyst, and carrying out a first heat preservation reaction after the dropwise adding to obtain an intermediate product 1; and (3) dropwise adding acetic acid into the intermediate product 1, and carrying out a second heat preservation reaction after the dropwise adding is finished to obtain the vegetable oleyl alcohol.
In some embodiments, the pinene and derivatives thereof are selected from one or more of α -pinene, β -pinene, dipentene pinene, camphene.
In some embodiments, the vegetable oil is a triglyceride having a double bond in its structural formula; specifically, the vegetable oil is selected from one or more of rapeseed oil, peanut oil and castor oil.
In some embodiments, the double bond containing silane coupling agent may be KH570.
In some embodiments, the double bond containing silane coupling agent, pinene and derivatives thereof are added in a molar ratio of 1-2:1, preferably, the adding mole ratio of the silane coupling agent containing double bonds, pinene and derivatives thereof is 2:1.
In another aspect, the application also provides the high-temperature-resistant and easy-to-release rubber composition and a preparation method thereof, and the preparation method specifically comprises the step of mixing raw materials according to the formula to obtain the high-temperature-resistant and easy-to-release rubber composition.
The beneficial effects are that:
The application uses vegetable oil as raw material of the internal mold release agent for modification, which is more environment-friendly than the existing products using mineral oil as the internal mold release agent; the modified internal release agent is obtained by jointly modifying the vegetable oil with the silane coupling agent, the pinene and the derivative thereof, and is added into the rubber composition together with the inorganic flame retardant, so that the problems of poor compatibility of the conventional inorganic flame retardant, the release agent and the rubber composition and influence on the mechanical properties of the rubber can be solved, the heat resistance of the rubber composition can be further enhanced, the release effect of the rubber composition can be improved, and the rubber composition is more beneficial to industrial production and application.
Detailed Description
The invention will be described below in connection with specific embodiments. The following examples are illustrative of the present invention and are not intended to limit the present invention. Other combinations and various modifications within the spirit of the invention may be made without departing from the spirit or scope of the invention.
The chemical reagents used in the invention are all common commercial analytical pure unless specified. Example rapeseed oil was purchased from Anhuifeng oil Limited liability company; the castor oil was purchased from guangzhou open forest chemical company; the 732# strong acid cationic resin catalyst is purchased from national drug group chemical reagent.
Preparation of modified internal Release agent 1
200ML of 30% hydrogen peroxide is dripped into a mixed system of 0.03mol of rapeseed oil, 0.5mol of acetic acid and 0.5g of 732# strong acid cationic resin catalyst, the dripping time is controlled to be 2 hours, the temperature is kept at 60 ℃ after the dripping is finished, the reaction is carried out for 4 hours, and the catalyst resin is separated and filtered to obtain an intermediate product 1. Washing with deionized water, accessing diethyl ether, and drying under reduced pressure to obtain refined intermediate 1.
0.01Mol of refined intermediate 1 is added into a reactor, 0.5mol of acetic acid is added dropwise into the reactor, the dropwise adding time is controlled to be 1h, and the reaction is carried out for 4 hours at 50 ℃ after the dropwise adding is finished, so as to obtain an intermediate 2. Washing with deionized water, accessing with diethyl ether, and drying under reduced pressure to obtain vegetable oleyl alcohol.
Adding 0.01mol of vegetable oleyl alcohol, 0.02mol of KH570 and 0.01mol of safrole into a reactor which is dehydrated at high temperature for reaction, slowly adding 2mmol of phosphazene base into the reactor by using a syringe under the protection of argon, wherein the reaction temperature is 25 ℃, and the reaction time is 1h, thus obtaining the compound 1.
Preparation of modified internal Release agent 2
The modified internal mold release agent 2 was prepared by referring to the modified internal mold release agent 1, except that the KH570 and safrole were added in amounts of 0.01mol and 0.01mol, respectively.
