WO2025005300A1 - Composition et son procédé de production - Google Patents

Composition et son procédé de production Download PDF

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Publication number
WO2025005300A1
WO2025005300A1 PCT/JP2024/023769 JP2024023769W WO2025005300A1 WO 2025005300 A1 WO2025005300 A1 WO 2025005300A1 JP 2024023769 W JP2024023769 W JP 2024023769W WO 2025005300 A1 WO2025005300 A1 WO 2025005300A1
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Prior art keywords
composition
mass
algae
alkali
plasticizer
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PCT/JP2024/023769
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English (en)
Japanese (ja)
Inventor
毅 竹下
昌樹 吉田
安井　強
健一 富永
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Algal Bio Co Ltd
National Institute of Advanced Industrial Science and Technology AIST
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Algal Bio Co Ltd
National Institute of Advanced Industrial Science and Technology AIST
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Priority to JP2025530253A priority Critical patent/JPWO2025005300A1/ja
Publication of WO2025005300A1 publication Critical patent/WO2025005300A1/fr
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H1/00—Macromolecular products derived from proteins

Definitions

  • the present invention relates to a composition and a method for producing the same.
  • Microalgae and other algae have higher productivity than existing oil plants, and research into their application as a means of producing oil for the production of edible oil, transportation fuel, chemical raw materials, food, food additives, etc. is being actively conducted both in Japan and overseas (see, for example, Patent Document 1).
  • the present invention has been made in consideration of the above, and aims to provide a composition as a new material derived from algae, and a method for producing the same.
  • a method for producing an algae product comprising: A composition having a water content of 30% by mass or less.
  • step (C) of treating the composition obtained in the step (B) with formalin The method for producing the composition according to [7], further comprising a step (D) of heat-treating the composition treated with formalin.
  • the present invention provides a composition as a new material derived from algae, and a method for producing the same.
  • composition contains an alkali-treated product of algae bodies and/or residue derived from algae bodies, and a plasticizer, and has a water content of 30 mass% or less.
  • the present inventors investigated various treatments for the residue. As a result, they found that by treating the residue derived from algae bodies with alkali, the proteins and carbohydrates in the residue were dissolved, and a homogenized alkali-treated solution was obtained. However, when this was dried, the alkali-treated product was too brittle to be molded, making it difficult to use for various purposes.
  • Proteins are composed of various amino acids and contain free carboxyl and amino groups. It is presumed that resin-like properties are expressed by the reaction or interaction of these functional groups with the functional groups of the plasticizer.
  • functional groups of plasticizers include hydroxyl groups, amino groups, and carboxyl groups.
  • resin-like properties can be expressed by the reaction of a carboxyl group in a protein with a hydroxyl group or amino group in a plasticizer, and an amino group in a protein with a carboxyl group in a plasticizer.
  • composition of the present invention contains an alkali-treated product of algal cells and/or a residue derived from algal cells.
  • the alkali-treated product refers to algae bodies and/or residues derived from algae bodies that have been alkali-treated by contact with an alkaline solution or the like.
  • the alkali-treated product includes any component obtained by subjecting algal cells and/or residue derived from algal cells to an alkali treatment.
  • components obtained by subjecting algal bodies and/or residues derived from algal bodies to alkaline treatment include, for example, components derived from algal bodies and/or residues derived from algal bodies, and components derived from the alkaline solution.
  • the alkali-treated product may contain either an alkali-insoluble component that is insoluble in an alkali solution (such as an aqueous sodium hydroxide solution) or an alkali-soluble component that is soluble in an alkali solution, or both. From the viewpoint of easily obtaining a material having good physical properties, it is preferable that the alkali-treated product contains both an alkali-insoluble component and an alkali-soluble component.
  • the alkali-treated product may be in the form of a solution, for example.
  • the alkali-insoluble components can usually be confirmed as a precipitate, and the alkali-soluble components can usually be confirmed as a supernatant.
  • the alkali in the alkali-treated product is not particularly limited, and examples thereof include ammonia, alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal oxides, alkaline earth metal oxides, alkali metal carbonates, alkaline earth metal carbonates, quaternary ammonium hydroxides, etc.
  • alkali may be used, or two or more types may be used in combination.
