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CN111234137A - Method for preparing ionomer type thermoplastic elastomer by grafting polyolefin with maleic acid monoester - Google Patents

Method for preparing ionomer type thermoplastic elastomer by grafting polyolefin with maleic acid monoester Download PDF

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Publication number
CN111234137A
CN111234137A CN202010178919.5A CN202010178919A CN111234137A CN 111234137 A CN111234137 A CN 111234137A CN 202010178919 A CN202010178919 A CN 202010178919A CN 111234137 A CN111234137 A CN 111234137A
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Prior art keywords
thermoplastic elastomer
maleic acid
mixing
acid monoester
ionomer
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CN202010178919.5A
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Chinese (zh)
Inventor
高庆武
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Shanghai Kangxi Plastic Industry Co Ltd
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Shanghai Kangxi Plastic Industry Co Ltd
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Priority to CN202010178919.5A priority Critical patent/CN111234137A/en
Publication of CN111234137A publication Critical patent/CN111234137A/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F287/00Macromolecular compounds obtained by polymerising monomers on to block polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F255/00Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • C08F255/02Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
    • C08F255/023On to modified polymers, e.g. chlorinated polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F257/00Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
    • C08F257/02Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The invention discloses a method for preparing an ionomer-type thermoplastic elastomer by grafting polyolefin with maleic acid monoester, which comprises the following steps: s1, adding the EPS sol and the polyolefin thermoplastic elastomer into a high-speed mixing dryer for mixing to obtain a premix; s2, adding the obtained premix into a mixing roll, then sequentially adding maleic acid monoester, a peroxide initiator and a processing aid, and carrying out grafting reaction mixing to obtain a maleic acid monoester grafted high polymer; s3, adding a metal oxide to the obtained maleic acid monoester graft polymer, and performing ionic neutralization and kneading to obtain an ionomer-type thermoplastic elastomer. The invention replaces maleic anhydride with maleic acid monoester, and introduces ester group into maleic anhydride, thereby not only solving the problem of poor compatibility between carboxylic acid group-containing and polyolefin thermoplastic elastomer, but also preparing ionomer type thermoplastic elastomer with good performance, and simultaneously realizing effective recycling of waste expanded polystyrene and domestic waste grease.

