CN115403906A - Biodegradable PLA resin modified material and preparation method thereof - Google Patents
Biodegradable PLA resin modified material and preparation method thereof Download PDFInfo
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- CN115403906A CN115403906A CN202110578361.4A CN202110578361A CN115403906A CN 115403906 A CN115403906 A CN 115403906A CN 202110578361 A CN202110578361 A CN 202110578361A CN 115403906 A CN115403906 A CN 115403906A
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- antioxidant
- coupling agent
- bioactive glass
- pla resin
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- 239000000463 material Substances 0.000 title claims abstract description 53
- 239000011347 resin Substances 0.000 title claims abstract description 19
- 229920005989 resin Polymers 0.000 title claims abstract description 19
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 239000004626 polylactic acid Substances 0.000 claims abstract description 45
- 229920000747 poly(lactic acid) Polymers 0.000 claims abstract description 44
- 239000005313 bioactive glass Substances 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 18
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 17
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 17
- 239000007822 coupling agent Substances 0.000 claims abstract description 15
- 239000000314 lubricant Substances 0.000 claims abstract description 12
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 6
- TXQVDVNAKHFQPP-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] octadecanoate Chemical group CCCCCCCCCCCCCCCCCC(=O)OCC(CO)(CO)CO TXQVDVNAKHFQPP-UHFFFAOYSA-N 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000155 melt Substances 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 claims description 4
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 150000007970 thio esters Chemical class 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 1
- 239000011159 matrix material Substances 0.000 abstract description 4
- 239000000945 filler Substances 0.000 abstract description 3
- 230000015556 catabolic process Effects 0.000 abstract description 2
- 238000006731 degradation reaction Methods 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract description 2
- 239000011521 glass Substances 0.000 abstract description 2
- 239000012763 reinforcing filler Substances 0.000 abstract description 2
- 230000003014 reinforcing effect Effects 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 3
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000012620 biological material Substances 0.000 description 2
- 238000009264 composting Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000002910 solid waste Substances 0.000 description 2
- GOLXRNDWAUTYKT-UHFFFAOYSA-N 3-(1H-indol-3-yl)propanoic acid Chemical group C1=CC=C2C(CCC(=O)O)=CNC2=C1 GOLXRNDWAUTYKT-UHFFFAOYSA-N 0.000 description 1
- AOJJSUZBOXZQNB-VTZDEGQISA-N 4'-epidoxorubicin Chemical group O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052586 apatite Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229920006238 degradable plastic Polymers 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical group C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- -1 polypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2206—Oxides; Hydroxides of metals of calcium, strontium or barium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/005—Additives being defined by their particle size in general
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/06—Biodegradable
Abstract
The invention discloses a biodegradable PLA resin modified material and a preparation method thereof, wherein the material is prepared from the following components in parts by weight: 88.5-94.5 parts of polylactic acid, 5-10 parts of bioactive glass, 0.2-0.5 part of coupling agent, 0.1-0.4 part of antioxidant and 0.1-0.3 part of lubricant. The invention provides that the bioactive glass is added into the PLA material as the modified filler, the bioactive glass has high strength performance similar to that of the glass material, and can be used as a stress point to disperse the stress strength of the matrix material in the stress process by combining the coupling agent and the matrix PLA material, so that the effect of reinforcing the modified material is achieved. Meanwhile, different from the traditional reinforcing filler, the bioactive glass is degradable and can be dispersed in PLA to promote the disintegration of PLA, so that the degradation efficiency of the material is integrally improved.
Description
Technical Field
The invention belongs to the technical field of biological materials, and particularly relates to a biodegradable PLA resin modified material and a preparation method thereof.
Background
The 'white pollution' is an image name for the phenomenon of environmental pollution caused by waste plastics, and refers to the pollution to ecological environment and landscape caused by that plastic products such as packaging bags, agricultural mulching films, disposable tableware, plastic bottles and the like made of high molecular compounds such as polystyrene, polypropylene, polyvinyl chloride and the like are discarded into solid waste after being used, and the solid waste is difficult to degrade because the plastic products are randomly thrown and thrown.
At present, in order to prevent white pollution, the development of degradable materials to replace traditional non-degradable plastics is a necessary trend, polylactic acid (PLA) as a new biological material has excellent biocompatibility and better mechanical property, is non-toxic, strong in plasticity and complete in biodegradation, and becomes one of the most applicable biodegradable materials at present. But the material has larger brittleness, and the traditional method is difficult to modify on the premise of not influencing the biodegradability, thereby greatly limiting the application field of the material.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a biodegradable PLA resin modified material and a preparation method thereof, so as to solve the problems in the prior art.
The purpose of the invention is realized by the following technical scheme:
a biodegradable PLA resin modified material is prepared from the following components in parts by weight: 88.5-94.5 parts of polylactic acid, 5-10 parts of bioactive glass, 0.2-0.5 part of coupling agent, 0.1-0.4 part of antioxidant and 0.1-0.3 part of lubricant.
