WO2014157962A1 - 폴리알킬렌 카보네이트를 포함하는 수지 조성물 - Google Patents
폴리알킬렌 카보네이트를 포함하는 수지 조성물 Download PDFInfo
- Publication number
- WO2014157962A1 WO2014157962A1 PCT/KR2014/002613 KR2014002613W WO2014157962A1 WO 2014157962 A1 WO2014157962 A1 WO 2014157962A1 KR 2014002613 W KR2014002613 W KR 2014002613W WO 2014157962 A1 WO2014157962 A1 WO 2014157962A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- resin composition
- carbonate
- polylactide
- meth
- carbon atoms
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
- B32B27/20—Layered products comprising a layer of synthetic resin characterised by the use of special additives using fillers, pigments, thixotroping agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
- B32B27/22—Layered products comprising a layer of synthetic resin characterised by the use of special additives using plasticisers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/28—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
- B32B27/308—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
- B32B27/365—Layered products comprising a layer of synthetic resin comprising polyesters comprising polycarbonates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
- C08L33/12—Homopolymers or copolymers of methyl methacrylate
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2250/00—Layers arrangement
- B32B2250/02—2 layers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2250/00—Layers arrangement
- B32B2250/24—All layers being polymeric
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2264/00—Composition or properties of particles which form a particulate layer or are present as additives
- B32B2264/10—Inorganic particles
- B32B2264/102—Oxide or hydroxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2264/00—Composition or properties of particles which form a particulate layer or are present as additives
- B32B2264/10—Inorganic particles
- B32B2264/104—Oxysalt, e.g. carbonate, sulfate, phosphate or nitrate particles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2264/00—Composition or properties of particles which form a particulate layer or are present as additives
- B32B2264/10—Inorganic particles
- B32B2264/107—Ceramic
- B32B2264/108—Carbon, e.g. graphite particles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2270/00—Resin or rubber layer containing a blend of at least two different polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/40—Properties of the layers or laminate having particular optical properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/40—Properties of the layers or laminate having particular optical properties
- B32B2307/412—Transparent
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/50—Properties of the layers or laminate having particular mechanical properties
- B32B2307/54—Yield strength; Tensile strength
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/716—Degradable
- B32B2307/7163—Biodegradable
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/748—Releasability
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2553/00—Packaging equipment or accessories not otherwise provided for
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2605/00—Vehicles
- B32B2605/003—Interior finishings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2433/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
- C08J2433/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08J2433/10—Homopolymers or copolymers of methacrylic acid esters
- C08J2433/12—Homopolymers or copolymers of methyl methacrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2467/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Definitions
- the present invention relates to a resin composition
- a resin composition comprising a polyalkylene carbonate, and more particularly to a polyalkylene carbonate, a polylactide and a polyalkyl (meth) acrylate, excellent biodegradability, mechanical properties, and transparency It relates to the composition shown.
- Polyalkylene carbonate is an amorphous transparent resin, and unlike other similar engineering plastics, aromatic polycarbonate, it is biodegradable, thermally decomposable at low temperature, and completely decomposed into carbon dioxide and water, so that there is no carbon residue. Have.
- polyalkylene carbonate has excellent transparency, tensile strength, elasticity, oxygen barrier property, etc., but when processed into pel3 ⁇ 4 or film form, blocking phenomenon is not easy to handle and poor in dimensional stability. There are disadvantages.
- polylactide resin capable of improving the physical properties of polyalkylene carbonates, such as polylactide having biodegradability.
- polylactide (or polylactic acid or polylactic acid) resin is based on biomass, unlike conventional oil-based resins, it can be used as a renewable resource. It emits less C02 and has eco-friendly properties such as biodegradation by moisture and microorganisms when landfilling, and at the same time, it has a suitable mechanical strength comparable to that of conventional crude oil-based resins.
- These polylactide resins have been mainly used for disposable packaging / containers, coatings, foams, films / sheets, and textiles.