Description

Method for preparing ionomer type thermoplastic elastomer by grafting polyolefin with maleic acid monoester
Technical Field
The invention relates to the technical field of thermoplastic elastomers, in particular to a method for preparing an ionomer-type thermoplastic elastomer by grafting polyolefin with maleic acid monoester.
Background
Thermoplastic Rubber (Thermoplastic Rubber-TPR), also called Thermoplastic elastomer-TPE, is a material with Rubber and Thermoplastic plastic characteristics, which not only has the excellent properties of high elasticity, aging resistance and oil resistance of the traditional cross-linked vulcanized Rubber, but also has the characteristics of convenient processing and wide processing mode of common plastic, so that the Thermoplastic Rubber is widely used for manufacturing daily products such as Rubber shoes and adhesive tapes and various industrial products such as Rubber tubes, adhesive tapes, adhesive strips, Rubber plates, Rubber parts, adhesives and the like in the Rubber industry. Meanwhile, the thermoplastic elastomer can replace rubber to be widely used for modifying general thermoplastic resins such as PVC, PE, PP, PS and the like, and even engineering plastics such as PU, PA, CA and the like. An ionomer (ionomer), also called ionomer, refers to an ionic polymer formed by neutralizing acid groups on a molecular chain through acid-base neutralization reaction, and because metal ions can be aggregated together through electrostatic interaction or complexation to form a multiple ion pair or ion cluster structure, the special structure can endow a matrix material with new mechanical properties. In recent years, ionomer-type thermoplastic elastomers have been developed rapidly due to the excellent properties of both thermoplastic elastomers and ionomers, but the existing methods have high preparation cost, thereby limiting the further popularization and application of the ionomer-type thermoplastic elastomers.
The waste Expanded Polystyrene (EPS) is widely used in the packaging and transportation industries of fast food packaging, household appliances, instruments, artware and other easily damaged valuable products, and the fields of building heat-insulating wall materials and the like due to the advantages of light weight, strong shock resistance, easy molding, good heat-insulating property and the like. However, since the Expanded Polystyrene (EPS) product is disposable, it causes environmental pollution if it is discarded after use, and it is typically "white garbage". Therefore, how to effectively and reasonably recycle the waste Expanded Polystyrene (EPS) to improve the recycling value of the waste Expanded Polystyrene (EPS) is an environmental problem which needs to be solved at present.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides a method for preparing an ionomer-type thermoplastic elastomer by grafting polyolefin with maleic acid monoester.
In order to achieve the purpose, the invention adopts the following technical scheme:
a process for preparing an ionomeric thermoplastic elastomer from a maleic acid monoester grafted polyolefin comprising the steps of:
s1, adding the EPS sol and the polyolefin thermoplastic elastomer into a high-speed mixing dryer for mixing to obtain a premix;
s2, adding the premix obtained in the step S1 into a mixing roll, then sequentially adding maleic acid monoester, a peroxide initiator and a processing aid, and carrying out grafting reaction mixing to obtain a maleic acid monoester grafted high polymer;
s3, adding a metal oxide to the maleic acid monoester graft polymer obtained in the step S2, and performing ion neutralization and kneading to obtain an ionomer-type thermoplastic elastomer.
Further, the weight ratio of the EPS sol, the polyolefin thermoplastic elastomer, the maleic acid monoester, the peroxide initiator, the processing aid and the metal oxide is 10-25: 35-55: 15-30: 0.05-2: 2-8: 5 to 20.
Further, in step S1, the mixing temperature is 80-120 ℃, the mixing time is 5-20 min, in step S2, the mixing temperature is 115-150 ℃, the mixing time is 15-25 min, in step S3, the mixing temperature is 120-200 ℃, and the mixing time is 15-30 min.
Further, the polyolefin thermoplastic elastomer is one or a combination of more than two of SBS, SEBS or CPE, and the weight average molecular weight of the polyolefin thermoplastic elastomer is 20000-400000.
Further, the maleic acid monoester is one or a combination of more than two of monoethyl maleate, monopropyl maleate, monobutyl maleate, monodecanyl maleate and monostecanyl maleate, the peroxide initiator is one or a combination of more than two of dibenzoyl peroxide, dicumyl peroxide, benzoyl tert-butyl peroxide, di-tert-butylperoxyisopropyl benzene, tert-butyl hydroperoxide, tert-butyl peroxybenzoate and tert-butyl peroxydicarbonate, and the metal oxide is one or a combination of more than two of sodium oxide, potassium oxide, magnesium oxide, aluminum oxide, barium oxide, iron oxide, calcium oxide and zinc oxide.
Further, the grafting rate of the maleic acid monoester grafted high polymer is 6-15%, the solid content of the EPS sol is 25-35%, and the EPS sol is obtained by completely dissolving waste expanded polystyrene in a compound solvent at normal temperature.
Further, the compound solvent comprises high-grade mixed fatty acid esters, citric acid esters and a cosolvent, wherein the high-grade mixed fatty acid esters are a mixture of two or three of methyl ester, ethyl ester and butyl ester synthesized by mixed fatty acids with the carbon atom number of 16-18, the weight of the high-grade mixed fatty acid esters accounts for 55-60% of the total weight of the compound solvent, the cosolvent is a combination of one or more of alcohols with the carbon atom number of 6, 8 and 12, the weight of the cosolvent accounts for 22-27% of the total weight of the compound solvent, the balance is the citric acid esters, and the citric acid esters are one or more of triethyl citrate, tributyl citrate and tributyl acetylcitrate.
