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CN110684236B - Hyperbranched starch modified zinc oxide and preparation method and application thereof - Google Patents

Hyperbranched starch modified zinc oxide and preparation method and application thereof Download PDF

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CN110684236B
CN110684236B CN201910952302.1A CN201910952302A CN110684236B CN 110684236 B CN110684236 B CN 110684236B CN 201910952302 A CN201910952302 A CN 201910952302A CN 110684236 B CN110684236 B CN 110684236B
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starch
zinc oxide
hyperbranched
stirring
modified zinc
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CN110684236A (en
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徐晓鹏
侯丹丹
张春生
潘思宇
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Zhongce Rubber Group Co Ltd
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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
    • C08K9/00Use of pretreated ingredients
    • C08K9/08Ingredients agglomerated by treatment with a binding agent
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B30/00Preparation of starch, degraded or non-chemically modified starch, amylose, or amylopectin
    • C08B30/12Degraded, destructured or non-chemically modified starch, e.g. mechanically, enzymatically or by irradiation; Bleaching of starch
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00Preparation of derivatives of starch
    • 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
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/18Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20Oxides; Hydroxides
    • C08K3/22Oxides; Hydroxides of metals
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00Compositions of unspecified rubbers
    • 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
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/18Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20Oxides; Hydroxides
    • C08K3/22Oxides; Hydroxides of metals
    • C08K2003/2296Oxides; Hydroxides of metals of zinc
    • 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
    • C08K2201/00Specific properties of additives
    • C08K2201/011Nanostructured additives

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Abstract

The invention relates to the field of rubber processing, in particular to hyperbranched starch modified zinc oxide and a preparation method and application thereof. The modified zinc oxide is modified by hyperbranched hydrophobic starch, and is in a nano form and uniformly and stably distributed on the surface of the hyperbranched hydrophobic starch. The zinc oxide can be uniformly dispersed in a rubber matrix, has stable property, does not have agglomeration phenomenon, solves the aeipathia of the traditional zinc oxide, and can better exert the effects of vulcanization activity, reinforcement and the like.

Description

Hyperbranched starch modified zinc oxide and preparation method and application thereof
Technical Field
The invention relates to the field of rubber processing, in particular to hyperbranched starch modified zinc oxide and a preparation method and application thereof.
Background
Zinc oxide is an oxide of zinc, is poorly soluble in water, and is soluble in acids and strong bases. Zinc oxide is a relatively common chemical additive, and can be widely applied to the fields of plastics, rubber, silicate products, lubricating oil, paint, ointment, adhesives, food, batteries, flame retardants and the like. The rubber industry is the first major user of zinc oxide, and during the vulcanization molding process of rubber products, zinc oxide is a good vulcanization activator, and zinc oxide has certain vulcanization and reinforcement effects on rubber. Because zinc oxide can be combined with rubber molecular chains at a molecular level, the service performance of the rubber material can be improved, and the characteristics of finished products such as: the zinc oxide can obviously improve the performances of the rubber product such as tensile strength, heat conductivity, tear resistance, wear resistance and the like; in the processing technology, the scorching time of the rubber compound can be prolonged, and the processing safety is also very favorable.
However, the zinc oxide particles have extremely high surface energy, are in a thermodynamically unstable state and are easy to agglomerate, so that the defect of agglomeration of particles in a rubber matrix is easily caused; and the surface of the zinc oxide is hydrophilic and oleophobic, has poor compatibility with an oily rubber matrix, has relatively poor dispersion performance and is easy to cause the defect of an interface. These properties all cause the problems of low performance, short service life and the like of the zinc oxide-rubber composite material.
Chinese invention patent (publication No. CN106380643A, published: 2017.02.08) discloses modified zinc oxide, a preparation method thereof and application thereof in rubber products. The modified zinc oxide comprises the following components in parts by weight: 8-15 parts of water, 0.01-0.1 part of sodium hydroxide, 2-6 parts of zinc oxide and 0.5-2 parts of tetraethyl orthosilicate; the modified oxidant is used for preparing rubber products. The modified zinc oxide promotes the uniform distribution of zinc oxide, carries out modification treatment on the surface of the zinc oxide, generates silicon dioxide by hydrolyzing tetraethyl orthosilicate in a solution, coats the silicon dioxide on the surface of the zinc oxide, avoids direct contact between latex and the zinc oxide, can be added, stirred, mixed and matured together with ingredients such as sulfur and the like during maturation, and enables the silicon dioxide on the outer layer of the zinc oxide to be corroded by alkali during high-temperature vulcanization so as to fully exert the vulcanization activation effect, and the preparation method and the application thereof in rubber products. The method adopts a wrapping method, but does not relate to the problem of particle agglomeration of zinc oxide in a rubber matrix.
