CN111423544A - High-toughness polylactic acid - Google Patents
High-toughness polylactic acid Download PDFInfo
- Publication number
- CN111423544A CN111423544A CN202010444473.6A CN202010444473A CN111423544A CN 111423544 A CN111423544 A CN 111423544A CN 202010444473 A CN202010444473 A CN 202010444473A CN 111423544 A CN111423544 A CN 111423544A
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- Prior art keywords
- polylactic acid
- polyisoprene
- trans
- toughness
- parts
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- 229920000747 poly(lactic acid) Polymers 0.000 title claims abstract description 86
- 239000004626 polylactic acid Substances 0.000 title claims abstract description 86
- 229920001195 polyisoprene Polymers 0.000 claims abstract description 49
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims abstract description 22
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 6
- 239000003999 initiator Substances 0.000 claims abstract description 6
- 238000010008 shearing Methods 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 7
- 239000012745 toughening agent Substances 0.000 abstract description 4
- 230000000977 initiatory effect Effects 0.000 abstract description 2
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- -1 polypropylene Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 1
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 1
- 241000208689 Eucommia ulmoides Species 0.000 description 1
- 239000000899 Gutta-Percha Substances 0.000 description 1
- 240000000342 Palaquium gutta Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229940022769 d- lactic acid Drugs 0.000 description 1
- 229920006238 degradable plastic Polymers 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229920000588 gutta-percha Polymers 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 239000002052 molecular layer Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000002464 physical blending Methods 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/02—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonates or saturated polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention relates to a high-toughness polylactic acid, which comprises polylactic acid, trans-polyisoprene, triallyl cyanurate and dicumyl peroxide. The method takes polylactic acid as a main body and trans-polyisoprene as a toughening agent, and can finally obtain the high-toughness polylactic acid by melting and blending the polylactic acid, the trans-polyisoprene, the crosslinking agent and the initiator, initiating the crosslinking agent to simultaneously react with the polylactic acid and the trans-polyisoprene under the action of the initiator.
Description
Technical Field
The invention relates to the field of polymer modification, in particular to toughening of polylactic acid.
Background
Polylactic acid is a plastic synthesized from biological fermentation products of renewable raw materials such as starch and the like, has higher thermoplasticity and strength, has biodegradability, biocompatibility and bioabsorbability, is considered to be the most cost-effective and promising environment-friendly polymer for replacing petroleum-based non-degradable plastics such as polypropylene, polyethylene and the like at present, and is the most productive, widely applicable and most used variety in the current synthetic biodegradable high molecular materials.
At present, the generally adopted polylactic acid toughening method is divided into chemical methods such as copolymerization or grafting and the like, physical methods such as blending or filling and the like, and a double modification method combining physics and chemistry, wherein the chemical modification method can toughen and modify polylactic acid from a molecular layer surface, but the preparation process is more complex and the cost is higher, and the physical blending method is the most widely and more practical polylactic acid toughening and modifying method at present. Although the toughness of the polylactic acid can be greatly improved by blending the polylactic acid with a toughening agent such as an elastomer, the modulus and the tensile strength of the polylactic acid are often reduced due to low interfacial compatibility and phase separation, and the low-compatibility small-molecule plasticizer also causes the toughness of the material to be reduced in the later period due to precipitation.
The trans-polyisoprene has the same chemical composition as the common cis-polyisoprene and exists in leaves, bark and roots of eucommia ulmoides trees, so that the trans-polyisoprene is also called gutta percha and belongs to a natural biomass polymer, and molecular chains of the trans-polyisoprene can be crystallized at room temperature, so that the room temperature hardness of the trans-polyisoprene is higher than that of the cis-polyisoprene. After the chemical crosslinking density of trans-polyisoprene reaches a critical value, the trans-polyisoprene becomes a soft elastomer due to the hindered crystallization at room temperature and can be used as a toughening agent of a polymer, but the report of improving the toughness of polylactic acid by using crosslinked polyisoprene is not found.
Disclosure of Invention
Based on the polylactic acid, the invention provides the polylactic acid with high toughness.
The technical scheme of the invention is as follows:
the invention provides high-toughness polylactic acid which is characterized by comprising the following raw materials in parts by weight:
75-99 parts of polylactic acid;
1-25 parts of trans-polyisoprene;
triallyl cyanurate;
dicumyl peroxide;
the high-toughness polylactic acid is prepared by the following steps:
uniformly dispersing trans-polyisoprene into the polylactic acid melt at 160-240 ℃, and then shearing and dispersing triallyl cyanurate and dicumyl peroxide into the mixed melt to continue mixing for 2-10 minutes to obtain the high-toughness polylactic acid material.