  • alkali metal hydroxides include sodium hydroxide, potassium hydroxide, and lithium hydroxide
  • examples of alkaline earth metal hydroxides include magnesium hydroxide and calcium hydroxide
  • examples of alkali metal oxides include sodium oxide and potassium oxide
  • examples of alkaline earth metal oxides include magnesium oxide and calcium oxide
  • examples of alkali metal carbonates include sodium carbonate, potassium carbonate, and lithium carbonate
  • examples of alkaline earth metal carbonates include magnesium carbonate and calcium carbonate.
  • alkali an alkali metal hydroxide is preferred, and sodium hydroxide is more preferred.
  • the content of the alkali-treated product is preferably 10% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, based on the dry mass of the composition of the present invention.
  • the content is preferably 90% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • algae In this specification, algae refers to organisms that perform oxygenic photosynthesis, excluding mosses, ferns, and seed plants. As described below, Labyrinthules do not perform photosynthesis, but are classified as algae in this specification due to their phylogenetic closeness. One type of algae may be used, or two or more types may be used in combination.
  • Algae are not particularly limited, and examples include microalgae.
  • microalgae refer to algae with a microscopic structure that are organisms that perform oxygenic photosynthesis, excluding mosses, ferns, and seed plants that mainly live on land, and excluding seaweeds that are multicellular organisms (Biodiversity Series (3) Diversity and Lineage of Algae: Edited by Chihara Hikaru, Shokabo Publishing (1999)). Note that microalgae also include those that form colonies of multiple cells.
  • the above-mentioned microscopic structure specifically refers to a cell size of 1 to 100 ⁇ m in diameter. Note that the cell size is the major axis diameter of the cell observed using an optical microscope.
  • microalgae examples include those belonging to the phyla Chlorophyta, Heteromonyphyta, and Cyanobacteria.
  • Microalgae belonging to the division of Chlorophyceae include, for example, algae belonging to classes such as Chlorophyceae, Trebouxiophyceae, Prasinophyceae, Ulvophyceae, and Charophyceae.
  • Examples of algae belonging to the Chlorophyceae class include algae of the genus Neochloris, such as Neochloris oleoabundans, algae of the genus Nannochloris, such as Nannochloris sp., algae of the genus Chlamydomonas, such as Chlamydomonas reinhardtii, algae of the genus Scenedesmus, such as Rock Shell, and algae of the genus Desmodesmus.
  • Neochloris such as Neochloris oleoabundans
  • algae of the genus Nannochloris such as Nannochloris sp.
  • algae of the genus Chlamydomonas such as Chlamydomonas reinhardtii
  • algae of the genus Scenedesmus such as Rock Shell
  • algae of the genus Desmodesmus include algae of the genus Desmodesmus.
  • Examples of algae belonging to the Treboxiophyceae include algae of the genus Chlorella, such as Chlorella kessleri, and algae of the genus Parachlorella.
  • Examples of algae belonging to the Heterochyphyta division include algae belonging to classes such as Chrysophyceae, Dictyochophyceae, Pelagophyceae, Rhaphidophyceae, Bacillariophyceae, Phaeophyceae, Xanthophyceae, and Eustigmatophyceae.
  • An example of algae belonging to the Bacillariophyceae class is the genus Phaeodactylum.
  • Nannochloropsis An example of algae belonging to the Euonymophyceae is the genus Nannochloropsis.
  • Algae belonging to the Cyanobacteria phylum include, for example, algae belonging to the Cyanobacteria class.
  • Examples of algae belonging to the Cyanobacteria class include algae of the genus Arthrospira, such as Spirulina.
  • Labyrinthules which are single-celled fungus-like protists, are also classified as microalgae. Specific examples of Labyrinthules include the genera Aurantiochytrium, Schizochytrium, Thraustochytrium, and Ulkenia. Although Labyrinthules do not photosynthesize and are cultured under heterotrophic conditions, they are classified as microalgae in this specification.
  • microalgae those belonging to the Chlorophyceae, Treboxiophyceae, Bacillariophyceae, Cyanobacteria, and Labyrinthulea are preferred, and those belonging to the Treboxiophyceae are more preferred.
  • the content of algae bodies is preferably 10% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, based on the dry mass of the composition.
