CN115139424A - Synthesis and forming process of thin-wall injection molding lactic acid resin - Google Patents
Synthesis and forming process of thin-wall injection molding lactic acid resin Download PDFInfo
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- CN115139424A CN115139424A CN202210846857.XA CN202210846857A CN115139424A CN 115139424 A CN115139424 A CN 115139424A CN 202210846857 A CN202210846857 A CN 202210846857A CN 115139424 A CN115139424 A CN 115139424A
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- Prior art keywords
- lactic acid
- thin
- poly
- acid resin
- injection molding
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000011347 resin Substances 0.000 title claims abstract description 29
- 229920005989 resin Polymers 0.000 title claims abstract description 29
- 238000001746 injection moulding Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 21
- 235000014655 lactic acid Nutrition 0.000 title claims abstract description 17
- 239000004310 lactic acid Substances 0.000 title claims abstract description 17
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 12
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 12
- 229920001432 poly(L-lactide) Polymers 0.000 claims abstract description 10
- 229920001610 polycaprolactone Polymers 0.000 claims abstract description 8
- 229940022769 d- lactic acid Drugs 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 229920001577 copolymer Polymers 0.000 claims abstract description 5
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 4
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 claims abstract 3
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 239000003999 initiator Substances 0.000 claims description 17
- 238000010438 heat treatment Methods 0.000 claims description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 8
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 6
- IZHVBANLECCAGF-UHFFFAOYSA-N 2-hydroxy-3-(octadecanoyloxy)propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC IZHVBANLECCAGF-UHFFFAOYSA-N 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 6
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- MPGABYXKKCLIRW-UHFFFAOYSA-N 2-decyloxirane Chemical group CCCCCCCCCCC1CO1 MPGABYXKKCLIRW-UHFFFAOYSA-N 0.000 claims description 3
- 229940074045 glyceryl distearate Drugs 0.000 claims description 3
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims description 3
- 230000000977 initiatory effect Effects 0.000 claims description 2
- 229940113115 polyethylene glycol 200 Drugs 0.000 claims description 2
- 229940068918 polyethylene glycol 400 Drugs 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 229960005335 propanol Drugs 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical group [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- 229930182843 D-Lactic acid Natural products 0.000 claims 1
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 abstract description 3
- -1 polypropylene Polymers 0.000 abstract description 3
- 239000004743 Polypropylene Substances 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 229920001155 polypropylene Polymers 0.000 abstract description 2
- 230000003068 static effect Effects 0.000 abstract description 2
- 229920002994 synthetic fiber Polymers 0.000 abstract description 2
- 238000007493 shaping process Methods 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000004626 polylactic acid Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 229920000747 poly(lactic acid) Polymers 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229920001434 poly(D-lactide) Polymers 0.000 description 2
- ZMKVBUOZONDYBW-UHFFFAOYSA-N 1,6-dioxecane-2,5-dione Chemical compound O=C1CCC(=O)OCCCCO1 ZMKVBUOZONDYBW-UHFFFAOYSA-N 0.000 description 1
- RBMHUYBJIYNRLY-UHFFFAOYSA-N 2-[(1-carboxy-1-hydroxyethyl)-hydroxyphosphoryl]-2-hydroxypropanoic acid Chemical compound OC(=O)C(O)(C)P(O)(=O)C(C)(O)C(O)=O RBMHUYBJIYNRLY-UHFFFAOYSA-N 0.000 description 1
- IOHJQSFEAYDZGF-UHFFFAOYSA-N 2-dodecyloxirane Chemical group CCCCCCCCCCCCC1CO1 IOHJQSFEAYDZGF-UHFFFAOYSA-N 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229920002961 polybutylene succinate Polymers 0.000 description 1
- 239000004631 polybutylene succinate Substances 0.000 description 1
- 229920001896 polybutyrate Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/02—Mixing; Kneading non-continuous, with mechanical mixing or kneading devices, i.e. batch type
- B29B7/04—Mixing; Kneading non-continuous, with mechanical mixing or kneading devices, i.e. batch type with non-movable mixing or kneading devices
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B13/00—Conditioning or physical treatment of the material to be shaped
- B29B13/06—Conditioning or physical treatment of the material to be shaped by drying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/80—Component parts, details or accessories; Auxiliary operations
- B29B7/88—Adding charges, i.e. additives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B9/00—Making granules
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
The invention discloses a synthesis and forming process of thin-wall injection molding lactic acid resin, belonging to the field of polymer synthetic materials. A process for synthesizing and shaping the thin-wall injection-moulded lactic acid resin includes such steps as devolatilizing the high-flowability poly-L-lactic acid (PLLA) obtained by polymerization, mixing it with the copolymer of poly-epsilon-caprolactone (PCL) and poly-D-lactic acid (PDLA) in static mixer, and shaping. The polylactic resin of the system has the advantages of high fluidity, high toughness, high heat resistance, complete degradability and the like, and can replace the existing polypropylene thin-wall injection molding products.
