Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
  • C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
• • 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
  • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
  • C08K3/013—Fillers, pigments or reinforcing additives
• • 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
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/0016—Plasticisers
• • 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
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/005—Stabilisers against oxidation, heat, light, ozone
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
  • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
  • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
  • C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
• • D—TEXTILES; PAPER
  • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
  • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
  • D21H19/00—Coated paper; Coating material
  • D21H19/36—Coatings with pigments
  • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
  • D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
• • D—TEXTILES; PAPER
  • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
  • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
  • D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
  • D21H27/10—Packing paper
• • 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
  • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
  • C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure

Definitions

• PLA highly degradable biodegradable polylactic acid
• a common resin may damage to the nature system since it is not degraded for decades due to its persistent properties when it is embedded.
• a persistent resin film may cause trouble in a process for recycling.
• a PVC resin generates dioxin, and thus it is difficult to incinerate it.
• PLA has low expansibility, is very hard and has low thermal stability thereby causing fear that it pyrolyzed.
• the aliphatic polyester has also low thermal stability, is difficult to form a thin membrane thereby thickening its thickness, and is too soft to process.
• the present inventors disclosed a method of forming a film by mixing a PLA resin and an aliphatic polyester
• PLA polylactic acid
• PLA polylactic acid
• PLA polylactic acid
• PLA polylactic acid
• PLA has advantages that not only it has high degradability, but also it is not harmful to the human body, and its caloric value is low thereby generating dioxin or carbon dioxide in little amounts when burnt.
• a separate adhesive or double coating is needed on coating on a paper since PLA has weak adhesive force with a paper. Accordingly, costs rise, processes become complex and an environmental hormone due to use of an adhesive must be endured.
• the present invention overcame the above shortcomings by mixing other material together.
• a biodegradable resin composition for laminate coating of papers according to the present invention comprises 10 to 85% by weight of polylactic acid, 10 to 75% by weight of a biodegradable polyester resin (aliphatic polyester resin) and 0.05 to 5% by weight of a plasticizer.
• the composition may further comprise 0.01 to 50% by weight of an additive in which at least one or more of a stabilizer, a slipping agent, a dispersant, a coupling agent, an anti-oxidizing agent, a UV stabilizer and a filler are mixed, relative to 100% by weight of the composition.
• the polylactic acid is any one selected from the group consisting of a homopolymer of D-lactic acid, a homopolymer of L-lactic acid, or a copolymer of L-lactic acid and D- lactic acid;
• the plasticizer is at least one selected from the group consisting of sorbitan monolaurate, sorbitan monopalmitate, sorbitan trioleate, sorbitan monostearate, polyethylene glycol, polyalkylene oxide, glycerol, glycerol acetate, propylene glycol and sorbitol.
• the biodegradable polyester resin may be any aliphatic polyester resin, and includes polybutylene adipate/terephthalate (trade name Ecoflex) or polybutylene succinate • co • adipate (trade name Enpol) .
• the filler may optionally employ at least one selected from the group consisting of talc, calcium carbonate, Limestone, TiO 2 and carbon black;
• the stabilizer may optionally employs at least one selected from the group consisting of trimethyl phosphate, phosphoric acid and triphenyl phosphate;
• the anti-oxidizing agent may optionally employ at least one selected from the group consisting of Irganox series, Ultranox series and TEP series;
• the slipping agent may optionally employ at least one selected from the group consisting of calcium stearate, zinc stearate, PE wax and general wax.
• the coupling agent may be anhydrous maleic acid and silane coupling agent (trimethoxysilane, triethoxysilane, tetraethoxysilane) etc.