  • the content is preferably 90% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the residue derived from algae cells refers to the portion remaining after all or a part of the oil and other components have been removed from the algae cells.
  • the method for extraction is not particularly limited, and any known method for extracting oil and other components from algae bodies can be applied, such as a method of physically squeezing or compressing the algae bodies to squeeze the oil out of the algae bodies, or a method of immersing the algae bodies in an extraction solvent such as an organic solvent to chemically dissolve the oil.
  • the protein content contained in the residue derived from algae bodies is preferably 10% by mass or more, more preferably 20% by mass or more, and even more preferably 30% by mass or more.
  • the above content is preferably 90% by mass or less, more preferably 80% by mass or less, and even more preferably 70% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the carbohydrate content in the residue derived from algae bodies is preferably 5% by mass or more, and more preferably 10% by mass or more.
  • the above content is preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the content of residues derived from algae bodies is preferably 10% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, based on the dry mass of the composition.
  • the content is preferably 90% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the total content of the algae bodies and residues derived from the algae bodies is preferably 10% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, based on the dry mass of the composition.
  • the above content is preferably 90% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the plasticizer is a substance added for the purpose of improving the processability of the composition, and is not particularly limited.
  • a plasticizer having at least one selected from the group consisting of a carbonyl group, a carboxy group, a hydroxyl group, an amino group, and an amide group in the molecule is preferred, and a plasticizer having a carboxy group is more preferred because it is easy to improve the physical properties of the composition by forming a covalent bond through a condensation reaction with a free amino group in a protein.
  • the plasticizer is preferably a plasticizer having a total number of carbonyl groups, carboxy groups, hydroxyl groups, amino groups, and amide groups in the molecule of 2 or more.
  • Plasticizers having such functional groups tend to have a high affinity with proteins and carbohydrates contained in algae bodies and residues derived from algae bodies, making it easy to obtain a moldable resin-like composition.
  • the upper limit of the above total is not particularly limited, but is, for example, 10 or less.
  • the number of carbon atoms of the plasticizer is not particularly limited, but may be, for example, 1 to 20, 2 to 15, or 4 to 12.
  • the molecular weight of the plasticizer is not particularly limited, but may be, for example, 300 or less, 40 or more and 280 or less, or 40 or more and 260 or less.
  • Plasticizers having at least one group selected from the group consisting of carbonyl, carboxy, hydroxyl, amino, and amide groups in the molecule include polyols such as ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, 1,5-pentanediol, glycerin, trimethylolethane, trimethylolpropane, hexanetriol, and sorbitol; pyruvic acid, oxaloacetic acid, ⁇ -ketoglutaric acid, acetoacetic acid, acetoacetate, and acetoacetate.
  • polyols such as ethylene glycol, diethylene glycol, triethylene glycol, tetra
  • Keto acids such as cetone dicarboxylic acid and levulinic acid; dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, maleic acid, fumaric acid, phthalic acid, isophthalic acid, and itaconic acid; hydroxycarboxylic acids such as glycolic acid, lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid, citric acid, and gluconic acid; amines such as ethylenediamine, propanediamine, butanediamine, pentanediamine, and hexanediamine; lactones such as butyrolactone, valerolactone, and caprolactone; lactams such as butyrolactam, valerolactam, and caprolactam; monocarboxylic acids such as formic acid, acetic acid, propionic acid, and acrylic acid.
  • dicarboxylic acids such
  • the plasticizer may be a polymer obtained by polymerizing the compound, and examples thereof include poly(meth)acrylic acid.
  • these plasticizers may be used alone or in combination of two or more.
  • polyols, keto acids, dicarboxylic acids, hydroxycarboxylic acids, amines, lactones, lactams, and poly(meth)acrylic acids are preferred from the viewpoint of obtaining the effects of the present invention better, and levulinic acid, glutaric acid, sorbitol, gluconic acid, triethylene glycol, tetraethylene glycol, itaconic acid, pimelic acid, hexamethylenediamine, ⁇ -caprolactone, ⁇ -caprolactam, citric acid, succinic acid, acetic acid, and poly(meth)acrylic acid are more preferred. These may be used alone or in combination of two or more.
  • a part or all of the plasticizer in the composition may or may not be covalently bonded to the alkali-treated product, but it is preferable that it is covalently bonded.