- polylactide resins have been mixed with existing resins such as ABS or polypropylene to reinforce physical properties. Afterwards, efforts to use semi-permanent uses such as mobile phone exterior materials or automotive interior materials have been actively made. However, polylactide resins are currently limited in their application range due to physical weaknesses of polylactide itself, such as biodegradation by the catalyst used in manufacturing or by factors such as moisture in the air.
- a blend of polylactide resins and aromatic polycarbonate resins is proposed in -1107-109413.
- simply melting and kneading the polylactide and the aromatic polycarbonate is difficult because of the large difference in the melt viscosity of both, so that the homogeneous commercialization is difficult.
- the molten resin is discharged with pulsation from the nozzle of the screw extruder. There is a problem that stable pelletization is difficult.
- the appearance has non-pearl gloss, when a colorant is mixed and colored directly with a resin, haze becomes noticeable and coloring is difficult, and thus the use is limited.
- the present invention provides a resin composition capable of exhibiting significantly improved transparency while maintaining excellent biodegradability and mechanical properties. Moreover, this invention provides products, such as a molded article, a film, a film laminated body manufactured from the said resin composition.
- the present invention is a polyalkylene carbonate comprising a repeating unit represented by the formula (1); Polylactide containing a repeating unit represented by the formula (2); And a polyalkyl (meth) acrylate, the resin composition having a haze value of 40% or less as measured by ASTM D 1003 at a thickness of 0.17 to 0.19 mm.
- R 1 to R 4 are each independently hydrogen, having 1 to 20 carbon atoms Branched alkyl groups, aryl groups having 6 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, or cycloalkyl groups having 3 to 20 carbon atoms; At least two of R 1 to R 4 may be linked to each other to form a cycloalkyl group having 3 to 10 carbon atoms; n is an integer from 10 to 1000,
- n is an integer of 10 to 1000.
- the present invention provides a molded article produced from the resin composition.
- the present invention provides a laminate comprising a film made of the resin composition.
- Polyalkylene carbonate resin used in the present invention is a resin comprising a repeating unit of the formula (1):
- R 1 to R 4 are each independently hydrogen, a linear or branched alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or a cycloalkyl group having 3 to 20 carbon atoms; At least two of R 1 to R 4 may be linked to each other to form a cycloalkyl group having 3 to 10 carbon atoms; m is an integer from 10 to 1,000.
- the polyalkylene carbonate may be, for example, at least one selected from the group consisting of polyethylene carbonate, polypropylene carbonate, polypentene carbonate, polynuxene carbonate, polyoctene carbonate, polycyclonuxene carbonate, and copolymers thereof. .
- the polyalkylene carbonate may be obtained through copolymerization using an epoxide compound and carbon dioxide as monomers in the presence of an organometallic catalyst.
- the epoxide-based compound is ethylene oxide, propylene oxide, 1-butene oxide, 2-butene oxide, isobutylene oxide, 1-pentene oxide, 2-pentene oxide, 1-nuxene oxide, 1-octene oxide, cyclo Pentene oxide, cyclonuxene oxide, styrene oxide or butadiene monooxide, or the like, or two or more of various epoxide-based compounds selected from them.
- the polyalkylene carbonate may be a homopolymer containing a repeating unit represented by Formula 1; or a copolymer including two or more repeating units belonging to the category of Formula 1, or It may be a copolymer including an alkylene oxide-based repeating unit and the like together with the repeating unit represented.
- the polyalkylene carbonate resin may be formed of the repeating unit represented by Formula 1 so that specific physical properties (eg, biodegradability or low glass transition temperature, etc.) due to the repeating unit represented by Formula 1 may be maintained. It may be a copolymer containing at least about 40 mol%, preferably at least about 60 mol%, more preferably at least about 80 mol%.
- R 1 to R 4 are each independently hydrogen, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, or a cycloalkyl having 3 to 20 carbon atoms.