Preferably, the D50 particle size of the bioactive glass is less than 20 microns, and the chemical components of the bioactive glass comprise 15% -36% of CaO and 58% -85% of SiO 2; 6 to 27 percent of P2O 5.
Preferably, the coupling agent is at least one of a silane coupling agent and a titanate coupling agent.
Preferably, the antioxidant is at least one of hindered phenol antioxidant, phosphite antioxidant and thioester antioxidant.
Preferably, the lubricant is pentaerythritol stearate or ethylene bisstearamide.
The invention also provides a preparation method of the biodegradable PLA resin modified material, which comprises the following steps: weighing polylactic acid, bioactive glass, a coupling agent, an antioxidant and a lubricant according to the proportion, and uniformly mixing the polylactic acid, the bioactive glass, the coupling agent, the antioxidant and the lubricant to obtain a mixed material; and melting and extruding the mixed material by a double-screw extruder, and granulating to obtain a final product. Preferably, the process temperature of the double-screw extruder from the material port to the die is respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃ and 5 region: 170-175 ℃, zone 6: 175-180 ℃ and the melt pressure is 2-10 MPa.
Compared with the prior art, the invention has the beneficial effects that:
the bioactive glass is a traditional medical framework and tissue repair material, is implanted into a body, can carry out sustained release and ion exchange, and has the regeneration function of bones and blood vessels. The invention firstly proposes that the bioactive glass is added into the PLA material as the modified filler, the bioactive glass has high strength performance similar to the glass material, and can be used as a stress point to disperse the stress strength of the matrix material in the stress process by combining the coupling agent and the matrix PLA material, thereby achieving the effect of enhancing the modified material. Meanwhile, the bioactive glass is degradable compared with the traditional reinforcing filler; the filler is dispersed in the PLA base material, and can perform ion exchange under the composting condition, released Ca ions and the like can promote the biological activity of microorganisms, the propagation process of the microorganism can be improved, and the bioactive glass materials are uniformly distributed in the PLA base material, and the PLA materials are degraded to generate inorganic materials such as apatite and the like under the moisture condition of the composting, so that the disintegration of the modified materials is facilitated, and the degradation efficiency is improved integrally.
Detailed Description
The present invention will be further described with reference to the following examples. It is to be understood that the embodiments described are only a few 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.
The starting materials used in the following examples are all commercially available products.
Example 1:
adding 91 parts of polylactic acid, 8 parts of bioactive glass, 0.3 part of silane coupling agent KH-550, 0.2 part of antioxidant 1010, 0.3 part of phosphite antioxidant 168 and 0.2 part of lubricant pentaerythritol stearate into a high-speed mixer, stirring and mixing for 7min at the temperature of 110 ℃, extruding, stretching, cooling and granulating by using a double-screw extruder to obtain the PLA resin modified material, wherein the process temperatures from a material port to a neck mold of the double-screw extruder in the extrusion process are respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and the melt pressure is 6MPa.
Example 2:
92.1 parts of polylactic acid, 7 parts of bioactive glass, 0.3 part of silane coupling agent KH-560, 0.2 part of hindered phenol antioxidant 1010, 0.2 part of hindered amine antioxidant UV944 and 0.2 part of lubricant pentaerythritol stearate are added into a high-speed mixer, stirred and mixed for 6min at the temperature of 100 ℃, extruded, stretched, cooled and granulated by a double-screw extruder to obtain the PLA resin modified material, and the process temperatures from a material port to a neck mold of the double-screw extruder in the extrusion process are respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and the melt pressure is 2MPa.
Example 3:
adding 93.1 parts of polylactic acid, 6 parts of bioactive glass, 0.4 part of silane coupling agent KH-550, 0.3 part of hindered phenol antioxidant 1330 and 0.2 part of lubricant ethylene bis stearamide into a high-speed mixer, stirring and mixing for 6min at the temperature of 100 ℃, extruding, stretching, cooling and granulating by using a double-screw extruder to obtain the PLA resin modified material, wherein the process temperatures from a material port to a neck mold of the double-screw extruder in the extrusion process are respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and the melt pressure is 2MPa.
Example 4:
adding 94.5 parts of polylactic acid, 5 parts of bioactive glass, 0.2 part of titanate coupling agent TMC-201, 0.1 part of phosphite antioxidant 168 and 0.1 part of pentaerythritol stearate into a high-speed mixer, stirring and mixing for 7min at the temperature of 110 ℃, extruding, stretching and cooling and granulating by using a double-screw extruder to obtain the PLA resin modified material, wherein the process temperatures from a material port to a neck mold of the double-screw extruder in the extrusion process are respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and 8MPa of melt pressure.