  • the content of the plasticizer is preferably 1 part by mass or more and 1,000 parts by mass or less, more preferably 20 parts by mass or more and 300 parts by mass or less, and even more preferably 50 parts by mass or more and 200 parts by mass or less, per 100 parts by mass (dry mass) of the alkali-treated product. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the content of the plasticizer is preferably 1 part by mass to 1,000 parts by mass, more preferably 20 parts by mass to 300 parts by mass, and even more preferably 50 parts by mass to 200 parts by mass, per 100 parts by mass (dry mass) of the total of the algae bodies and the residue derived from the algae bodies. If it is within the above range, a moldable resin-like composition is easily obtained.
  • the content of the plasticizer is preferably 1 to 1,000 parts by mass, more preferably 20 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass (dry mass) of the algal body. If the content is within the above range, a moldable resin-like composition is easily obtained.
  • the content of the plasticizer is preferably 1 part by mass to 1,000 parts by mass, more preferably 20 parts by mass to 300 parts by mass, and even more preferably 50 parts by mass to 200 parts by mass, per 100 parts by mass (dry mass) of the residue derived from the algae cells. If the content is within the above range, a moldable resin-like composition is easily obtained.
  • the content of plasticizers, etc. in the composition is calculated from the amount added or measured by infrared absorption spectroscopy.
  • the water content in the composition is 30% by mass or less, and preferably 10% by mass or less.
  • the lower limit of the water content is not particularly limited, but is, for example, 0.1% by mass or more.
  • the composition of the present invention may contain a polymer additive. This tends to further improve the mechanical strength of the composition.
  • the polymer additive may be a natural polymer or a synthetic polymer. These may be used alone or in combination of two or more.
  • Natural polymers include, but are not limited to, polysaccharides, proteins, and the like.
  • polysaccharides include agar, pectin, pectic acid, pectinic acid, carrageenan, gellan gum, xanthan gum, locust bean gum, guar gum, tara gum, tamarind seed gum, psyllium seed gum, starch, curdlan, chitin, chitosan, pullulan, furcellaran, celluloses (nitrocellulose, methylcellulose, hydroxypropylmethylcellulose, sodium carboxymethylcellulose, microfibrous cellulose, fermented cellulose, etc.), hyaluronic acid, alginic acid or a salt thereof, mannans (konjac mannan, galactomannan, etc.), gum arabic, karaya gum, tragacanth gum, arabinogalactan, ghatti gum, glucosamine, soybean polysaccharides, and the like.
  • chitos
  • Synthetic polymers include, but are not limited to, polylactic acid, polyglycolic acid, copolymers of polylactic acid and polyglycolic acid, polyepsilon caprolactone, polyhydroxybutyric acid, N-substituted acrylamide, N-substituted methacrylamide, N-vinyl acetamide, polyethylene oxide, polyethylene glycol, polyvinyl alcohol, etc.
  • the mass average molecular weight (Mw) of the polymer additive is preferably 500 or more, more preferably 1,000 or more, and even more preferably 5,000 or more.
  • the upper limit of Mw is not particularly limited, but may be, for example, 1,000,000 or less, or 500,000 or less.
  • the Mw of the polymer additive is the weight average molecular weight calculated as standard polystyrene measured by gel permeation chromatography (GPC).
  • the content of the polymer additive is preferably 1 part by mass or more and 1,000 parts by mass or less, more preferably 5 parts by mass or more and 200 parts by mass or less, and even more preferably 10 parts by mass or more and 100 parts by mass or less, relative to 100 parts by mass of the alkali-treated product (dry mass). If it is within the above range, the mechanical strength of the composition is likely to be improved.
  • the content of the polymer additive is preferably 1 part by mass to 1,000 parts by mass, more preferably 5 parts by mass to 200 parts by mass, and even more preferably 10 parts by mass to 100 parts by mass, per 100 parts by mass (dry mass) of the total of the algae bodies and the residue derived from the algae bodies. If it is within the above range, the mechanical strength of the composition is likely to be improved.
  • the same composition contains a polymer additive and a plasticizer
  • a preferred combination thereof is one in which the polymer additive is chitosan and the plasticizer is a keto acid, a dicarboxylic acid, a hydroxycarboxylic acid, a monocarboxylic acid, or two or more of these.