Preparation of modified internal Release agent 3
The modified internal mold release agent 3 was prepared by referring to the modified internal mold release agent 1, except that the KH570 and safrole were added in amounts of 0.01mol and 0.02mol, respectively.
Preparation of modified internal Release agent 4
The modified internal mold release agent 4 was prepared by referring to the modified internal mold release agent 1, except that castor oil was used instead of rapeseed oil.
Preparation of modified internal Release agent 5
The modified internal mold release 5 was prepared by referring to the modified internal mold release 1, except that β -pinene was used instead of safrole.
Preparation of internal Release agent 6
The preparation method of the internal mold release agent 6 was conducted with reference to the modified internal mold release agent 1, except that the addition amounts of KH570 and safrole were 0.03mol and 0mol, respectively.
Preparation of internal Release agent 7
The preparation method of the internal mold release agent 7 was referred to the modified internal mold release agent 1, except that the addition amounts of KH570 and safrole were 0mol and 0.05mol, respectively.
Internal mold release agent 8
Rapeseed oil is the internal mold release agent 8.
Examples 1 to 5
Ethylene propylene diene monomer rubber (rubber matrix), azodiisobutyronitrile (initiator), aluminum hydroxide (flame retardant), antioxidant 1010 (antioxidant) and the modified internal mold release agent 1-5 prepared by the above steps are weighed and mixed according to mass ratio, and the high temperature resistant and easy mold release rubber compositions 1-5 of the examples 1-5 are respectively obtained. The specific addition amounts are shown in table 1:
Table 1 raw material formulation tables of examples 1 to 5
Comparative example 1
The preparation method of comparative example 1 was conducted with reference to example 1, except that the internal mold release agent 6 was used in place of the modified internal mold release agent 1 for addition, and the other preparation steps were the same as in example 1. The resultant product was designated as rubber composition 6.
Comparative example 2
The preparation method of comparative example 2 was conducted with reference to example 1, except that the internal mold release agent 7 was used in place of the modified internal mold release agent 1 for addition, and the other preparation steps were the same as in example 1. The resultant product was designated as rubber composition 7.
Comparative example 3
The preparation method of comparative example 3 was conducted with reference to example 1, except that the internal mold release agent 8 was used in place of the modified internal mold release agent 1 for addition, and the other preparation steps were the same as in example 1. The resultant product was designated as rubber composition 8.
Comparative example 4
Comparative example 4 the preparation method was as described in example 1, except that the modified internal mold release agent 1 was added in an amount of 0 parts.
Test experiment:
experiment 1: the rubber composition was kneaded, vulcanized and then the rubber product was taken out by opening the mold, and the release tension was measured.
Experiment 2: the limiting oxygen index of the rubber articles described above was tested according to GB/T8924.
Experiment 3: the tensile strength of the rubber articles described above was measured according to GB/T1447.
The test data are shown in table 2.
TABLE 2 test result data for experiments 1-3
It is apparent from the table that the flame retardant effect of the rubber composition can be further enhanced by compounding the modified internal mold release agent obtained by modifying the vegetable oil with both the silane coupling agent, pinene and derivatives thereof provided by the present application with the inorganic flame retardant in the rubber composition. The modified internal release agent is used, and after being modified by the silane coupling agent, the modified internal release agent has better compatibility with a rubber system and better dispersion condition; the pinene and the derivative thereof can make up the problem of insufficient mechanical properties of an ethylene propylene diene monomer system after being modified, so that the obtained rubber composition has excellent high temperature resistance, good demolding effect, and the mechanical properties are provided, and the rubber composition is suitable for industrial production and use.
The present invention is capable of other and further embodiments and its several details are capable of modification and variation in light of the present invention, as will be apparent to those skilled in the art, without departing from the spirit and scope of the invention as defined in the appended claims.