The Chinese invention patent (publication No. CN107226927A, published: 2017.10.03) discloses a preparation method of modified nano zinc oxide for fatigue-resistant rubber, which comprises primary modification and coating of an antimony chloride film. The agglomeration degree of the modified nano zinc oxide prepared in the patent is reduced, the nano particles are uniform in size by controlling the conditions of all the steps, the compatibility of natural rubber and a filler can be improved, the carbon black is uniformly dispersed in the rubber, the microstructure of the natural rubber is changed, a uniformly distributed cross-linked network is formed, the stress borne by the rubber is uniformly distributed, stress concentration points are reduced, the tearing resistance and the dynamic fatigue resistance of a rubber material are improved, the thermal aging resistance of the rubber is improved to a certain extent, and the application range of the nano zinc oxide is expanded. However, antimony chloride is a dangerous product, and the production of the product is limited.
Disclosure of Invention
In order to solve the technical problems of low performance, short service life and the like of a zinc oxide-rubber composite material, the invention aims to provide modified zinc oxide, which can be uniformly dispersed in a rubber matrix, has stable property, does not have agglomeration phenomenon, solves the aeipathia of the traditional zinc oxide, and can better exert the effects of vulcanization activity, reinforcement and the like.
In order to achieve the purpose, the invention adopts the following technical scheme:
the modified zinc oxide is modified by hyperbranched hydrophobic starch, and is in a nano form and uniformly and stably distributed on the surface of the hyperbranched hydrophobic starch.
Preferably, the mass ratio of the hyperbranched hydrophobic starch to the zinc oxide is 1: 1-20: 1, preferably 2: 1-10: 1.
Preferably, the starch of the hyperbranched hydrophobic starch is one or a mixture of corn starch, cassava starch, sweet potato starch or mung bean starch.
Preferably, the preparation method of the hyperbranched hydrophobic starch comprises the following steps: 1) performing enzymolysis on starch to obtain hyperbranched starch, and 2) adding a coupling agent and stearic acid into the hyperbranched starch and uniformly mixing; (ii) a Preferably, the amylase is alpha-amylase, beta-amylase or dehydrated glycosidase, and the dosage of the amylase is 0.01-0.03 percent of the mass of the starch; preferably, the coupling agent is one of KH550, KH570, tetraethyl titanate, tetrabutyl titanate and triisopropyl aluminate, and the dosage of the coupling agent is 0.8-1.6% of the mass of the starch.
It is another object of the present invention to provide a method for preparing the modified zinc oxide, which comprises the following steps:
1) adding a certain amount of starch into deionized water, heating to boil under reflux, and stirring at high speed to dissolve completely. After dissolving, adjusting the pH value to 3.5-4.5 by using a dilute hydrochloric acid solution, adding amylase, and continuously reacting for a period of time under a reflux state; after the reaction is finished, cooling the reactant to room temperature, filtering out precipitates, and drying to obtain hyperbranched starch;
2) heating the starch prepared in the step 1) to 65-75 ℃, performing ultrasonic treatment for 10-20min, then adding a certain amount of coupling agent, stirring for reaction for 10-20min, then adding stearic acid, continuing stirring for 15-25min, and finally drying in an oven to obtain hyperbranched hydrophobic starch;
3) dissolving inorganic zinc salt in absolute ethyl alcohol, then dripping absolute ethyl alcohol sodium hydroxide solution into the absolute ethyl alcohol sodium hydroxide solution, violently stirring the solution at normal temperature to form gel, adding a crystal growth regulator, and stirring the gel for later use;
4) adding the hyperbranched hydrophobic starch prepared in the step 2) into the gel in the step 3), stirring at a high speed at the temperature of 55-65 ℃ for reaction for 1-2h, and then carrying out vacuum filtration, drying and grinding to obtain the hyperbranched starch modified zinc oxide.
Preferably, the amylase in the step 1) is alpha-amylase, beta-amylase or anhydroglycosidase, and the dosage of the amylase is 0.01-0.03% of the mass of starch.