  • composition may be treated with formalin, which tends to improve the elastic modulus and maximum stress, making it easier to obtain a composition with high strength.
  • the elastic modulus of the composition is not particularly limited and may be appropriately selected depending on the application, but is preferably 0.1 MPa or more and 10,000 MPa or less, more preferably 1 MPa or more and 5,000 MPa or less.
  • the elastic modulus of the composition means a value measured by the method described in the examples below.
  • the maximum point test force of the composition is not particularly limited and may be appropriately selected depending on the application, but is preferably 0.01 N or more and 100 N or less, and more preferably 0.1 N or more and 10 N or less.
  • the maximum point test force of the composition means a value measured by the method described in the examples below.
  • the maximum point stress of the composition is not particularly limited and may be appropriately selected depending on the application, but is preferably 0.01 MPa or more and 100 MPa or less, and more preferably 0.1 MPa or more and 30 MPa or less.
  • the maximum point stress of the composition means a value measured by the method described in the examples below.
  • the maximum stroke of the composition is not particularly limited and may be selected appropriately depending on the application, but is preferably 0.1% or more and 100% or less, and more preferably 1% or more and 50% or less.
  • the maximum stroke of the composition refers to the value measured by the method described in the examples below.
  • the composition can be used for the same applications as fossil resource-derived resins (conventional synthetic resins, etc.), for example.
  • Specific applications include vehicle parts, electrical and electronic equipment parts, electric wires, building materials, agricultural, fishery and horticultural products, chemical industry products, civil engineering materials, industrial and industrial materials, furniture, stationery, daily necessities and sundries, clothing, containers and packaging products, toys, leisure products, medical products, etc. These uses can be appropriately selected depending on the physical properties of the composition.
  • the method for producing the composition includes a step (A) of preparing a mixed solution of an alkali-treated product of algae bodies and/or residue derived from algae bodies, and a plasticizer, and a step (B) of drying the mixed solution.
  • step (A) a mixed solution of an alkali-treated product of algal cells and/or a residue derived from algal cells and a plasticizer is prepared.
  • the composition contains a polymer additive, a mixed solution of the alkali-treated product, a plasticizer, and a polymer additive is prepared.
  • the preparation method is not particularly limited, and the algae body and/or the residue derived from the algae body may be treated with an alkali and then mixed with a plasticizer, or the plasticizer and the algae body and/or the residue derived from the algae body may be mixed and then treated with an alkali.
  • the polymer additive may be mixed together with the plasticizer, or may be mixed at a different time from the plasticizer.
  • the polymer itself may be mixed, or a monomer and, if necessary, a polymerization initiator may be mixed to polymerize the polymer. Examples of the polymerization initiator include conventionally known thermal polymerization initiators.
  • Examples of the alkaline treatment include contacting the algae with an alkaline solution and adding an alkali to a solution containing algae bodies or residues derived from algae bodies.
  • Solvents in alkaline solutions include, for example, water, methanol, ethanol, ethylene glycol, dimethylformamide, dimethyl sulfoxide, etc.
  • the time for the alkali treatment is not particularly limited, and is, for example, from 0.1 hours to 24 hours.
  • the temperature of the alkali treatment is not particularly limited, but from the viewpoint of accelerating the alkali treatment, it is preferably 40° C. or higher and 140° C. or lower, more preferably 50° C. or higher and 140° C. or lower, and even more preferably 60° C. or higher and 120° C. or lower.
  • the amount of alkali used in the alkali treatment is preferably 0.01 to 5 parts by mass per 100 parts by mass of the total of the algae bodies, the residue derived from the algae bodies, and the plasticizer.
  • the alkali-soluble or alkali-insoluble components may be separated from the alkali-treated product by a separation process such as centrifugation or extraction, but from the viewpoint of effectively utilizing the entire algae body, it is preferable not to separate them.
  • Step (B) In the step (B), the mixed solution obtained in the step (A) is dried.
  • the drying method is not particularly limited, and examples include heat drying and reduced pressure drying.
  • the temperature in heat drying is not particularly limited, but is, for example, 50°C or higher and 200°C or lower.