The polylactic acid comprises levorotatory polylactic acid, dextrorotatory polylactic acid and a blend of the levorotatory polylactic acid and the dextrorotatory polylactic acid;
the trans-polyisoprene comprises pure trans-polyisoprene, functionalized trans-polyisoprene and a mixture of trans-polyisoprene and functionalized trans-polyisoprene;
the triallyl cyanurate is used as a cross-linking agent, and the mass of the triallyl cyanurate is 0-4% of the total mass of polylactic acid and trans-polyisoprene;
the dicumyl peroxide is used as an initiator, and the mass of the dicumyl peroxide is 0.01-3% of the total mass of the polylactic acid and the trans-polyisoprene.
According to the invention, polylactic acid is taken as a main body, trans-polyisoprene is taken as a toughening agent, the polylactic acid, the trans-polyisoprene, the crosslinking agent and the initiator are melted and blended, the crosslinking agent is initiated to simultaneously react with the polylactic acid and the trans-polyisoprene under the action of the initiator, so that the crystallization of the polylactic acid can be limited on one hand, and on the other hand, elastic particles obtained after the trans-polyisoprene is crosslinked are beneficial to initiating the shear yield and deformation of the peripheral polylactic acid, which are beneficial to improving the tensile and impact toughness of the polylactic acid, so that the high-toughness polylactic acid material is obtained, and the preparation method has the characteristic of simple process.
Detailed Description
In order to make the aforementioned objects, features and advantages of the present invention comprehensible, embodiments accompanied with examples are described in detail below. In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used herein, the term "and" includes any and all combinations of one or more of the associated listed items.
While the present invention will be described with respect to particular embodiments, it is to be understood that the invention is not limited to the disclosed embodiments, but is intended to cover by the appended claims the scope of the invention, and that certain changes in the embodiments of the invention will be suggested to those skilled in the art, which, in light of the foregoing description, are intended to be covered by the appended claims.
Example 1
Uniformly dispersing 2 parts of trans-polyisoprene into 98 parts of L-polylactic acid melt at 180 ℃, and then shearing and dispersing 0.3% of triallyl cyanurate and 0.1% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 2
Uniformly dispersing 4 parts of trans-polyisoprene into 96 parts of L-polylactic acid melt at 180 ℃, and then shearing and dispersing 0.3% of triallyl cyanurate and 0.1% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 3
Uniformly dispersing 6 parts of trans-polyisoprene into 94 parts of L-polylactic acid melt at 180 ℃, and then shearing and dispersing 0.3% of triallyl cyanurate and 0.1% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 4
Uniformly dispersing 4 parts of trans-polyisoprene into 96 parts of L-polylactic acid melt at 180 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 5
Uniformly dispersing 4 parts of trans-polyisoprene into 96 parts of L-polylactic acid melt at 190 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 9 minutes to obtain the high-toughness polylactic acid material.
Example 6
Uniformly dispersing 4 parts of trans-polyisoprene into 96 parts of poly-D-lactic acid melt at 190 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 9 minutes to obtain the high-toughness polylactic acid material.
Example 7
Uniformly dispersing 4 parts of trans-polyisoprene into a mixed melt of 60 parts of L-polylactic acid and 36 parts of D-polylactic acid at 180 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 9 minutes to obtain the high-toughness polylactic acid material.
Example 8
Uniformly dispersing 3 parts of trans-polyisoprene into a mixed melt of 52 parts of L-polylactic acid and 45 parts of D-polylactic acid at 180 ℃, and then shearing and dispersing 0.4% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 9
Uniformly dispersing 3 parts of trans-polyisoprene into a mixed melt of 40 parts of L-polylactic acid and 57 parts of D-polylactic acid at 180 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 10
Uniformly dispersing 7 parts of trans-polyisoprene into a mixed melt of 60 parts of L-polylactic acid and 33 parts of D-polylactic acid at 170 ℃, and then shearing and dispersing 0.4% of triallyl cyanurate and 0.1% of dicumyl peroxide into the mixed melt to continue mixing for 10 minutes to obtain the high-toughness polylactic acid material.
Example 11
Uniformly dispersing 4 parts of epoxidized trans-polyisoprene into 96 parts of L-polylactic acid melt at 190 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 6 minutes to obtain the high-toughness polylactic acid material.
Example 12
Uniformly dispersing 3 parts of epoxidized trans-polyisoprene into a mixed melt of 40 parts of L-polylactic acid and 57 parts of D-polylactic acid at 180 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 13
Uniformly dispersing 4 parts of epoxidized trans-polyisoprene into 96 parts of right-handed polylactic acid melt at 190 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 8 minutes to obtain the high-toughness polylactic acid material.
Example 14
Uniformly dispersing 4 parts of epoxidized trans-polyisoprene into 96 parts of L-polylactic acid melt at 190 ℃, and then shearing and dispersing 0.5% of triallyl cyanurate and 0.2% of dicumyl peroxide into the mixed melt to continue mixing for 7.5 minutes to obtain the high-toughness polylactic acid material.