Claims (9)

1. The high-temperature-resistant and easy-to-release rubber composition is characterized by comprising the following components in parts by mass:
20-60 parts of a rubber matrix;
0.1-0.5 part of initiator;
0.5-1.5 parts of modified internal release agent;
5-20 parts of flame retardant;
1-5 parts of an auxiliary agent;
Wherein the modified internal release agent is the reaction product of a silane coupling agent containing double bonds and one of safrole and beta-pinene modified vegetable oil.
2. The high temperature resistant, easy to release rubber composition according to claim 1, wherein the flame retardant is selected from one or more of magnesium hydroxide, aluminum hydroxide, calcium hydroxide.
3. The high temperature resistant and easy-to-release rubber composition according to claim 1, wherein the mass ratio of the modified internal mold release agent to the flame retardant is 1:8-10.
4. The high temperature resistant, easy release rubber composition according to claim 1, wherein the modified internal mold release agent is prepared by a process comprising: and (3) reacting the vegetable oil under an acidic condition to obtain vegetable oleyl alcohol, and then reacting one of a silane coupling agent containing double bonds and safrole and beta-pinene with the vegetable oleyl alcohol to obtain the modified internal release agent.
5. The high temperature resistant, easy to release rubber composition according to claim 4, wherein said reacting vegetable oil under acidic conditions comprises: dropwise adding hydrogen peroxide into a mixed system of vegetable oil, acetic acid and a catalyst, and carrying out a first heat preservation reaction after the dropwise adding to obtain an intermediate product 1; and (3) dropwise adding acetic acid into the intermediate product 1, and carrying out a second heat preservation reaction after the dropwise adding is finished to obtain the vegetable oleyl alcohol.
6. The high temperature resistant, easy to release rubber composition according to claim 5, wherein the temperature of the first incubation reaction is 70-50 ℃ and the incubation time is 3-6h; the temperature of the second heat preservation reaction is 40-60 ℃, and the heat preservation time is 3-6h.
7. The high temperature resistant, easy to release rubber composition according to claim 1 or 4, wherein the vegetable oil is a triglyceride.
8. The high temperature resistant, easily releasable rubber composition as claimed in claim 1 or 4, wherein the double bond-containing silane coupling agent is KH570.
9. The process for producing a high temperature resistant, easily releasable rubber composition as claimed in any one of claims 1 to 8, comprising mixing the raw materials according to the above-mentioned formulation to obtain the high temperature resistant, easily releasable rubber composition.
CN202311193278.0A 2023-09-15 2023-09-15 High-temperature-resistant and easy-to-release rubber composition and preparation method thereof Active CN117285781B (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101195577A (en) * 2007-12-13 2008-06-11 天津工业大学 Method for preparing polylol with soybean oil
CN102153814A (en) * 2010-01-22 2011-08-17 福特全球技术公司 Rubber compositions containing an oil blend of a petroleum oil and a biobased oil and methods of making the same
CN104945256A (en) * 2015-05-13 2015-09-30 广州市海珥玛植物油脂有限公司 Preparation method for vegetable oil polyhydric alcohols, vegetable oil polyhydric alcohols and application
CN117327350A (en) * 2022-07-01 2024-01-02 住友橡胶工业株式会社 Rubber composition for sheet conveying roller and sheet conveying roller

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101195577A (en) * 2007-12-13 2008-06-11 天津工业大学 Method for preparing polylol with soybean oil
CN102153814A (en) * 2010-01-22 2011-08-17 福特全球技术公司 Rubber compositions containing an oil blend of a petroleum oil and a biobased oil and methods of making the same
CN104945256A (en) * 2015-05-13 2015-09-30 广州市海珥玛植物油脂有限公司 Preparation method for vegetable oil polyhydric alcohols, vegetable oil polyhydric alcohols and application
CN117327350A (en) * 2022-07-01 2024-01-02 住友橡胶工业株式会社 Rubber composition for sheet conveying roller and sheet conveying roller

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