  • the time for heat drying is not particularly limited, but is, for example, 0.1 hours or higher and 48 hours or lower.
  • the method for producing the composition may further include a step (C) of treating the composition obtained in the step (B) with formalin, and a step (D) of heat-treating the composition treated with formalin.
  • step (C) In step (C), the composition obtained in step (B) is treated with formalin.
  • the method of formalin treatment is not particularly limited, and an example of the method is immersing the composition obtained in step (B) in formalin.
  • the concentration of formalin is preferably 0.1% by mass or more and 40% by mass or less.
  • the treatment time is preferably 0.1 hours or more and 24 hours or less.
  • step (D) the composition treated with formalin in step (C) is subjected to a heat treatment.
  • the heat treatment time is preferably 0.1 hours or more and 24 hours or less.
  • the heat treatment temperature is preferably 50°C or more and 200°C or less.
  • Example 1 1.0 g (dry mass) of residue derived from Chlorella algae, 25 mL of water, and 100 ⁇ L of 50% by mass aqueous sodium hydroxide solution were added to a container and heat-treated overnight (18 hours) at 60 ° C. Next, 1.0 g of levulinic acid was added to the container and heat-treated at 60 ° C. for 2 hours. The heat-treated solution was transferred to a Petri dish (made of PTFE) with a diameter of 76 mm, heat-treated overnight (18 hours) at 60 ° C., and further heat-treated overnight (18 hours) at 100 ° C. to resinify, and the composition of Example 1 was obtained.
  • a Petri dish made of PTFE
  • Example 2 A composition of Example 2 was obtained in the same manner as in Example 1, except that the amount of levulinic acid added was changed to 0.8 g.
  • Example 3 A composition of Example 3 was obtained in the same manner as in Example 1, except that the amount of levulinic acid added was changed to 0.6 g.
  • Comparative Example 1 1.0 g (dry mass) of residue derived from Chlorella algae, 25 mL of water, and 100 ⁇ L of 50% by mass aqueous sodium hydroxide solution were added to a container and heat-treated overnight (18 hours) at 60° C. The heat-treated solution was transferred to a 76 mm diameter Petri dish (made of PTFE) and heat-treated overnight (18 hours) at 60° C., and further heat-treated overnight (18 hours) at 100° C. to obtain a composition of Comparative Example 1. This composition was so brittle that it would break when touched, so mechanical properties such as elastic modulus could not be measured.
  • Example 4 A composition of Example 4 was obtained in the same manner as in Example 1, except that 1.0 g of levulinic acid was changed to 1.0 g of glutaric acid.
  • Example 5 A composition of Example 5 was obtained in the same manner as in Example 1, except that 1.0 g of levulinic acid was changed to 1.0 g of sorbitol.
  • Example 6 A composition of Example 6 was obtained in the same manner as in Example 1, except that 1.0 g of levulinic acid was changed to 1.0 g of gluconic acid.
  • Example 7 A composition of Example 7 was obtained in the same manner as in Example 1, except that 1.0 g of levulinic acid was changed to 1.0 g of triethylene glycol.
  • Example 8 The composition of Example 8 was obtained in the same manner as in Example 1, except that 1.0 g (dry mass) of the residue derived from the algae of Chlorella was changed to 1.0 g (dry mass) of the residue derived from the algae of Parachlorella.
  • Example 9 The composition of Example 9 was obtained in the same manner as in Example 1, except that 1.0 g (dry mass) of the residue derived from Chlorella algae was changed to 1.0 g (dry mass) of the residue derived from Aurantiochytrium algae.
  • Example 10 The composition of Example 10 was obtained in the same manner as in Example 1, except that 1.0 g (dry mass) of the residue derived from the algae of Chlorella was changed to 1.0 g (dry mass) of the residue derived from the algae of Ikadama.
  • Example 11 The composition of Example 11 was obtained in the same manner as in Example 1, except that the amount of the residue derived from Chlorella algae was changed to 2.5 g (dry weight), the amount of the 50% by mass aqueous sodium hydroxide solution was changed to 250 ⁇ L, and the amount of levulinic acid was changed to 2.5 g.
  • Example 12 The composition of Example 11 was immersed in a 37% by mass aqueous formaldehyde solution at room temperature overnight (18 hours), and then heat-treated at 100° C. overnight (18 hours) to obtain a composition of Example 12.