- Various functional groups such as alkyl groups; At least two of R 1 to R 4 may be linked to each other to form a cycloalkyl group having 3 to 10 carbon atoms.
- the R ! To R 4 may be selected as an appropriate functional group in consideration of mechanical properties or biodegradability of the polyalkylene carbonate resin to be finally obtained.
- the functional group is hydrogen or a functional group having a relatively small carbon number may be more advantageous in terms of biodegradability
- when the functional group having a relatively large carbon number may be advantageous in terms of mechanical properties such as the strength of the resin.
- polyethylene carbonate is biodegraded faster than polypropylene carbonate (Inoue et al. Chem. Pharn. Bull, Jpn, 1983, 31, 1400; Ree et al. Catalysis Today, 2006, 115 , 288-294).
- the polymerization degree '!' Of the repeating unit represented by Formula 1 may be 10 to 1,000, preferably 50 to 500.
- the polyalkylene carbonate including the repeating unit may have a weight average molecular weight of about 10,000 to about 1,000,000 g / mol, preferably about 50,000 to about 500,000 g / mol.
- the molded article obtained therefrom may exhibit biodegradability together with mechanical properties such as appropriate strength.
- Method for producing the polyalkylene carbonate of the present invention is not particularly limited However, for example, it can be obtained by copolymerizing alkylene oxide and carbon dioxide. Or by ring-opening polymerization of cyclic carbonates. Copolymerization of the alkylene oxide and carbon dioxide can be carried out in the presence of metal complex compounds such as zinc, aluminum, and cobalt.
- the polyalkylene carbonate When the polyalkylene carbonate is included in an excessively small amount compared to the polylactide or polyalkyl (meth) acrylate, the inherent mechanical properties such as high elongation and flexibility of the polyalkylene carbonate are lost.
- Flylactide used in the present invention is a homopolymer or copolymer comprising repeating units represented by the following formula (2).
- n is an integer of 10 to 1000.
- the molecular structure of the polylactide may contain any monomer of L-lactic acid or D-lactic acid.
- the polylactide may be prepared by the step of forming the following repeating unit by ring-opening polymerization of the lactide monomer, and the polylactide or polylactide It may be referred to as a resin.
- the lactide monomer may include all types of lactide as described above.
- polylactide resin includes polymers in all states after the ring-opening polymerization and the formation of the repeating unit are completed, for example, crude or purified after the ring-opening polymerization is completed.
- a polymer in a state, a polymer included in a liquid or solid resin composition before molding a product, or a polymer included in a plastic or a fabric in which the molding of the product is completed may be included.
- Lactide monomer can be defined as follows. Usually lactide L-lactide composed of L-lactic acid, D-lactide composed of D-lactic acid, and meso-lactide composed of one L-form and one D-form can be divided. In addition, the mixture of L-lactide and D-lactide in 50:50 is called D, L-lactide black is rac -lactide.
- polymerization using only L-lactide or D-lactide with high optical purity is known to give L- or D-polylactide (PLLA or PDLA) having very high stereoregularity. Lactide is known to have higher crystallization rate and higher crystallization rate than polylactide having low optical purity.
- the term "lactide monomer” is defined herein to include all types of lactide regardless of the difference in properties of lactide according to each form and the difference in properties of polylactide formed therefrom.
- the polymerization degree n of the repeating unit of Formula 2 may be 10 to 1000, preferably 50 to 500, and the polylactide resin including the same may be about 10,000 to about 1,000,000 g / mol, preferably Preferably a weight average molecular weight of about 50,000 to about 500,000 g / m.
- the repeating unit and the polylactide resin have a polymerization degree and a weight average molecular weight in this range, the resin layer or the disposable resin molded article obtained therefrom may exhibit biodegradability together with mechanical properties such as appropriate strength.
- a method for producing a tide resin As a method for producing a tide resin, a method of directly polycondensing lactic acid or a ring opening polymerization of a lactide monomer under an organometallic catalyst is known.