Example 5:
88.5 parts of polylactic acid, 10 parts of bioactive glass, 0.2 part of silane coupling agent KH-550, 0.3 part of titanate coupling agent AC-201, 0.2 part of hindered phenol antioxidant 1010, 0.2 part of phosphite antioxidant 168, 0.1 part of pentaerythritol stearate and 0.2 part of ethylene bis stearamide are added into a high-speed mixer, stirred and mixed for 7min at the temperature of 110 ℃, extruded, stretched, cooled and granulated by a double-screw extruder to obtain the PLA resin modified material, and the process temperature of the double-screw extruder from a material port to a neck mold is respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and 4MPa of melt pressure.
The products prepared in the above examples and pure PLA were subjected to performance tests, and the test results are shown in Table 1 below. Wherein: the test specimen used for the tensile strength test had a size of 150mm × 10mm × 4mm and a tensile rate of 50mm/min; the test sample bar for bending strength has the dimensions of 80mm multiplied by 10mm multiplied by 4mm, and the bending rate is 2mm/min; the dimensions of the test specimen used for the flexural modulus are 80mm × 10mm × 4mm, and the bending rate is 2mm/min; notched Izod impact Strength the test specimens used had dimensions of 80mm by 10mm by 4mm.
TABLE 1 results of measurements of the properties of the products and of the pure PLA prepared in the various examples
As can be seen from the data in Table 1, compared with pure PLA, the PLA resin modified material prepared in each example has better mechanical properties and higher biological decomposition rate, and the modified material and the preparation method of the material provided by the invention can greatly expand the application field of PLA.
Claims (7)
1. A biodegradable PLA resin modified material is characterized in that: the composition is prepared from the following components in parts by weight: 88.5-94.5 parts of polylactic acid, 5-10 parts of bioactive glass, 0.2-0.5 part of coupling agent, 0.1-0.4 part of antioxidant and 0.1-0.3 part of lubricant.
2. The biodegradable PLA resin modified material of claim 1, wherein: the D50 particle size of the bioactive glass is less than 20 microns, and the chemical components of the bioactive glass comprise CaO and SiO 2 And P 2 O 5 。
3. The biodegradable PLA resin modified material of claim 1, wherein: the coupling agent is at least one of silane coupling agent and titanate coupling agent.
4. The biodegradable PLA resin modified material of claim 1, wherein: the antioxidant is at least one of hindered phenol antioxidant, phosphite antioxidant and thioester antioxidant.
5. The biodegradable PLA resin modified material of claim 1, wherein: the lubricant is pentaerythritol stearate or ethylene bisstearamide.
6. The method for preparing a biodegradable PLA resin-modified material as set forth in any one of claims 1 to 5, wherein: the method comprises the following steps: weighing polylactic acid, bioactive glass, a coupling agent, an antioxidant and a lubricant according to the proportion, and uniformly mixing the polylactic acid, the bioactive glass, the coupling agent, the antioxidant and the lubricant to obtain a mixed material; and melting and extruding the mixed material by a double-screw extruder, and granulating to obtain a final product.
7. The method for preparing a biodegradable PLA resin modified material as set forth in claim 6, which is characterized in that: the process temperature of the double-screw extruder from the material port to the neck mold is respectively as follows: zone 1: 135-140 ℃ and 2 region: 140-150 ℃ and 3 region: 150-160 ℃, zone 4: 165-170 ℃, 5 region: 170-175 ℃ and 6 region: 175-180 ℃ and the melt pressure is 2MPa-10MPa.
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5977204A (en) * | 1997-04-11 | 1999-11-02 | Osteobiologics, Inc. | Biodegradable implant material comprising bioactive ceramic |
CN102421463A (en) * | 2009-04-23 | 2012-04-18 | 维沃希迪有限公司 | Biocompatible composite and its use |
-
2021
- 2021-05-26 CN CN202110578361.4A patent/CN115403906A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5977204A (en) * | 1997-04-11 | 1999-11-02 | Osteobiologics, Inc. | Biodegradable implant material comprising bioactive ceramic |
CN102421463A (en) * | 2009-04-23 | 2012-04-18 | 维沃希迪有限公司 | Biocompatible composite and its use |
Non-Patent Citations (3)
Title |
---|
DU JUAN ZHANG ET AL.: "Preparation and characterization of biodegradable poly(D, L-lactide) and surface-modified bioactive glass composites as bone repair materials", J MATER SCI: MATER MED, vol. 20, pages 1971 - 1978, XP019750144, DOI: 10.1007/s10856-009-3772-7 * |
周达飞 等: "高分子材料成型加工", vol. 1, 31 May 2000, 中国轻工业出版社, pages: 186 - 187 * |
郑水林: "粉体表面改性", vol. 2, 31 August 2003, 中国建材工业出版社, pages: 65 * |
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