  • Example 13 1.0 g (dry mass) of dried powder of Chlorella algae, 25 mL of water, and 100 ⁇ L of 50% by mass aqueous sodium hydroxide solution were added to a container and heat-treated overnight (18 hours) at 60 ° C. Next, 1.0 g of levulinic acid was added to the container and heat-treated at 60 ° C. for 2 hours. The heat-treated solution was transferred to a Petri dish (made of PTFE) with a diameter of 76 mm, heat-treated overnight (18 hours) at 60 ° C., and further heat-treated at 100 ° C. for 18 hours to resinify, and the composition of Example 13 was obtained.
  • a Petri dish made of PTFE
  • Example 14 A composition of Example 14 was obtained in the same manner as in Example 13, except that the amount of levulinic acid was 0.6 g.
  • Example 15 A composition of Example 15 was obtained in the same manner as in Example 14, except that the treatment temperature after the addition of the 50% by mass aqueous sodium hydroxide solution was 100°C.
  • Example 16 A composition of Example 16 was obtained in the same manner as in Example 15, except that itaconic acid was used as the plasticizer.
  • Example 17 A composition of Example 17 was obtained in the same manner as in Example 15, except that glutaric acid was used as the plasticizer.
  • Example 18 A composition of Example 18 was obtained in the same manner as in Example 15, except that pimelic acid was used as the plasticizer.
  • Example 19 A composition of Example 19 was obtained in the same manner as in Example 15, except that gluconic acid was used as the plasticizer.
  • Example 20 A composition of Example 20 was obtained in the same manner as in Example 15, except that tetraethylene glycol was used as the plasticizer.
  • Example 21 A composition of Example 21 was obtained in the same manner as in Example 15, except that hexamethylenediamine was used as the plasticizer.
  • Example 22 A composition of Example 22 was obtained in the same manner as in Example 15, except that epsilon-caprolactone was used as the plasticizer.
  • Example 23 A composition of Example 23 was obtained in the same manner as in Example 15, except that epsilon-caprolactam was used as the plasticizer.
  • Example 24 The composition of Example 24 was obtained in the same manner as in Example 15, except that spirulina was used as the algae and glutaric acid was used as the plasticizer.
  • Example 25 A composition of Example 25 was obtained in the same manner as in Example 15, except that Phaeodactylum was used as the algae and glutaric acid was used as the plasticizer.
  • Example 26 1.0 g (dry mass) of residue derived from Chlorella algae, 25 mL of water, 100 ⁇ L of 50% by mass aqueous sodium hydroxide solution, and 1.0 g of levulinic acid were added to a container and heat-treated overnight (18 hours) at 60° C. The heat-treated solution was transferred to a 76 mm diameter Petri dish (made of PTFE) and heat-treated overnight (18 hours) at 60° C., and further heat-treated overnight (18 hours) at 100° C. to resinify, thereby obtaining the composition of Example 26.
  • Example 27 The composition of Example 27 was obtained in the same manner as in Example 17, except that 0.4 g of chitosan (Chitosan 10 manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.; the same applies to chitosan hereinafter) was added as a polymer additive to the container together with 0.6 g of glutaric acid.
  • chitosan Chitosan 10 manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.; the same applies to chitosan hereinafter
  • Example 28 The composition of Example 28 was obtained in the same manner as in Example 17, except that 0.2 g of chitosan was added to the vessel as a polymer additive together with 0.6 g of glutaric acid.
  • Example 29 The composition of Example 29 was obtained in the same manner as in Example 17, except that citric acid was used as the plasticizer and 0.4 g of chitosan was added to the container as a polymer additive together with 0.6 g of citric acid.
  • Example 30 The composition of Example 30 was obtained in the same manner as in Example 17, except that succinic acid was used as the plasticizer and 0.4 g of chitosan was added to the container as a polymer additive together with 0.6 g of succinic acid.
  • Example 31 The composition of Example 31 was obtained in the same manner as in Example 17, except that acetic acid was used as the plasticizer and 0.4 g of chitosan was added to the container as a polymer additive together with 0.6 g of acetic acid.