Description
Technical Field
The invention relates to the field of polymer synthetic materials, in particular to a synthesis and forming process of thin-wall injection molding lactic acid resin.
Background
The use of a large number of disposable plastic products is convenient for people's life, but the waste plastic packaging products also pose an environmental crisis. Compared with a plastic suction molding process, the thin-wall injection molding process has the advantages of high efficiency and no rim charge, and is widely applied in the field of tableware. The thin-wall injection molding resin which is widely used at present is a non-degradable material based on polypropylene, and a degradable synthetic high polymer material is as follows: polylactic acid (PLA), adipic acid-terephthalic acid-butanediol copolymer (PBAT), polybutylene succinate (PBS), poly epsilon-caprolactone (PCL) and the like can not completely meet the requirement of thin-wall injection molding due to the differences of fluidity and mechanical properties.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a synthesis and forming process of thin-wall injection molding lactic acid resin.
The purpose of the invention can be realized by the following technical scheme:
a synthetic process of thin-wall injection molding lactic acid resin comprises the following steps:
initiating and polymerizing L-lactide in a reaction kettle 1 to prepare poly L-lactic acid resin;
synthesizing a poly-epsilon-caprolactone-poly-D-lactic acid copolymer in a reaction kettle 2, wherein the copolymerization ratio is 30;
and then mixing the devolatilization products of the reaction kettle 1 and the reaction kettle 2 according to the proportion of 50-95.
Alternatively, the poly L-lactic acid resin has a number average molecular weight of: 3-5 ten thousand.
Optionally, the number average molecular weight of the PLLA resin synthesized by the reaction kettle 1 is: 3-5 ten thousand.
Optionally, PCL: PDLA molar ratio 30.
Optionally, after devolatilizing reaction kettle 1 and reaction kettle 2, the materials are prepared according to the following ratio: mixing the materials in the reaction kettle 1 and the reaction kettle 2 according to the mass ratio of 50-95.
Alternatively, the synthesis process of PLLA in reactor 1 can be briefly described as follows: heating L-lactide to 120 ℃, simultaneously adding an initiator and a catalyst, reacting for 30 minutes at 140 ℃, heating to 180 ℃, adding a capping agent, and discharging out of the reaction kettle 1.
Alternatively, the synthesis process of PCL-b-PDLA in reaction vessel 2 can be briefly described as follows: adding epsilon-caprolactone into a reaction kettle 2, heating to 100 ℃, simultaneously adding an initiator and a catalyst, reacting for 20 minutes, adding D-lactide, heating to 140 ℃, reacting for 30 minutes, heating to 180 ℃, adding a capping agent, and discharging out of the reaction kettle 2.
Optionally, the initiator is one or more of ethylene glycol, diethylene glycol, polyethylene glycol 200, polyethylene glycol 400, propanol, butanol, and isopropanol.
Optionally, a co-initiator is added, wherein the co-initiator is a mixture of glyceryl monostearate, glyceryl distearate and glyceryl tristearate, and the dosage of the co-initiator is 0.05mol% respectively.
Optionally, the catalyst is stannous octoate.
Optionally, the end-capping agent is 1,2-epoxytetradecane, and the addition amount is 0.1mol%.
Optionally, the amount of the initiator is 0.1-0.5mol% of the total amount of the polymerized monomers, and the amount of the catalyst is 0.1-0.3mol% of the total amount of the polymerized monomers.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Comparative example 1
Polylactic acid commercially available resin having a melting point of 165 ℃, an optical purity of 98%, a melt flow rate of 35g/10min, 2.169G, 190 ℃.
Comparative example 2:
poly (butylene succinate) (PBS), melting point 115 ℃, melt flow rate 25g/10min, 2.169g, 190 ℃.