- the condensation polymerization proceeds, the viscosity increases rapidly, so that it is very difficult to effectively remove the water which is a reaction byproduct. Therefore, it is difficult to obtain a polymer having a high molecular weight of 100,000 or more of weight average molecular weight, and thus it is difficult to secure the physical and mechanical properties of the polylactide resin sufficiently.
- the lactide monomer in the ring-opening polymerization method of the lactide monomer, the lactide monomer must be prepared first from the lactic acid, so that the manufacturing process is complicated and high cost compared to the condensation polymerization.
- the resin of relatively large molecular weight can be obtained relatively easily through lactide ring-opening polymerization using a base metal catalyst, and polymerization Speed control is advantageous and widely applied commercially.
- the resin composition according to the present invention includes polyalkylene carbonate and the polylactide, and thus exhibits excellent physical and mechanical properties, thereby being used in semi-permanent applications such as sheets, food packaging films, flooring, electronics packaging or automotive interior materials. It can be used preferably.
- the polylactide may be included in an amount of about 0.5 to about 50 parts by weight, preferably about 5 to about 45 parts by weight, based on 100 parts by weight of polyalkylene carbonate.
- the polylactide When the polylactide is included in less than about 0.5 parts by weight, the excellent physical and mechanical properties obtained by the inclusion of the polylactide may be deteriorated, the dimensional stability and the thermal stability may be deteriorated, and blocking. The phenomenon can be severe. In addition, when the polylactide is included in excess of about 50 parts by weight, gas barrier properties and elongation may be lowered, and transparency may be deteriorated.
- the resin composition according to the present invention includes all of polyalkylene carbonate, polylactide, and polyalkyl (mer J) acrylate, and thus exhibits excellent physical and mechanical properties. It can be preferably used for semi-permanent use of product packaging or automotive interior materials.
- the monomer of the polyalkyl (meth) acrylate is an ester of (meth) acrylic acid and an alkyl group having 1 to 20 carbon atoms, and the alkyl group is a linear or branched aliphatic alkyl group having 1 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms. Can be.
- alkyl (meth) acrylates examples include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylnuclear (meth) acrylate, cyclonuclear (meth) Acrylate , ⁇ - Octyl (meth) acrylate, n—decyl (meth) acrylate, ⁇ -dodecyl (meth) acrylate, tetradecyl (meth) acrylate lauryl (meth) acrylate, oleyl (meth) acrylate palmityl (Meth) acrylate, stearyl (meth) acrylate, and the like, preferably methyl (meth) acrylate
- Such polyalkyl (meth) acrylate may be included in an amount of about 0.5 to about 35 parts by weight, and preferably about 1.0 to about 30.0 parts by weight, based on 100 parts by weight of polyalkylene carbonate.
- the polyalkyl (meth) acrylate When the polyalkyl (meth) acrylate is included in less than about 0.5 parts by weight, the dimensional stability and thermal stability may be lowered, the blocking phenomenon may be severe, transparency may be lowered. In addition, when included in more than about 35 parts by weight, gas barrier properties and impact strength may be reduced.
- the resin composition according to an embodiment of the present invention including the above-described polyalkylene carbonate, polylactide and polyalkyl (meth) acrylate, when producing a specimen of 0.17 to 0.19mm thickness, ASTM D 1003
- the haze value measured by is 40% or less.
- the haze value may be preferably about 10 to about 40%, and more preferably about 20 to about 40% or about 20 to about 30%.
- the resin composition of the present invention can be suitably used in a product requiring high transparency such as a molded article such as a plastic bowl or a packaging material, a film, or a film laminate. have.
- the resin composition may be preferably about 30 to about 250%, or about 50 to about 250%, or about 100 to about 250% of the shoes measured by ASTM D 882 when the specimen is prepared, and the tensile strength is It may be desirable to have about 100 to about 300 kgf / cm 2 , or about 120 to about 300 kgf / cm 2 .