Preferably, the coupling agent in the step 2) is one of KH550, KH570, tetraethyl titanate, tetrabutyl titanate and triisopropyl aluminate, and the dosage of the coupling agent is 0.8-1.6% of the mass of the starch.
Preferably, the ultrasonic power of the ultrasonic treatment in the step 2) is 100-300W.
Preferably, the crystal growth regulator in the step 3) is boron nitride, and the amount of the boron nitride is 0.1-0.6% of the mass of the inorganic zinc salt.
The invention also aims to provide the modified zinc oxide used as a vulcanization activator in rubber processing.
Another object of the present invention is to provide a rubber composition comprising the modified zinc oxide.
It is another object of the present invention to provide a tire comprising a vulcanizate of said rubber composition.
Compared with the prior art, the invention has the following technical beneficial effects:
(1) the invention controls the hydrolysis degree of the starch by controlling the reaction time, the enzyme dosage, the reaction pH and the like, so that more branched chains are generated on the molecular chain of the starch, and the hyperbranched starch is prepared. Then, the reaction of inorganic zinc salt and sodium hydroxide to generate zinc oxide is carried out on a micro water film adsorbed on the surface of the starch by utilizing polar groups such as a large number of hydroxyl groups on the surface of the starch, and the nano zinc oxide with uniform particles is generated under the action of boron nitride. The zinc oxide can be combined with active hydroxyl on the surface of the starch to form a covalent bond, so that the zinc oxide is uniformly and stably distributed on the surface of the starch to form the hyperbranched starch modified zinc oxide with stable structure. The higher the degree of branching of the starch, the more bound zinc oxide is formed on the starch surface.
(2) The hyperbranched starch modified zinc oxide is used for rubber processing, and because zinc oxide particles are uniformly distributed on the surface of the starch, and the starch can be rapidly and uniformly dispersed into the rubber matrix under the action of stearic acid and the like, the hyperbranched starch modified zinc oxide is equivalent to the situation that zinc oxide is uniformly dispersed into the rubber matrix, has stable property, can not generate agglomeration, solves the aeipathia of the traditional zinc oxide, and can better exert the effects of vulcanization activity, reinforcement and the like.
Drawings
FIG. 1 is a scanning electron micrograph of two zinc oxides, wherein FIG. 1A shows a common commercially available nano zinc oxide, and FIG. 1B shows a hyperbranched starch-modified zinc oxide prepared in example 1.
FIG. 2 is a sectional electron micrograph of each sample, A, example 1; B. example 2; C. comparative example.
Detailed Description
The invention is further described with reference to specific examples, but the scope of the invention is not limited thereto.
Example 1
A preparation method of hyperbranched starch modified zinc oxide comprises the following steps:
(1) 100kg of cassava starch is added into deionized water, heated to boiling under a reflux state, and stirred at a high speed until the cassava starch is completely dissolved. After dissolution, the pH was adjusted to about 4.0 with 0.1mol/L hydrochloric acid solution, and 15g of alpha-amylase was added, and the reaction was continued for 1.5 hours under reflux. After the reaction is finished, cooling the reactant to room temperature, filtering out precipitates, and drying to obtain the hyperbranched starch.
(2) Heating the starch prepared in the step (1) to about 70 ℃, carrying out ultrasonic treatment for 15min at the ultrasonic power of 100W, then adding 1.2kg of tetraethyl titanate, stirring for reaction for 15min, then adding 0.5kg of stearic acid, continuing stirring for 20min, and finally drying in an oven to obtain the hyperbranched hydrophobic starch.
(3) Dissolving 40kg of zinc acetate in absolute ethyl alcohol, then dripping 0.1mol/L of absolute ethyl alcohol sodium hydroxide solution into the zinc acetate, violently stirring the zinc acetate solution at normal temperature to form gel, adding 80g of boron nitride, and stirring the gel for later use;
(4) and (3) adding the hyperbranched hydrophobic starch prepared in the step (2) into the gel in the step (3), stirring at a high speed for reaction for 1.5h at a temperature of about 60 ℃, and then carrying out reduced pressure suction filtration, drying and grinding to obtain the hyperbranched starch modified zinc oxide.