Claims (5)
1. The high-toughness polylactic acid is characterized by comprising the following raw materials in parts by weight:
75-99 parts of polylactic acid;
1-25 parts of trans-polyisoprene;
triallyl cyanurate;
dicumyl peroxide;
the high-toughness polylactic acid is prepared by the following steps:
uniformly dispersing trans-polyisoprene into the polylactic acid melt at 160-240 ℃, and then shearing and dispersing triallyl cyanurate and dicumyl peroxide into the mixed melt to continue mixing for 2-10 minutes to obtain the high-toughness polylactic acid.
2. The high tenacity polylactic acid according to claim 1, wherein said polylactic acid comprises l-polylactic acid, d-polylactic acid, and blends of l-polylactic acid and d-polylactic acid.
3. The high tenacity polylactic acid according to claim 1, wherein said trans polyisoprene comprises pure trans polyisoprene, functionalized trans polyisoprene, and a mixture of trans polyisoprene and functionalized trans polyisoprene.
4. The high-toughness polylactic acid according to claim 1, wherein triallyl cyanurate is used as a crosslinking agent and its mass is 0 to 4% of the total mass of the polylactic acid and the trans-polyisoprene.
5. The high-toughness polylactic acid according to claim 1, wherein dicumyl peroxide is used as an initiator, and the mass thereof is 0.01 to 3% of the total mass of the polylactic acid and the trans-polyisoprene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010444473.6A CN111423544A (en) | 2020-05-23 | 2020-05-23 | High-toughness polylactic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010444473.6A CN111423544A (en) | 2020-05-23 | 2020-05-23 | High-toughness polylactic acid |
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| Publication Number | Publication Date |
|---|---|
| CN111423544A true CN111423544A (en) | 2020-07-17 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010444473.6A Withdrawn CN111423544A (en) | 2020-05-23 | 2020-05-23 | High-toughness polylactic acid |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112175365A (en) * | 2020-09-28 | 2021-01-05 | 青岛科技大学 | Modified gutta-percha/polylactic acid thermoplastic elastomer with shape memory effect and preparation method thereof |
| CN112226055A (en) * | 2020-09-28 | 2021-01-15 | 青岛科技大学 | Denture and preparation method thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102276965A (en) * | 2011-06-25 | 2011-12-14 | 四川大学 | Method for toughening and modifying polylactic acid by natural rubber |
| CN103642184A (en) * | 2013-11-22 | 2014-03-19 | 华南理工大学 | Dynamically vulcanized polylactic acid plastic/rubber thermoplastic elastomer and preparation method thereof |
| CN106280340A (en) * | 2016-08-31 | 2017-01-04 | 沈阳化工大学 | A kind of preparation method of epoxidation gutta percha plasticizing polylactic acid |
| CN108699326A (en) * | 2015-12-24 | 2018-10-23 | 日立造船株式会社 | Polylactic acid resin composition and preparation method thereof |
| CN109251494A (en) * | 2018-08-13 | 2019-01-22 | 陕西理工大学 | A kind of natural gutta-percha/cellulose modified lactic acid composite material and preparation method |
-
2020
- 2020-05-23 CN CN202010444473.6A patent/CN111423544A/en not_active Withdrawn
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102276965A (en) * | 2011-06-25 | 2011-12-14 | 四川大学 | Method for toughening and modifying polylactic acid by natural rubber |
| CN103642184A (en) * | 2013-11-22 | 2014-03-19 | 华南理工大学 | Dynamically vulcanized polylactic acid plastic/rubber thermoplastic elastomer and preparation method thereof |
| CN108699326A (en) * | 2015-12-24 | 2018-10-23 | 日立造船株式会社 | Polylactic acid resin composition and preparation method thereof |
| CN106280340A (en) * | 2016-08-31 | 2017-01-04 | 沈阳化工大学 | A kind of preparation method of epoxidation gutta percha plasticizing polylactic acid |
| CN109251494A (en) * | 2018-08-13 | 2019-01-22 | 陕西理工大学 | A kind of natural gutta-percha/cellulose modified lactic acid composite material and preparation method |
Non-Patent Citations (1)
| Title |
|---|
| 姚蕾等: "杜仲胶对聚乳酸的增韧改性", 《高分子材料科学与工程》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112175365A (en) * | 2020-09-28 | 2021-01-05 | 青岛科技大学 | Modified gutta-percha/polylactic acid thermoplastic elastomer with shape memory effect and preparation method thereof |
| CN112226055A (en) * | 2020-09-28 | 2021-01-15 | 青岛科技大学 | Denture and preparation method thereof |
| CN112175365B (en) * | 2020-09-28 | 2022-05-13 | 青岛科技大学 | Modified gutta-percha/polylactic acid thermoplastic elastomer with shape memory effect and preparation method thereof |
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