- the specimen prepared from the resin composition according to an embodiment of the present invention has elongation and tensile strength in the above range, mechanical properties required for products such as molded articles and films can be sufficiently satisfied.
- additives are added to the resin composition of the invention according to the use.
- Modified additives include dispersants. Lubricants, plasticizers, flame retardants 1, antioxidants, antistatic agents, light stabilizers, ultraviolet absorbers, crystallization accelerators and the like.
- Various additives may be added when producing pellets from the polyalkylene carbonate resin composition or when molding the pellets to produce molded articles. As an article manufactured from a resin composition, a film, a sheet, a film laminated body, a filament, a nonwoven fabric, a molded article, etc. are contained, for example.
- the method for producing the article includes forming a resin composition and extruding the resin into a film.
- Various well-known methods are mentioned as a manufacturing method of the resin composition of this invention.
- a method of obtaining a uniform mixture a method of mixing by a Hansel mixer, a ribbon blender, a blender, etc. is mentioned, for example.
- a VAN Antonie Louis Barye mixer, a single or two-axis compressor, or the like can be used.
- the shape of the resin composition of this invention does not have a restriction
- the method of molding the resin composition of the present invention to obtain a molded product includes, for example, injection molding, compression molding, injection compression molding, gas injection molding, foam injection molding, inflation, T die, Calender, blow molding, vacuum molding, and pressure molding.
- the resin composition of the present invention may exhibit a markedly improved transparency while having excellent biodegradability and mechanical properties.
- the film including the resin composition may be used in materials of various fields that require semi-permanent use, such as electronic products packaging, automotive interior materials, as well as disposable products such as packaging products, household goods films and sheets.
- Ethylene oxide and carbon dioxide were copolymerized using a diethyl-zinc catalyst to prepare polyethylene carbonate resin in the following manner (Journal of Polymer Science B 1969, 7, 287; Journal of Controlled release 1997, 49, 263).
- a dry diethyl-zinc catalyst (lg) and 10 mL of a dioxane solvent were added, followed by slowly stirring, and purified water O.lg diluted with 5 mL of dioxane solvent was added thereto.
- the carbon dioxide was layered at about 10 atm, and then stirred at 120 ° C for 1 hour.
- purified ethylene oxide (10 g) was added, and carbon dioxide was charged to about 50 atm again, and then the temperature was adjusted to 60 ° C. for 48 hours. After the reaction, unreacted ethylene oxide was removed under low pressure and dissolved in dichloromethane solvent.
- Polyethylene carbonate was used to dry overnight in a 40 ° C vacuum oven, polylactide and polymethyl methacrylate was used to dry for 4 hours in a 70 ° C vacuum oven.
- the resin composition is twin screw extruder (BA-19, Manufacturer in the form of pellets (BAUTECH).
- the prepared pellet-type resin composition was dried overnight in a vacuum oven at 40 ° C to make a dog born specimen was measured for mechanical strength using a universal testing machine (Universal Testing Machine, UTM).
- UTM Universal Testing Machine
- Polyethylene carbonate, polylactide, polymethyl methacrylate The resin composition was prepared in the same manner as in Example 1 except that the content and content of each component were different.
- Comparative Example 3 was prepared in the same manner as in Example 1, except that polypropylene (PP, trade name: H7500, manufacturer: LG Chemical) was used instead of polymethylmethacrylate.
- PP polypropylene
- Pellet state Pellets containing the respective resin compositions according to the Examples and Comparative Examples were put in a convection oven at about 40 ° C with a load of 200 g each. After the heat treatment for about 30 minutes, the state of the pellets, blocking degree, etc. of the pellets containing each resin composition were visually observed to obtain four steps of very good ( ⁇ ), good (o), normal ( ⁇ ), and poor (X). Evaluated as.
- the measurement was performed using a Nippon Denshoku Haze Meter according to D 1003.
- the light having a wavelength of 400 to 700 nm was transmitted, and the opacity (Haze,%) value measured for scattered light with respect to combat light was displayed.