• the above resin composition is coated on a surface of papers having a thickness of 0.01 to 2 mm, thereby preventing moistures from entering and enhancing the exiting of moistures .
• the present invention also incorporates a proper coupling agent to overcome the problem that PLA and other biodegradable resin are immiscible and thus coating may not be properly achieved when the resin is used as such.
• a biodegradable resin composition according to the present invention is used in a disposable food container (a paper cup, a cup noodle container, a disposable tray, etc.) as a biodegradable coating paper manufactured by coating the composition on a surface or both surfaces of papers under a predetermined condition, it can be widely applied as an eco-friendly coating paper that is not harmful to the human body since there is no an environmental hormone as well as does not cause an environmental pollution.
• FIG. 1 illustrates the food packaging paper according to the present invention.
• the present invention provides a biodegradable resin composition for laminating on various food packaging papers comprising 10 to 85% by weight of polylactic acid, 10 to 75% by weight of a biodegradable polyester resin (aliphatic polyester resin) and 0.05 to 5% by weight of a plasticizer.
• a polylactic acid, a polyester resin, a plasticizer and a filler are further incorporated.
• the polylactic acid (PLA) is a biodegradable resin different from a general- purpose synthetic resin product, and is not harmful to the human body and does not change the physical strength of a paper. Further, the polylactic acid has a characteristic that can overcome a problem that previous PE or PP is not degraded thereby remaining wastes in the earth due to its biodegradability at natural state.
• the present invention uses any one selected from the group consisting of a homopolymer of D-lactic acid, a homopolymer of L-lactic acid or a copolymer of L-lactic acid and D-lactic acid as the polylactic acid.
• a biodegradable polyester resin is further incorporated.
• the resin is obtained by performing polycondensation reaction after undergoing any one or more than two reaction selected from (1) polycondensation, (2) ester exchange reaction, or (3) esterificati ⁇ n reaction.
• the resin is incorporated into the composition, it prevents moisture from entering and helps exiting vapors.
• the composition according to the present invention is laminated on the surfaces of various food packaging papers or containers. For a noodle container on which the composition is laminated, the composition plays a role so that papers do not absorb moistures even when hot water is poured although materials are papers. Accordingly, even though the container is manufactured with a paper, it can contain water.
• a plasticizer is further incorporated.
• the plasticizer generally refers to an organic material that facilitates forming process at high temperatures by enhancing thermoplastic property when added to a thermoplastic material. It is the characteristic of the plasticizer to enhance heat resistance, cold resistance, flame resistance and electrical property, etc. in addition to compatibility and plasticity.
• the plasticizer used most is DOP (dioctyl phthalate) , DOA (dioctyl adipate) and TCP (tricresyl phosphate) .
• the present invention optionally mixes and uses at least one or more selected from the group consisting of sorbitan monolaurate, sorbitan monopalmitate, sorbitan trioleate, sorbitan monostearate, polyethylene glycol, polyalkylene oxide, glycerol, glycerol acetate, propylene glycol and sorbitol as a plasticizer. These materials are also used as food additives, and are not harmful to the human body.
• a separate filler can be incorporated to the mixture.
• the filler may optionally employ at least one selected from the group consisting of talc, calcium carbonate, Limestone, Ti ⁇ 2 and carbon black, and is added in order to increase blocking phenomenon when processed and cooling speed.
• the average particle diameter of the filler is controlled in the range of 0.01 to 10 ⁇ m, and the filler can be used in an amount of 0.01 to 50% by weight when the above resin composition is referred to 100% by weight.
• the resin composition prepared as above is applied on a food packaging paper or the surface of a packaging container, and hardened thereby forming a coated layer.
• the composition according to the present invention can further comprise the following additives. That is, the composition may further comprise 1 to 20% by weight of an additive in which at least one or more of a stabilizer, a slipping agent, a dispersant, a coupling agent, an anti-oxidizing agent and a UV stabilizer are optionally mixed, relative to 100% by weight of the composition.
• the stabilizer may optionally employ at least one selected from the group consisting of trimethyl phosphate, phosphoric acid and triphenyl phosphate in an amount of 0.01 to 10% by weight, relative to 100% by weight of the resin composition.