  • Example 32 The composition of Example 32 was obtained in the same manner as in Example 17, except that 0.6 g of polyacrylic acid (polyacrylic acid 5000, Mw: 5000, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.; the same applies to the following polyacrylic acids) was added to the container instead of 0.6 g of glutaric acid.
  • polyacrylic acid 5000, Mw: 5000, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.; the same applies to the following polyacrylic acids was added to the container instead of 0.6 g of glutaric acid.
  • Example 33 The composition of Example 33 was obtained in the same manner as in Example 17, except that 0.6 g of acrylic acid and 0.03 g of VA-044 (2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride) were added to the vessel instead of 0.6 g of glutaric acid.
  • Example 34 The composition of Example 34 was obtained in the same manner as in Example 25, except that 0.2 g of chitosan was added to the vessel as a polymer additive together with 0.6 g of glutaric acid.
  • Example 35 A composition of Example 35 was obtained in the same manner as in Example 25, except that 0.6 g of polyacrylic acid was added to the vessel instead of 0.6 g of glutaric acid.
  • Example 36 The composition of Example 36 was obtained in the same manner as in Example 25, except that 0.6 g of acrylic acid and 0.03 g of VA-044 (2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride) were added to the vessel instead of 0.6 g of glutaric acid.

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Abstract

La présente invention concerne une composition utilisée en tant que nouveau matériau dérivé d'algues, et son procédé de production.　La composition contient un plastifiant et un produit traité par alcali de corps d'algues et/ou de résidus dérivés de corps d'algues, et a une teneur en eau inférieure ou égale à 30 % en masse.
PCT/JP2024/023769 2023-06-29 2024-07-01 Composition et son procédé de production Ceased WO2025005300A1 (fr)

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Citations (6)

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JP2014098095A (ja) * 2012-11-14 2014-05-29 National Institute Of Advanced Industrial & Technology β−１，３−グルカン誘導体、及びβ−１，３−グルカン誘導体の製造方法
JP2015124230A (ja) * 2013-12-25 2015-07-06 ユニチカ株式会社 ゴム組成物
JP2015524856A (ja) * 2012-06-22 2015-08-27 スガニット・システムズ・インコーポレーテッド バイオマス基剤の処理のための方法および装置
JP2017038536A (ja) * 2015-08-18 2017-02-23 ユニチカ株式会社 アルジナン組成物の製造方法
JP2017179182A (ja) * 2016-03-31 2017-10-05 国立研究開発法人産業技術総合研究所 パラミロン誘導体及びその製造方法、並びにナノファイバー及びその製造方法
US20180258231A1 (en) * 2015-09-17 2018-09-13 Eranova Process for preparing an algal powder containing a reduced content of proteins, and bioplastic composition formulated from such a powder

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JP2015524856A (ja) * 2012-06-22 2015-08-27 スガニット・システムズ・インコーポレーテッド バイオマス基剤の処理のための方法および装置
JP2014098095A (ja) * 2012-11-14 2014-05-29 National Institute Of Advanced Industrial & Technology β−１，３−グルカン誘導体、及びβ−１，３−グルカン誘導体の製造方法
JP2015124230A (ja) * 2013-12-25 2015-07-06 ユニチカ株式会社 ゴム組成物
JP2017038536A (ja) * 2015-08-18 2017-02-23 ユニチカ株式会社 アルジナン組成物の製造方法
US20180258231A1 (en) * 2015-09-17 2018-09-13 Eranova Process for preparing an algal powder containing a reduced content of proteins, and bioplastic composition formulated from such a powder
JP2017179182A (ja) * 2016-03-31 2017-10-05 国立研究開発法人産業技術総合研究所 パラミロン誘導体及びその製造方法、並びにナノファイバー及びその製造方法

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MARK ASHTON ZELLER, RYAN HUNT, ALEXANDER JONES, SURAJ SHARMA: "Bioplastics and their thermoplastic blends from Spirulina and Chlorella microalgae", JOURNAL OF APPLIED POLYMER SCIENCE, JOHN WILEY & SONS, INC., US, vol. 130, no. 5, 5 December 2013 (2013-12-05), US , pages 3263 - 3275, XP055510784, ISSN: 0021-8995, DOI: 10.1002/app.39559 *

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