- the evaluation and measurement results are summarized in Table 2 below.
- Examples 1 to 6 including polyethylene carbonate, polylactide and polymethyl methacrylate (PMMA), it can be seen that has a low haze value of about 21 to about 38, alternatively It can be seen that exhibits excellent tensile strength and elongation.
- PMMA polymethyl methacrylate
- Example 1 a film of a resin composition prepared was prepared from (CAM film (PEC / PLA / PMMA). Film laminate to the fitness evaluation of the., PEC 100% as bonding target film, and PLA 100% of the film PEC was prepared in Preparation Example 1, and polylactide (weight average molecular weight: about 230,000, manufacturer: NatureWorks) was used.
- a film laminate was prepared by a thermal fusion method, and the bonding properties were summarized in Table 3 by a method of visually observing the bonding strength when the laminate was separated by applying a force.
- the adhesion was evaluated as poor in the lamination with the film made of PLA, and in the case of the film made of the PLA alone, the adhesion was poor in the lamination with the film made of PEC.
- the lamination with a film made of only PEC or PLA, including polyalkylene carbonate, polylactide, and polyalkyl (meth) acrylate was excellent in bonding in both cases.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Manufacturing & Machinery (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Biological Depolymerization Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201480014614.3A CN105051108B (zh) | 2013-03-27 | 2014-03-27 | 包含聚碳酸亚烷基酯的树脂组合物 |
EP14775645.6A EP2980158B1 (en) | 2013-03-27 | 2014-03-27 | Resin composition containing polyalkylene carbonate |
US14/766,341 US20160145431A1 (en) | 2013-03-27 | 2014-03-27 | Resin composition including polyalkylene carbonate |
JP2015542976A JP6031616B2 (ja) | 2013-03-27 | 2014-03-27 | ポリアルキレンカーボネートを含む樹脂組成物 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20130033104 | 2013-03-27 | ||
KR10-2013-0033104 | 2013-03-27 | ||
KR20140035718A KR101478655B1 (ko) | 2013-03-27 | 2014-03-27 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
KR10-2014-0035718 | 2014-03-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2014157962A1 true WO2014157962A1 (ko) | 2014-10-02 |
Family
ID=51991508
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/KR2014/002613 WO2014157962A1 (ko) | 2013-03-27 | 2014-03-27 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
Country Status (6)
Country | Link |
---|---|
US (1) | US20160145431A1 (ko) |
EP (1) | EP2980158B1 (ko) |
JP (1) | JP6031616B2 (ko) |
KR (1) | KR101478655B1 (ko) |
CN (1) | CN105051108B (ko) |
WO (1) | WO2014157962A1 (ko) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101508612B1 (ko) * | 2013-06-28 | 2015-04-07 | 주식회사 엘지화학 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
CN103881078B (zh) * | 2014-04-17 | 2016-02-03 | 中国科学院长春应用化学研究所 | 氯化聚丙撑碳酸酯及其制备方法 |