Example 1:
14.4Kg of L-lactide (100 mol) is added into a reaction kettle 1, heated to 120 ℃ under the condition of stirring, added with 6.2g (0.1 mol) of initiator glycol, 17.9g (0.05 mol) of co-initiator glyceryl monostearate and 44.6g (0.05 mol) of tristearin, heated to 140 ℃ for reaction for 30 minutes, gradually heated to 180 ℃, added with 18.4g (0.1 mol) of end-capping agent 1,2-epoxy dodecane, discharged and devolatilized.
Adding 4.3Kg (30 mol) of epsilon-caprolactone into a reaction kettle 2, heating to 100 ℃, adding 6.2g (0.1 mol) of initiator ethylene glycol, 31.3g (0.05 mol) of co-initiator glyceryl distearate and 44.6g (0.05 mol) of glyceryl tristearate, reacting for 20 minutes under stirring, adding 10.08Kg (70 mol) of D-lactide, heating to 140 ℃, reacting for 30 minutes under stirring, heating to 180 ℃, adding 18.4g (0.1 mol) of end-capping agent 1,2-epoxydodecane, discharging and devolatilizing.
Introducing devolatilized products in the reaction kettle 1 and the reaction kettle 2 into a static mixer through a metering pump, controlling the pipeline temperature to be 230 ℃, and the mass ratio of the mixing reaction kettle 1 to the reaction kettle 2 to be 50 to obtain the thin-wall injection molding polylactic resin 1, and performing injection molding to obtain a sample cup shape, wherein the wall thickness is 0.4mm, the depth is 15cm, and a standard sample strip is subjected to mechanical property characterization, and the evaluation result is shown in table 2.
Examples 2 to 6:
in the same way as the method of example 1, the thin-wall injection molding polylactic acid resin 2-6 is prepared by changing the conditions of raw materials, initiator, catalyst, copolymerization ratio, blending ratio of the reaction kettle 1 and the reaction kettle 2, and the like, and the specific conditions are shown in table 1.
TABLE 1 Synthesis conditions of thin-walled injection-molded polylactic acid resins.
Description of the invention: discharging proportion of the reaction kettle 1 and the reaction kettle 2 is as follows: the ratios of example 1 (50.
TABLE 2 polylactic acid thin wall injection molding conditions and sample properties.
As can be seen from Table 2, the mechanical properties, heat resistance and flowability of the products prepared in examples 1-6 are superior to those of the samples in comparative example 1, and it can be seen that the products prepared by structural design at the synthesis end have better service performance and can meet the requirements of thin-wall injection molding process, while pure polylactic acid cannot adopt thin-wall injection molding process and PBS cannot provide excellent performance.
In the description herein, references to the description of "one embodiment," "an example," "a specific example" or the like are intended to mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing shows and describes the general principles, principal features, and advantages of the invention. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are given by way of illustration of the principles of the present invention, but that various changes and modifications may be made without departing from the spirit and scope of the invention, and such changes and modifications are within the scope of the invention as claimed.
Claims (10)
1. The synthesis process of the thin-wall injection molding lactic acid resin is characterized by comprising the following steps of:
initiating and polymerizing L-lactide in a reaction kettle 1 to prepare poly L-lactic acid resin;
synthesizing a poly-epsilon-caprolactone-poly-D-lactic acid copolymer in a reaction kettle 2, wherein the copolymerization ratio is 30;
and then mixing the devolatilization products of the reaction kettle 1 and the reaction kettle 2 according to the proportion of 50-95.
2. The synthesis process of the thin-wall injection molding lactic acid resin according to claim 1, wherein the number average molecular weight of the poly-L-lactic acid resin and/or the number average molecular weight of the poly-L-lactic acid resin synthesized in the reaction kettle 1 are configured as follows: 3-5 ten thousand.
3. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 1, wherein the copolymerization composition comprises poly-epsilon-caprolactone: the molar ratio of poly D-lactic acid is 30.
4. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 1, wherein the synthetic step of the poly-L-lactic acid in the reaction kettle 1 comprises the following steps: heating L-lactide to 120 ℃, simultaneously adding an initiator and a catalyst, reacting for 30 minutes at 140 ℃, heating to 180 ℃, adding a capping agent, and discharging out of the reaction kettle 1.
5. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 1, wherein the synthetic steps of the poly-epsilon-caprolactone and the poly-D-lactic acid in the reaction kettle 2 comprise: adding epsilon-caprolactone into a reaction kettle 2, heating to 100 ℃, simultaneously adding an initiator and a catalyst, reacting for 20 minutes, adding D-lactide, heating to 140 ℃, reacting for 30 minutes, heating to 180 ℃, adding a capping agent, and discharging out of the reaction kettle 2.
6. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 5, wherein the initiator is one or more of ethylene glycol, diethylene glycol, polyethylene glycol 200, polyethylene glycol 400, propanol, butanol and isopropanol.
7. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 5, wherein a co-initiator is added, and the co-initiator is a mixture of glyceryl monostearate, glyceryl distearate and glyceryl tristearate.
8. The synthetic process of the thin-wall injection molding lactic acid resin according to claim 5, wherein the catalyst is stannous octoate.
9. The process for synthesizing thin-walled injection-molded lactic acid resin according to claim 5, wherein the end-capping agent is 1,2-epoxydodecane.
10. The synthesis process of the thin-wall injection molding lactic acid resin according to claim 1, wherein the number average molecular weight of the poly-epsilon-caprolactone and poly-D-lactic acid copolymer synthesized in the reaction kettle 2 is 1-3 ten thousand.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210846857.XA CN115139424A (en) | 2022-07-05 | 2022-07-05 | Synthesis and forming process of thin-wall injection molding lactic acid resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210846857.XA CN115139424A (en) | 2022-07-05 | 2022-07-05 | Synthesis and forming process of thin-wall injection molding lactic acid resin |
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| Publication Number | Publication Date |
|---|---|
| CN115139424A true CN115139424A (en) | 2022-10-04 |
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| CN202210846857.XA Pending CN115139424A (en) | 2022-07-05 | 2022-07-05 | Synthesis and forming process of thin-wall injection molding lactic acid resin |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090008604U (en) * | 2008-02-22 | 2009-08-26 | 이명섭 | A double container of polylactic acid |
| CN101891881A (en) * | 2009-05-21 | 2010-11-24 | 中国科学院化学研究所 | Biodegradable high-polymer additive, preparation method and application thereof |
| CN103059530A (en) * | 2013-01-30 | 2013-04-24 | 唐山师范学院 | Composite material for producing disposable plastic products and preparation method of composite material |
| CN111004483A (en) * | 2018-11-01 | 2020-04-14 | 江南大学 | Degradable composite material and preparation method thereof |
| US20210246303A1 (en) * | 2012-03-09 | 2021-08-12 | Floreon-Transforming Packaging Limited | Biodegradable polymer blend |
| CN114410094A (en) * | 2022-03-03 | 2022-04-29 | 郑州轻工业大学 | Polylactic acid composite material and preparation method thereof |
-
2022
- 2022-07-05 CN CN202210846857.XA patent/CN115139424A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090008604U (en) * | 2008-02-22 | 2009-08-26 | 이명섭 | A double container of polylactic acid |
| CN101891881A (en) * | 2009-05-21 | 2010-11-24 | 中国科学院化学研究所 | Biodegradable high-polymer additive, preparation method and application thereof |
| US20210246303A1 (en) * | 2012-03-09 | 2021-08-12 | Floreon-Transforming Packaging Limited | Biodegradable polymer blend |
| CN103059530A (en) * | 2013-01-30 | 2013-04-24 | 唐山师范学院 | Composite material for producing disposable plastic products and preparation method of composite material |
| CN111004483A (en) * | 2018-11-01 | 2020-04-14 | 江南大学 | Degradable composite material and preparation method thereof |
| CN114410094A (en) * | 2022-03-03 | 2022-04-29 | 郑州轻工业大学 | Polylactic acid composite material and preparation method thereof |
Non-Patent Citations (1)
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Address after: No. 68 Jishan Road, Sanshan Economic Development Zone, Wuhu City, Anhui Province, 241000 Applicant after: Pulis Biotechnology Co.,Ltd. Address before: 241070 floor 6, building 4, Longhu Xincheng south, Sanshan Economic Development Zone, Wuhu City, Anhui Province Applicant before: Pulis Biotechnology Co.,Ltd. |
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| CB02 | Change of applicant information |