• Irganox series, Ultranox series and TEP series can be used as the anti-oxidizing agent in an amount of 0.01 to 10% by weight, relative to 100% by weight of the resin composition
• HALS (hindered amine light stabilizer) series can be used as the UV stabilizer in an amount of 0.01 to 10% by weight, relative to 100% by weight of the resin composition
• calcium stearate, zinc stearate, PE wax and general wax can be used as the slipping agent in an amount of 0.01 to 10% by weight, relative to 100% by weight of the resin composition.
• carboxylated polyethylene, phthalic acid and stearic acid, etc. can be used as the dispersant that is an additive to be added for compatibility between the used resins.
• the dispersant can be used in an amount of 0.01 to 10% by weight, relative to 100% by weight of the resin composition.
• the additives used in the present invention can be optionally added depending on the need of a product such as dispersibility or thermal stability.
• an extruder (T-die) used in coating a biodegradable resin may be preferably downward type including T-shaped Die.
• T-die an extruder used in coating a biodegradable resin
• the present invention enlarged the diameter of the previous orifice tube to 5 to 10 mm to lessen the load of resin pressure, and improved the discharged amount to improve the same extruded amount of resin and productivity as the previous synthetic resin.
• the temperature distribution of the screw and T-Die was set at 150 to 350°C considering the pyrolysis temperature of a biodegradable PLA and aliphatic polyester, and the problem of the previous paper coating of a biodegradable resin was overcome to improve the adhesive force with a paper substrate, coating speed and uniform coating thickness.
• Various food-packaging papers are manufactured employing the resin composition prepared as described above. This is achieved by coating the resin composition in liquid state on the surfaces of various papers and simultaneously hardening.
• the food packaging paper according to the present invention includes a coating layer 10 constituting upper layer by a composition for laminating, and papers 20 having a thickness of 0.01 to 2 mm. Accordingly, the coating layer is applied on the surface of the papers thereby preventing moistures from entering and enhancing the exiting of moistures.
• This is a simple constitution that a resin composition is coated on various kinds of papers.
• the thickness is preferably limited to 0.01 to 2 mm since the durability of the coating layer becomes weak in proportion to the thickness of papers if it is too thin or too thick.
• the amount of all components including additives is based on 100% by weight of the resin composition in the preparation example below.
• polybutylene succinate • co • adipate [trade name Enpol, Melt Index below 4, 2160g/10min] and 10% by weight of polybutylene adipate/terephthalate (BASF Corporation, Ecoflex, grade : F BX 7011) as biodegradable polyester resins, 0.1% by weight of polyethylene glycol as a plasticizer, 1.5% by weight of calcium stearate as a slipping agent and 1.5% by weight of n-octadecyl- ⁇ - (4 ' - hydroxy-3 ' , 5' -di-tert-butylphenyl) propionate (trade name Irganox 1076) as an anti-oxidizing agent were added to 46.9% by weight of polylactic acid [PLA, NatureWorks LLC, USA, Grade : 2002D, Melt Index 5 ⁇ 7], and the mixture was subjected to a twin screw extruder to prepare a composition in pellet.
• polylactic acid PLA, NatureWorks LLC, USA, Grade : 2002
• the pellets prepared according to the above preparation example were heated, melted and mixed, and then melt-extruded using T-shaped Die and simultaneously laminated on papers.
• the resulting papers were evaluated for formability based on the following standard, and the results are shown in Table 1 below (Table 1 indicates main components only) .
• the used plasticizer played a role in lowering thickness on extrusion by enhancing compatibility of polylactic acid and polyester resin, and was used properly in an amount of 0.05 to 5.0% by weight.
• a biodegradable resin composition for laminate coating according to the present invention, and a food packaging paper employing the same can be widely applied in the industry since they do not exit an environmental hormone harmful to the human body and is biodegradable in a natural environment .

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Wood Science & Technology (AREA)
• Wrappers (AREA)
• Laminated Bodies (AREA)
• Biological Depolymerization Polymers (AREA)

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Citations (4)

• 2007
  • 2007-11-14 KR KR1020070115879A patent/KR100875104B1/ko active IP Right Grant
• 2008
  • 2008-05-28 WO PCT/KR2008/002981 patent/WO2009064052A1/en active Application Filing

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