The hyperbranched starch-modified zinc oxide prepared in example 1 was characterized by a scanning electron microscope, and the results are shown in fig. 1B, from which it can be seen that the zinc oxide particles are uniform in size and are distributed uniformly on the surface of the starch matrix. FIG. 1A shows a conventional commercially available nano zinc oxide, which is seen to be relatively non-uniform in particle size and to clump together.
Example 2
A preparation method of hyperbranched starch modified zinc oxide comprises the following steps:
(1) 120kg of corn starch was added to deionized water, heated to boiling under reflux, and stirred at high speed until completely dissolved. After dissolution, the pH was adjusted to about 4.0 with 0.1mol/L hydrochloric acid solution, and 24g of anhydroglycosidase was added to continue the reaction under reflux for 1.2 hours. After the reaction is finished, cooling the reactant to room temperature, filtering out precipitates, and drying to obtain the hyperbranched starch.
(2) Heating the starch prepared in the step (1) to about 70 ℃, carrying out ultrasonic treatment for 15min at the ultrasonic power of 120W, then adding 2kg of tetraethyl titanate, stirring for reaction for 15min, then adding 0.8kg of stearic acid, continuing stirring for 20min, and finally drying in an oven to obtain the hyperbranched hydrophobic starch.
(3) Dissolving 60kg of zinc nitrate in absolute ethyl alcohol, then dripping 0.1mol/L absolute ethyl alcohol sodium hydroxide solution into the absolute ethyl alcohol sodium hydroxide solution, violently stirring the solution at normal temperature to form gel, then adding 160g of boron nitride, and stirring the gel for later use;
(4) and (3) adding the hyperbranched hydrophobic starch prepared in the step (2) into the gel in the step (3), stirring at a high speed for reaction for 1.5h at a temperature of about 60 ℃, and then carrying out reduced pressure suction filtration, drying and grinding to obtain the hyperbranched starch modified zinc oxide.
To compare the effects of the invention, a test was conducted using a commercially available nano zinc oxide (shown in FIG. 1A) as a comparative example. 5g of the rubber prepared in each of examples 1 and 2 and comparative examples was added to 100g of rubber, and a predetermined amount of carbon black, sulfur, an accelerator, stearic acid, an antioxidant and the like was added thereto, and the mixture was kneaded in a torque rheometer for 12 minutes, followed by rubber discharge. And (3) preparing the vulcanized rubber from the prepared rubber compound in a flat vulcanizing machine under the vulcanization condition of 160 ℃ for 30 min. The mechanical properties of the vulcanized rubber were tested according to the national standard GB/T528-2009, and the test results are shown in Table 1.
TABLE 1 mechanical Properties of the vulcanizates
Sample numbering Tensile strength/MPa Elongation at break/% Tear Strength/kN.m-1
Example 1 28.8 661 22.7
Example 2 27.3 632 21.3
Comparative example 24.6 512 17.8
As can be seen from Table 1, the mechanical properties of the vulcanized rubber using the hyperbranched starch-modified zinc oxide of the present invention are much better than those of the commercially available nano zinc oxide vulcanized rubber. In the above comparative test, all the test conditions were identical except for the zinc oxide, and the difference in mechanical properties was only zinc oxide. The hyperbranched starch modified zinc oxide provided by the invention has uniform particle size distribution, uniform dispersion in a rubber matrix, no agglomeration, few microscopic defects caused in the rubber matrix, and strong anti-damage capability of vulcanized rubber under stress, so that the hyperbranched starch modified zinc oxide has good mechanical properties.
The vulcanized sample prepared above was sliced and sampled at low temperature with liquid nitrogen, and the cut of the sample was observed by scanning electron microscope, the specific electron microscope photograph is shown in fig. 2. The rubber sample materials using the hyperbranched starch-modified zinc oxide prepared in examples 1 and 2 were uniformly distributed without significant agglomerated particles, whereas the rubber samples using ordinary commercially available nano-zinc oxide had many agglomerated particles as shown in the figure.