The second object of the present invention is to provide an ionomer-type thermoplastic elastomer obtained by the above method for preparing an ionomer-type thermoplastic elastomer from a polyolefin grafted with a maleic acid monoester.
Further, the ionomer-type thermoplastic elastomer has a neutralization degree of 50 to 100%.
Compared with the prior art, the invention has the following beneficial effects:
the invention uses maleic acid monoester to replace maleic anhydride as a grafting modifier, uses a premix obtained by fully mixing EPS sol (which is obtained by adopting a compound solvent (derived from domestic waste grease) to completely dissolve waste EPS) and polyolefin thermoplastic elastomers (SBS, SEBS, CPE and the like) through a high-speed mixing dryer as a macromolecular chain grafting acceptor, uses a peroxide initiator as an open chain agent, performs grafting reaction and mixing in a mixing mill to obtain a series of maleic acid monoester grafted high polymers with the grafting rate of 6-15%, then uses metal oxides (sodium oxide, magnesium oxide, aluminum oxide and the like) to perform ionic neutralization and mixing on the maleic acid monoester grafted high polymers through the mixing mill to obtain a series of ionomer thermoplastic elastomers with the neutralization degree of 506-100%, uses the maleic acid monoester to replace maleic anhydride, introduces an ester group into the maleic anhydride, the method not only can solve the problem of poor compatibility of carboxylic acid group-containing and polyolefin thermoplastic elastomers, but also can prepare ionomer thermoplastic elastomers with good performance, and simultaneously realize effective recycling of waste expanded polystyrene and domestic waste grease.
Detailed Description
The present invention will be described in further detail with reference to the following examples, but the present invention is not limited to the following examples.
Example 1
Adding 10 parts by weight of EPS sol with the solid content of 25% and 40 parts by weight of SBS into a high-speed mixing dryer, mixing for 15min at 100 ℃ to obtain a premix, adding the obtained premix into a mixing roll, sequentially adding 15 parts by weight of maleic acid monoethyl ester, 0.08 part by weight of dicumyl peroxide and 8 parts by weight of processing aids into the premix, mixing for 20min at 115 ℃, mixing through a grafting reaction to obtain a maleic acid monoester grafted polymer with the grafting rate of 12%, adding 15 parts by weight of potassium oxide into the maleic acid monoester grafted polymer, mixing for 20min at 135 ℃, and performing ion neutralization and mixing to obtain a series of ionomer type thermoplastic elastomers with the neutralization degree of 50-75%.
Example 2
Adding 25 parts by weight of EPS sol with the solid content of 25% and 55 parts by weight of CPE into a high-speed mixing dryer, mixing for 20min at 120 ℃ to obtain a premix, adding the obtained premix into a mixing roll, then sequentially adding 25 parts by weight of maleic acid monoethyl ester, 0.08 part by weight of dicumyl peroxide and 8 parts by weight of processing aids into the premix, mixing for 20min at 135 ℃, mixing through a grafting reaction to obtain a maleic acid monoester grafted polymer with the grafting rate of 12%, then adding 15 parts by weight of potassium oxide into the maleic acid monoester grafted polymer, mixing for 20min at 180 ℃, and performing ion neutralization and mixing to obtain a series of ionomer type thermoplastic elastomers with the neutralization degree of 75-100%.
Example 3
Adding 20 parts by weight of EPS sol with the solid content of 25% and 35 parts by weight of SEBS into a high-speed mixing dryer, mixing for 15min at 150 ℃ to obtain a premix, adding the obtained premix into a mixing roll, sequentially adding 30 parts by weight of monopropyl maleate, 2 parts by weight of dicumyl peroxide and 8 parts by weight of a processing aid into the premix, mixing for 25min at 150 ℃, mixing through a grafting reaction to obtain a maleic acid monoester grafted high polymer with the grafting rate of 15%, adding 5 parts by weight of magnesium oxide into the maleic acid monoester grafted high polymer, mixing for 20min at 135 ℃, and performing ion neutralization and mixing to obtain a series of ionomer type thermoplastic elastomers with the neutralization degree of 50-75%.
Example 4
Adding 10 parts by weight of EPS sol with the solid content of 35% and 40 parts by weight of SEBS into a high-speed mixing dryer, mixing for 15min at 100 ℃ to obtain a premix, adding the obtained premix into a mixing roll, then sequentially adding 15 parts by weight of maleic acid monoethyl ester, 0.08 part by weight of dibenzoyl peroxide and 8 parts by weight of processing aids into the premix, mixing for 20min at 115 ℃, mixing through a grafting reaction to obtain a maleic acid monoester grafted polymer with the grafting rate of 6%, then adding 15 parts by weight of magnesium oxide into the maleic acid monoester grafted polymer, mixing for 20min at 135 ℃, and performing ion neutralization and mixing to obtain a series of ionomer type thermoplastic elastomers with the neutralization degree of 60-85%.
Example 5
Adding 10 parts by weight of EPS sol with the solid content of 30% and 40 parts by weight of SBS into a high-speed mixing dryer, mixing for 15min at 100 ℃ to obtain a premix, adding the obtained premix into a mixing roll, then sequentially adding 15 parts by weight of monobutyl maleate, 0.08 part by weight of dibenzoyl peroxide and 8 parts by weight of processing aid into the premix, mixing for 25min at 150 ℃, mixing through a grafting reaction to obtain a maleic acid monoester grafted polymer with the grafting rate of 12%, then adding 20 parts by weight of alumina into the maleic acid monoester grafted polymer, mixing for 30min at 200 ℃, and performing ion neutralization and mixing to obtain a series of ionomer type thermoplastic elastomers with the neutralization degree of 50-90%.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.