US10829635B2 (en) | 2016-03-11 | 2020-11-10 | Lg Chem, Ltd. | Economical method of preparing a resin composition including polyalkylene carbonate with improved thermal stability and processability |
KR102278533B1 (ko) * | 2016-12-27 | 2021-07-16 | 주식회사 엘지화학 | 폴리알킬렌 카보네이트계 수지 필름 |
US10975196B2 (en) | 2017-05-10 | 2021-04-13 | Lg Chem, Ltd. | Method for purifying polyalkylene carbonate |
US10527910B2 (en) * | 2017-08-29 | 2020-01-07 | Trw Automotive U.S. Llc | Vehicle driver assist system |
CN108219418A (zh) * | 2017-12-05 | 2018-06-29 | 湖北光合生物科技有限公司 | 一种二氧化碳-环氧丙烷共聚物复合材料及其制备方法 |
CA3111763A1 (en) * | 2018-12-20 | 2020-06-25 | Lg Chem, Ltd. | Polyalkylene carbonate-polylactic acid composite, method of preparing the same, and molded article prepared by using the composite |
KR102474073B1 (ko) * | 2019-01-11 | 2022-12-06 | 주식회사 엘지화학 | 폴리알킬렌카보네이트계 수지, 이의 제조방법 및 이로부터 제조된 성형품 |
EP3950840B1 (en) * | 2020-01-29 | 2024-06-26 | Lg Chem, Ltd. | Polyalkylene carbonate-based resin, and molded product produced therefrom |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07109413A (ja) | 1993-10-15 | 1995-04-25 | Mitsui Toatsu Chem Inc | 真珠光沢を有する樹脂組成物 |
KR20020053820A (ko) * | 2000-08-02 | 2002-07-05 | 사토 아키오 | 수지조성물 및 그 용도 |
JP2007231149A (ja) * | 2006-03-01 | 2007-09-13 | Mitsubishi Rayon Co Ltd | 熱可塑性樹脂組成物 |
KR20090114479A (ko) * | 2005-03-11 | 2009-11-03 | 후지쯔 가부시끼가이샤 | 식물성 수지 조성물 및 식물성 수지 성형체 |
KR20100071718A (ko) * | 2008-12-19 | 2010-06-29 | 제일모직주식회사 | 폴리유산/폴리카보네이트 수지 조성물 |
KR20110081235A (ko) * | 2008-09-29 | 2011-07-13 | 바스프 에스이 | 생분해성 중합체 혼합물 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006265395A (ja) * | 2005-03-24 | 2006-10-05 | Toray Ind Inc | ポリアルキレンカーボネート樹脂組成物およびその製造方法 |
CN101432360A (zh) * | 2006-04-27 | 2009-05-13 | 巴斯夫欧洲公司 | 聚碳酸亚丙酯的透明共混物 |
JP2009534509A (ja) * | 2006-04-27 | 2009-09-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 透明ポリプロピレンカーボネート配合物 |
CN101348606A (zh) * | 2008-09-12 | 2009-01-21 | 海南大学 | 完全可降解聚碳酸亚丙酯复合薄膜材料及其制备方法 |
EP2351783A1 (en) * | 2008-11-05 | 2011-08-03 | National Institute of Advanced Industrial Science and Technology | Aliphatic polycarbonate complex derived from carbon dioxide, and process for producing same |
KR20110000440A (ko) * | 2009-06-26 | 2011-01-03 | 제일모직주식회사 | 폴리유산 수지 조성물 및 이를 이용한 성형품 |
MX2012002751A (es) * | 2009-09-03 | 2012-06-19 | Co2Starch Pty Ltd | Composiciones de polimero/almidon termoplastico. |
CN101724243A (zh) * | 2009-12-11 | 2010-06-09 | 内蒙古蒙西高新技术集团有限公司 | Ppc与pla共混物及制备方法 |
KR101505448B1 (ko) * | 2010-09-03 | 2015-03-25 | 에스케이이노베이션 주식회사 | 시트용 수지 조성물 |
EP2426174A1 (en) * | 2010-09-03 | 2012-03-07 | SK Innovation Co. Ltd. | Resin composition for sheet products |
KR101418485B1 (ko) * | 2011-01-27 | 2014-07-10 | 에스케이이노베이션 주식회사 | 이산화탄소를 원료로 하는 고분자 수지 조성물 및 이로부터 제조된 친환경 장식재 |
US8747970B2 (en) * | 2011-10-24 | 2014-06-10 | Sk Innovation Co., Ltd. | Eco-friendly poly(alkylene carbonate) resin composition for high-transparency and high-gloss sheet |