Claims (13)

1. The modified zinc oxide is characterized in that hyperbranched hydrophobic starch modified zinc oxide is adopted as the modified zinc oxide, and the zinc oxide is in a nano form and uniformly and stably distributed on the surface of the hyperbranched hydrophobic starch;
the method for modifying zinc oxide by hyperbranched hydrophobic starch comprises the following steps:
1) adding a certain amount of starch into deionized water, heating to boil under reflux, stirring at high speed until the starch is completely dissolved, adjusting pH to 3.5-4.5 with dilute hydrochloric acid solution after the starch is dissolved, adding amylase, and continuously reacting for a period of time under reflux; after the reaction is finished, cooling the reactant to room temperature, filtering out precipitates, and drying to obtain hyperbranched starch;
2) heating the starch prepared in the step 1) to 65-75 ℃, performing ultrasonic treatment for 10-20min, then adding a coupling agent, stirring for reaction for 10-20min, then adding stearic acid, continuing stirring for 15-25min, and finally drying in an oven to obtain hyperbranched hydrophobic starch;
3) dissolving inorganic zinc salt in absolute ethyl alcohol, then dripping absolute ethyl alcohol sodium hydroxide solution into the absolute ethyl alcohol sodium hydroxide solution, violently stirring the solution at normal temperature to form gel, adding a crystal growth regulator, and stirring the gel for later use;
4) adding the hyperbranched hydrophobic starch prepared in the step 2) into the gel in the step 3), stirring at a high speed at the temperature of 55-65 ℃ for reaction for 1-2h, and then carrying out vacuum filtration, drying and grinding to obtain the hyperbranched starch modified zinc oxide.
2. The modified zinc oxide of claim 1, wherein the mass ratio of the hyperbranched hydrophobic starch to the zinc oxide is 1: 1-20: 1.
3. The modified zinc oxide according to claim 2, wherein the mass ratio of the hyperbranched hydrophobic starch to the zinc oxide is 2: 1-10: 1.
4. The modified zinc oxide according to claim 1, wherein the starch of the hyperbranched hydrophobic starch is selected from one or more of corn starch, tapioca starch, sweet potato starch or mung bean starch.
5. The modified zinc oxide according to claim 1, wherein the preparation method of the hyperbranched hydrophobic starch comprises the following steps: 1) hydrolyzing starch into hyperbranched starch, and 2) adding a coupling agent and stearic acid into the hyperbranched starch and mixing uniformly.
6. The modified zinc oxide according to claim 5, wherein the amylase is alpha-amylase, beta-amylase or anhydroglycosidase, and the amount of the amylase is 0.01-0.03% of the mass of the starch.
7. The modified zinc oxide according to claim 5, wherein the coupling agent is one of KH550, KH570, tetraethyl titanate, tetrabutyl titanate and triisopropyl aluminate, and the amount of the coupling agent is 0.8-1.6% of the mass of the starch.
8. A process for preparing the modified zinc oxide of any one of claims 1 to 7, comprising the steps of:
1) adding a certain amount of starch into deionized water, heating to boil under reflux, stirring at high speed until the starch is completely dissolved, adjusting pH to 3.5-4.5 with dilute hydrochloric acid solution after the starch is dissolved, adding amylase, and continuously reacting for a period of time under reflux; after the reaction is finished, cooling the reactant to room temperature, filtering out precipitates, and drying to obtain hyperbranched starch;
2) heating the starch prepared in the step 1) to 65-75 ℃, performing ultrasonic treatment for 10-20min, then adding a coupling agent, stirring for reaction for 10-20min, then adding stearic acid, continuing stirring for 15-25min, and finally drying in an oven to obtain hyperbranched hydrophobic starch;
3) dissolving inorganic zinc salt in absolute ethyl alcohol, then dripping absolute ethyl alcohol sodium hydroxide solution into the absolute ethyl alcohol sodium hydroxide solution, violently stirring the solution at normal temperature to form gel, adding a crystal growth regulator, and stirring the gel for later use;
4) adding the hyperbranched hydrophobic starch prepared in the step 2) into the gel in the step 3), stirring at a high speed at the temperature of 55-65 ℃ for reaction for 1-2h, and then carrying out vacuum filtration, drying and grinding to obtain the hyperbranched starch modified zinc oxide.
9. The method as claimed in claim 8, wherein the ultrasonic power of the ultrasonic treatment in step 2) is 100-300W.
10. The method as claimed in claim 8, wherein the crystal growth regulator in step 3) is boron nitride, and the amount of boron nitride is 0.1-0.6% of the inorganic zinc salt.
11. The modified zinc oxide of any one of claims 1 to 7 for use as a vulcanization activator in rubber processing.
12. A rubber composition comprising the modified zinc oxide according to any one of claims 1 to 7.
13. A tire comprising a vulcanizate of the rubber composition of claim 12.
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