Claims (9)

1. A process for preparing an ionomeric thermoplastic elastomer from a maleic acid monoester grafted polyolefin, comprising the steps of:
s1, adding the EPS sol and the polyolefin thermoplastic elastomer into a high-speed mixing dryer for mixing to obtain a premix;
s2, adding the premix obtained in the step S1 into a mixing roll, then sequentially adding maleic acid monoester, a peroxide initiator and a processing aid, and carrying out grafting reaction mixing to obtain a maleic acid monoester grafted high polymer;
s3, adding a metal oxide to the maleic acid monoester graft polymer obtained in the step S2, and performing ion neutralization and kneading to obtain an ionomer-type thermoplastic elastomer.
2. The method for preparing the ionomer type thermoplastic elastomer from the maleic acid monoester grafted polyolefin according to claim 1, wherein the weight ratio of the EPS sol, the polyolefin thermoplastic elastomer, the maleic acid monoester, the peroxide initiator, the processing aid and the metal oxide is 10-25: 35-55: 15-30: 0.05-2: 2-8: 5 to 20.
3. The method of claim 1, wherein the mixing temperature is 80 to 120 ℃ and the mixing time is 5 to 20min in step S1, the kneading temperature is 115 to 150 ℃ and the kneading time is 15 to 25min in step S2, and the kneading temperature is 120 to 200 ℃ and the kneading time is 15 to 30min in step S3.
4. The method for preparing the ionomer-type thermoplastic elastomer from the maleic monoester-grafted polyolefin according to claim 1, wherein the polyolefin thermoplastic elastomer is one or a combination of two or more of SBS, SEBS or CPE, and the weight average molecular weight of the polyolefin thermoplastic elastomer is 20000 to 400000.
5. The method of claim 1, wherein the maleic acid monoester is one or more of monoethyl maleate, monopropyl maleate, monobutyl maleate, monodecanyl maleate and monostearyl maleate, the peroxide initiator is one or more of dibenzoyl peroxide, dicumyl peroxide, benzoyl tert-butyl peroxide, di-tert-butylperoxyisopropyl benzene, tert-butyl hydroperoxide, tert-butyl benzoate peroxide and tert-butyl dicarbonate peroxide, and the metal oxide is one or more of sodium oxide, potassium oxide, magnesium oxide, aluminum oxide, barium oxide, iron oxide, calcium oxide and zinc oxide.
6. The method for preparing the ionomer-type thermoplastic elastomer from the maleic monoester-grafted polyolefin according to claim 1, wherein the grafting ratio of the maleic monoester-grafted polymer is 6-15%, the solid content of the EPS sol is 25-35%, and the EPS sol is obtained by completely dissolving waste expanded polystyrene in a compound solvent at normal temperature.
7. The method for preparing an ionomeric thermoplastic elastomer of claim 6, it is characterized in that the compound solvent comprises higher mixed fatty acid lipids, citric acid lipids and a cosolvent, wherein the higher mixed fatty acid ester is a mixture of two or three of methyl ester, ethyl ester and butyl ester synthesized by mixed fatty acid with 16-18 carbon atoms, the weight of the high-grade mixed fatty acid ester accounts for 55-60% of the total weight of the compound solvent, the cosolvent is one or a combination of more than two of alcohols with 6, 8 and 12 carbon atoms, the weight of the cosolvent accounts for 22-27% of the total weight of the compound solvent, the balance of citric acid lipid, wherein the citric acid lipid is one or the combination of more than two of triethyl citrate, tributyl citrate and acetyl tributyl citrate.
8. An ionomeric thermoplastic elastomer prepared by the method of any one of claims 1 to 7.
9. The ionomeric thermoplastic elastomer according to claim 8, wherein the ionomeric thermoplastic elastomer has a degree of neutralization of from 50 to 100%.
CN202010178919.5A 2020-03-15 2020-03-15 Method for preparing ionomer type thermoplastic elastomer by grafting polyolefin with maleic acid monoester Pending CN111234137A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112409652A (en) * 2020-11-24 2021-02-26 晋江森溢新材料科技有限公司 Formula and production process of environment-friendly recycled transparent rubber and plastic material
CN112920413A (en) * 2021-01-29 2021-06-08 常州爱特恩新材料科技有限公司 Ionomer type grafted multifunctional material, preparation method thereof and application thereof in PVC (polyvinyl chloride)

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CN105859971A (en) * 2016-04-11 2016-08-17 武汉理工大学 Maleic monoester grafted polyolefin adhesive resin and preparation method thereof

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112409652A (en) * 2020-11-24 2021-02-26 晋江森溢新材料科技有限公司 Formula and production process of environment-friendly recycled transparent rubber and plastic material
CN112920413A (en) * 2021-01-29 2021-06-08 常州爱特恩新材料科技有限公司 Ionomer type grafted multifunctional material, preparation method thereof and application thereof in PVC (polyvinyl chloride)
CN112920413B (en) * 2021-01-29 2022-02-22 常州爱特恩新材料科技有限公司 Ionomer type grafted multifunctional material, preparation method thereof and application thereof in PVC (polyvinyl chloride)

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