KR101949979B1 (ko) * | 2012-05-04 | 2019-02-19 | 에스케이이노베이션 주식회사 | 투명한 지방족 폴리카보네이트 수지 조성물 및 이의 이용 |
-
2014
- 2014-03-27 JP JP2015542976A patent/JP6031616B2/ja active Active
- 2014-03-27 KR KR20140035718A patent/KR101478655B1/ko active IP Right Grant
- 2014-03-27 EP EP14775645.6A patent/EP2980158B1/en active Active
- 2014-03-27 WO PCT/KR2014/002613 patent/WO2014157962A1/ko active Application Filing
- 2014-03-27 CN CN201480014614.3A patent/CN105051108B/zh active Active
- 2014-03-27 US US14/766,341 patent/US20160145431A1/en not_active Abandoned
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07109413A (ja) | 1993-10-15 | 1995-04-25 | Mitsui Toatsu Chem Inc | 真珠光沢を有する樹脂組成物 |
KR20020053820A (ko) * | 2000-08-02 | 2002-07-05 | 사토 아키오 | 수지조성물 및 그 용도 |
KR20090114479A (ko) * | 2005-03-11 | 2009-11-03 | 후지쯔 가부시끼가이샤 | 식물성 수지 조성물 및 식물성 수지 성형체 |
JP2007231149A (ja) * | 2006-03-01 | 2007-09-13 | Mitsubishi Rayon Co Ltd | 熱可塑性樹脂組成物 |
KR20110081235A (ko) * | 2008-09-29 | 2011-07-13 | 바스프 에스이 | 생분해성 중합체 혼합물 |
KR20100071718A (ko) * | 2008-12-19 | 2010-06-29 | 제일모직주식회사 | 폴리유산/폴리카보네이트 수지 조성물 |
Non-Patent Citations (4)
Title |
---|
INOUE ET AL., CHEM. PHARM. BULL, JPN, vol. 31, 1983, pages 1400 |
JOURNAL OF CONTROLLED RELEASE, vol. 49, 1997, pages 263 |
JOURNAL OF POLYMER SCIENCE B, vol. 7, 1969, pages 287 |
REE ET AL., CATALYSIS TODAY, vol. 115, 2006, pages 288 - 294 |
Also Published As
Publication number | Publication date |
---|---|
KR20140118881A (ko) | 2014-10-08 |
EP2980158A4 (en) | 2016-11-16 |
JP6031616B2 (ja) | 2016-11-24 |
KR101478655B1 (ko) | 2015-01-02 |
JP2016501287A (ja) | 2016-01-18 |
CN105051108B (zh) | 2018-04-13 |
EP2980158B1 (en) | 2023-09-27 |
CN105051108A (zh) | 2015-11-11 |
EP2980158A1 (en) | 2016-02-03 |
US20160145431A1 (en) | 2016-05-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2014157962A1 (ko) | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 | |
JP4672409B2 (ja) | 脂肪族ポリエステル樹脂組成物 | |
JP6749843B2 (ja) | ポリラクチドをベースにした組成物 | |
CN110088197B (zh) | 基于聚碳酸亚烷基酯的树脂膜 | |
JP6328236B2 (ja) | ポリアルキレンカーボネートを含む樹脂組成物 | |
KR102365124B1 (ko) | 폴리알킬렌 카보네이트 수지 조성물 및 폴리알킬렌 카보네이트 수지 성형품 | |
WO2018124743A2 (ko) | 폴리알킬렌 카보네이트 수지 조성물 및 폴리알킬렌 카보네이트 수지 성형품 | |
KR101644114B1 (ko) | 폴리알킬렌카보네이트 및 폴리에스테르를 포함하는 수지 조성물 | |
KR20160088133A (ko) | 셀룰로오스 입자를 포함하는 폴리알킬렌 카보네이트계 수지 성형품 | |
WO2018124746A2 (ko) | 폴리알킬렌 카보네이트계 수지 필름 | |
KR20140100455A (ko) | 개선된 무연신 폴리에스테르계 필름, 및 이의 제조 방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 201480014614.3 Country of ref document: CN |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 14775645 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2015542976 Country of ref document: JP Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2014775645 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 14766341 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |