US12173135B2 - Plasticizer and plastic product - Google Patents

Plasticizer and plastic product Download PDF

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US12173135B2
US12173135B2 US17/102,617 US202017102617A US12173135B2 US 12173135 B2 US12173135 B2 US 12173135B2 US 202017102617 A US202017102617 A US 202017102617A US 12173135 B2 US12173135 B2 US 12173135B2
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plasticizer
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Wei-Yuan Chen
Tzu-Rong LU
Yi-Ling Chen
Chun-Hung Teng
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Largan Medical Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/53Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/54Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/03Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04Saturated ethers
    • C07C43/10Saturated ethers of polyhydroxy compounds
    • C07C43/11Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/06Ethers; Acetals; Ketals; Ortho-esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters
    • C08K5/101Esters; Ether-esters of monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters
    • C08K5/101Esters; Ether-esters of monocarboxylic acids
    • C08K5/103Esters; Ether-esters of monocarboxylic acids with polyalcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/17Amines; Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/17Amines; Quaternary ammonium compounds
    • C08K5/175Amines; Quaternary ammonium compounds containing COOH-groups; Esters or salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/20Carboxylic acid amides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions 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
    • C08L33/04Homopolymers or copolymers of esters
    • C08L33/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/04Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02Polyalkylene oxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016Plasticisers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/06Biodegradable
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02WCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W90/00Enabling technologies or technologies with a potential or indirect contribution to greenhouse gas [GHG] emissions mitigation
    • Y02W90/10Bio-packaging, e.g. packing containers made from renewable resources or bio-plastics

Definitions

  • the present disclosure relates to an additive for plastic materials. More particularly, the present disclosure relates to a biodegradable plasticizer.
  • biodegradable plastics such as polylactic acid (PLA), poly(butylene succinate) (PBS) and poly(butylene adipate-co-terephthalate) (PBAT).
  • PLA polylactic acid
  • PBS poly(butylene succinate)
  • PBAT poly(butylene adipate-co-terephthalate)
  • properties of this type of plastics are still not as good as petroleum-based plastics.
  • polylactic acid has excellent rigidity and high transparency, but lacks enough durability, heat resistance, impact resistance, flexibility and airtightness, which limits the applications of polylactic acid.
  • biodegradable additives can be added to change the flexibility and durability of biodegradable plastics.
  • the enhancement of biodegradation in properties of biodegradable plastics made by adding conventional additives is still insufficient.
  • the conventional additives are likely to release and have higher cost, so there has a lot of improvements for the conventional additives.
  • the conditions for degradation of biodegradable plastics are tough.
  • plastic products made of polylactic acid can completely degrade into carbon dioxide and water only under particular environmental conditions for a sufficient time, and then enter the cycle without harming the natural environment.
  • the important trend for future is to develop an additive, which can enhance the degradation rate to facilitate biodegradable plastics quickly degrading and entering the natural environment.
  • a plasticizer which is biodegradable, has a molecule including a central structure, at least two connecting structures and at least one side-chain structure.
  • the central structure includes at least one of a benzene derivative and at least one amino acid.
  • the at least two connecting structures are respectively connected to the central structure, wherein the at least two connecting structures include a first connecting structure and a second connecting structure.
  • the first connecting structure is an amine group
  • the second connecting structure is a carboxyl group.
  • the at least one side-chain structure is a chain of multiple carbon atoms, and the at least one side-chain structure is connected to at least one of the first connecting structure and the second connecting structure.
  • An amide bond is formed as the at least one side-chain structure connected to the amine group
  • an ester bond is formed as the at least one side-chain structure connected to the carboxyl group.
  • a plastic product which is biodegradable, includes the plasticizer of the aforementioned aspect and a polyester plastic, wherein the polyester plastic is a polylactic acid, a polybutylene succinate, a poly(butylene adipate-co-terephthalate) or a polyhydroxyalkanoate, and the plasticizer is mixed with the polyester plastic.
  • a plasticizer which is biodegradable, has a molecule including at least two central structures, at least two connecting structures and a side-chain structure.
  • Each of the central structures includes at least one of a benzene derivative and at least one amino acid.
  • Each of the connecting structures is a carboxyl group, and each of the central structures is connected to at least one of the connecting structures.
  • the side-chain structure is a chain of multiple carbon atoms, each of the central structures is connected to the side-chain structure through the connecting structures, and an ester bond is formed as the side-chain structure connected to each of the carboxyl groups.
  • FIG. 1 is a structural schematic view of a molecule of a plasticizer according to the 1st embodiment of the present disclosure.
  • FIG. 2 is a structural schematic view of a molecule of a plasticizer according to the 2nd embodiment of the present disclosure.
  • FIG. 3 is a structural schematic view of a molecule of a plasticizer according to the 3rd embodiment of the present disclosure.
  • FIG. 4 is a structural schematic view of a molecule of a plasticizer according to the 4th embodiment of the present disclosure.
  • FIG. 5 is a structural schematic view of a molecule of a plasticizer according to the 5th embodiment of the present disclosure.
  • FIG. 6 is a structural schematic view of a molecule of a plasticizer according to the 6th embodiment of the present disclosure.
  • FIG. 7 is a structural schematic view of a molecule of a plasticizer according to the 7th embodiment of the present disclosure.
  • FIG. 8 is a structural schematic view of a molecule of a plasticizer according to the 8th embodiment of the present disclosure.
  • FIG. 9 is a structural schematic view of a molecule of a plasticizer according to the 9th embodiment of the present disclosure.
  • FIG. 10 is a structural schematic view of a molecule of a plasticizer according to the 10th embodiment of the present disclosure.
  • FIG. 11 is a structural schematic view of a molecule of a plasticizer according to the 11th embodiment of the present disclosure.
  • FIG. 12 is a structural schematic view of a molecule of a plasticizer according to the 12th embodiment of the present disclosure.
  • FIG. 13 is a structural schematic view of a molecule of a plasticizer according to the 13th embodiment of the present disclosure.
  • FIG. 14 is a structural schematic view of a molecule of a plasticizer according to the 14th embodiment of the present disclosure.
  • FIG. 15 shows results of biodegradation tests of the comparison, the 29th Example and the 30th Example.
  • a plasticizer which is biodegradable, has a molecule including a central structure, at least two connecting structures and at least one side-chain structure.
  • the at least two connecting structures are respectively connected to the central structure, and the side-chain structure is connected to at least one of the at least two connecting structures.
  • the central structure includes at least one of a benzene derivative and at least one amino acid. It is favorable for maintaining the biodegradability of the plasticizer by having the benzene derivative.
  • the amino acid can be degraded and metabolized in animal cells, so that it is favorable for enhancing the biodegradability of the plasticizer.
  • the central structure can be the benzene derivative, and can further include the amino acid.
  • the central structure can be the amino acid, and can include at least two of the amino acid.
  • the residue of the amino acid can be acidic, basic, hydrophilic or hydrophobic, so that it is favorable for adjusting the properties of the plasticizer according to the residue characteristics of the amino acid.
  • the benzene derivative can be compounds with similar structures, such as 2-aminobenzoic acid, 3-aminobenzoic acid, 4-aminobenzoic acid, 2-hydroxybenzoic acid, 3-hydroxybenzoic acid or 4-hydroxybenzoic acid.
  • the amino acid can be standard amino acids, essential amino acids which humans cannot synthesize, modified amino acids (such as hydroxyproline, hydroxylysine or thyroxine) or other non-standard amino acids (such as homocysteine, homoserine or ornithine).
  • modified amino acids such as hydroxyproline, hydroxylysine or thyroxine
  • non-standard amino acids such as homocysteine, homoserine or ornithine.
  • the standard amino acids and essential amino acids are listed in Table 1 below.
  • the central structure can also be glycerol (propane-1,2,3-triol) or 2-(2-hydroxyethoxy)propan-1-ol.
  • the at least two connecting structures include a first connecting structure and a second connecting structure.
  • the first connecting structure is an amine group
  • the second connecting structure is a carboxyl group.
  • the position of the amine group and the position of the carboxyl group can be adjacent to each other (ortho) or not adjacent (meta or para) on the benzene derivative.
  • the amine group can be a functional group of —NH 2 , —NHR, or —NR2. Moreover, the amine group can be a primary amine, a secondary amine, a tertiary amine or a quaternary ammonium cation. Furthermore, a hydroxyl group can be substituted for the amine group of the first connecting structure. When the side-chain structure is connected to the hydroxyl group, the connection therebetween can be split through hydrolysis reaction, so that it is favorable for enhancing the biodegradability of the plasticizer.
  • the two connecting structures are respectively the first connecting structure and the second connecting structure.
  • the molecule of the plasticizer can include three connecting structures, which are respectively the first connecting structure, the second connecting structure and a third connecting structure.
  • the third connecting structure can be the residue of the amino acid.
  • the amine group of the residue from lysine can be taken as the third connecting structure, or the carboxyl group of the residue from aspartate can be taken as the third connecting structure.
  • the molecule of the plasticizer can include four connecting structures, which are respectively the first connecting structure, the second connecting structure, the third connecting structure and a fourth connecting structure.
  • the third connecting structure and the fourth connecting structure can be the same functional groups, such as the binary amine groups of the residues from arginine, or can be different functional groups. Furthermore, when the central structure includes a plurality of amino acids, the molecule of the plasticizer can include more than five connecting structures.
  • the side-chain structure is a chain of multiple carbon atoms.
  • the number of carbon atoms of the side-chain structure can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20, etc.
  • the side-chain structure can include an oxygen atom to form an ether group, and the number of oxygen atoms of the side-chain structure can be 1, 2, 3, 4, 5, 6 or 7, etc.
  • the side-chain structure can be a saturated fatty acid.
  • the number of carbon atoms of the saturated fatty acid can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35 or 36, such as acetic acid (lipid number C2:0), butyric acid (C4:0), hexanoic acid (C6:0), octanoic acid (C8:0), decanoic acid (C10:0), lauric acid (C12:0), lignoceric acid (C24:0), or hexatriacontanoic acid (C36:0).
  • the side-chain structure can be an unsaturated fatty acid.
  • the number of carbon atoms of the unsaturated fatty acid can be 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24, and the number of double bonds of the unsaturated fatty acid can be 1, 2, 3, 4, 5 or 6, such as paullinic acid (C20:1), dihomo- ⁇ -linolenic acid (DGLA, C20:3), docosahexaenoic acid (DHA, C22:6), or tetracosenoic acid (C24:1).
  • the side-chain structure can be formed by continuous polymerization with ethylene glycol, polyethylene glycol (PEG), propylene glycol or polypropylene glycol (PPG) as monomers. Moreover, the side-chain structure can be formed by polymerization of the monomers selected from the group consisting of ethylene glycol, polyethylene glycol, propylene glycol and polypropylene glycol.
  • the side-chain structure is formed by polymerization of the abovementioned monomers, the required molecular weight of the plasticizer can be controlled, and the hydrophilicity and hydrophobicity of the plasticizer are properly adjusted, so that it is favorable for the plasticizer performing the superior characteristics and enhancing the compatibility of the plasticizer mixing with the plastic.
  • the side-chain structure is connected to at least one of the first connecting structure and the second connecting structure, that is, the central structure is connected to the side-chain structure through the first connecting structure and/or the second connecting structure by a method of esterification, dehydration or peptide synthesis.
  • an amide bond is formed, so that it is favorable for enhancing the efficiency of the plasticizer degraded by the enzyme, and further improving the biodegradability of the plasticizer.
  • an ester bond is formed.
  • an ether bond is formed. The ether bond can be split through hydrolysis reaction in a particular environment, so that it is favorable for enhancing the biodegradability of the plasticizer.
  • the plasticizer can further include at least one polar functional group connected to the side-chain structure, and the polar functional group can be located in the middle or at the end of the side-chain structure.
  • the polar functional group can be a carboxyl group (—COOH), a hydroxyl group (—OH), an amine group (—NH 2 ) or a phosphoryl group (—PO(OH) 2 ).
  • the plasticizer can include at least two of the polar functional group, which are selected from the group consisting of the carboxyl group, the hydroxyl group, the amine group and the phosphoryl group.
  • the polar functional group is arranged according to different requirements, so that it is favorable for enhancing the hydrophilicity of the plasticizer and the compatibility between the plasticizer and the plastic, which helps the plasticizer mix with the plastic.
  • nNC a number of carbon atoms of the side-chain structure which is connected to the amine group
  • nOC a number of carbon atoms of the side-chain structure which is connected to the carboxyl group
  • a number of oxygen atoms of the side-chain structure which is connected to the amine group is nNO.
  • a number of oxygen atoms of the side-chain structure which is connected to the carboxyl group is nOO.
  • a number of carbon atoms of the side-chain structure which is connected to the hydroxyl group is nO′C.
  • a number of oxygen atoms of the side-chain structure which is connected to the hydroxyl group is nO′O.
  • nNC and nNO of the side-chain structure are counted from the nitrogen atom of the amine group.
  • nOC, nOO, nO′C and nO′O of the side-chain structure are counted from the oxygen atom of the carboxyl group or the hydroxyl group.
  • the carbon atoms or the oxygen atoms in the polar functional group are not included as calculating nNC, nNO, nOC, nOO, nO′C and nO′O.
  • nO′C is taken as nOC and nO′O is taken as nOO during calculation.
  • the molecular weight of the plasticizer is MwP
  • the following condition is satisfied: 450 Dalton ⁇ MwP.
  • a plasticizer which is biodegradable, has a molecule including at least two central structures, at least two connecting structures and a side-chain structure. Each of the central structures is connected to at least one of the connecting structures. Each of the central structures is connected to the side-chain structure through the connecting structures, that is, the central structures are all connected to the same side-chain structure.
  • the detailed features of the central structures, the connecting structures and the side-chain structure are the same as the abovementioned plasticizer, and an explanation in this regard will not be provided again.
  • a plastic product wherein the plastic product is biodegradable.
  • the plastic product includes the aforementioned plasticizer and a polyester plastic, wherein the polyester plastic can be a polylactic acid, a polybutylene succinate, a poly(butylene adipate-co-terephthalate) or a polyhydroxyalkanoate (PHA), and the plasticizer is mixed with the polyester plastic.
  • the type of the polyester plastic is chosen to ensure that the plasticizer is mixed with the plastic of high compatibility, so that it is favorable for enhancing the ductility of the plastic and reducing the possibility of releasing of the plasticizer.
  • the polyhydroxyalkanoate can be a polyhydroxybutyrate (PHB).
  • FIG. 1 is a structural schematic view of a molecule of a plasticizer 100 according to the 1st embodiment of the present disclosure.
  • the molecule of the plasticizer 100 according to the 1st embodiment includes a central structure 110 , two connecting structures and a side-chain structure 130 .
  • the central structure 110 is a benzene derivative.
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 110 , respectively.
  • the first connecting structure is an amine group 121
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 130 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the side-chain structure 130 is connected to the second connecting structure to form an ester bond 122 ′.
  • FIG. 2 is a structural schematic view of a molecule of a plasticizer 200 according to the 2nd embodiment of the present disclosure.
  • the molecule of the plasticizer 200 according to the 2nd embodiment includes a central structure 210 , two connecting structures, a side-chain structure 230 and a polar functional group 260 .
  • the central structure 210 is a benzene derivative.
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 210 , respectively.
  • the first connecting structure is an amine group 221
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 230 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 230 is connected to the second connecting structure to form an ester bond 222 ′.
  • the polar functional group 260 is connected to the side-chain structure 230 .
  • FIG. 3 is a structural schematic view of a molecule of a plasticizer 300 according to the 3rd embodiment of the present disclosure.
  • the molecule of the plasticizer 300 according to the 3rd embodiment includes a central structure 310 , two connecting structures and a side-chain structure 330 .
  • the central structure 310 is a benzene derivative.
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 310 , respectively.
  • the first connecting structure is an amine group 321
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 330 is formed by a first short chain 331 connected to a second short chain 332 .
  • the first short chain 331 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 332 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 330 is connected to the second connecting structure to form an ester bond 322 ′.
  • FIG. 4 is a structural schematic view of a molecule of a plasticizer 400 according to the 4th embodiment of the present disclosure.
  • the molecule of the plasticizer 400 according to the 4th embodiment includes a central structure 410 , two connecting structures and a side-chain structure 430 .
  • the central structure 410 is a benzene derivative.
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 410 , respectively.
  • the first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group 422 .
  • the side-chain structure 430 is a fatty acid.
  • the side-chain structure 430 is connected to the first connecting structure to form an amide bond 421 ′.
  • FIG. 5 is a structural schematic view of a molecule of a plasticizer 500 according to the 5th embodiment of the present disclosure.
  • the molecule of the plasticizer 500 according to the 5th embodiment includes a central structure 510 , two connecting structures, two side-chain structures 530 , 540 and a polar functional group 560 .
  • the central structure 510 is a benzene derivative.
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 510 , respectively.
  • the first connecting structure is an amine group (not shown in drawings)
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 530 is formed by a first short chain 531 connected to a second short chain 532 .
  • the first short chain 531 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 532 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 530 is connected to the second connecting structure to form an ester bond 522 ′.
  • the side-chain structure 540 is a fatty acid.
  • the side-chain structure 540 is connected to the first connecting structure to form an amide bond 521 ′.
  • the polar functional group 560 is connected to the side-chain structure 530 .
  • FIG. 6 is a structural schematic view of a molecule of a plasticizer 600 according to the 6th embodiment of the present disclosure.
  • the molecule of the plasticizer 600 according to the 6th embodiment includes a central structure 610 , two connecting structures, a side-chain structure 630 and a polar functional group 660 .
  • the central structure 610 is an amino acid and includes a residue 611 .
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 610 , respectively.
  • the first connecting structure is an amine group 621
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 630 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the side-chain structure 630 is connected to the second connecting structure to form an ester bond 622 ′.
  • the polar functional group 660 is connected to the side-chain structure 630 .
  • FIG. 7 is a structural schematic view of a molecule of a plasticizer 700 according to the 7th embodiment of the present disclosure.
  • the molecule of the plasticizer 700 according to the 7th embodiment includes a central structure 710 , two connecting structures and a side-chain structure 730 .
  • the central structure 710 is an amino acid and includes a residue 711 .
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 710 , respectively.
  • the first connecting structure is an amine group 721
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 730 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 730 is connected to the second connecting structure to form an ester bond 722 ′.
  • FIG. 8 is a structural schematic view of a molecule of a plasticizer 800 according to the 8th embodiment of the present disclosure.
  • the molecule of the plasticizer 800 according to the 8th embodiment includes a central structure 810 , two connecting structures and a side-chain structure 830 .
  • the central structure 810 is an amino acid and includes a residue 811 .
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 810 , respectively.
  • the first connecting structure is an amine group 821
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 830 is formed by a first short chain 831 connected to a second short chain 832 .
  • the first short chain 831 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 832 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 830 is connected to the second connecting structure to form an ester bond 822 ′.
  • FIG. 9 is a structural schematic view of a molecule of a plasticizer 900 according to the 9th embodiment of the present disclosure.
  • the molecule of the plasticizer 900 according to the 9th embodiment includes a central structure 910 , two connecting structures and a side-chain structure 930 .
  • the central structure 910 is an amino acid and includes a residue 911 .
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 910 , respectively.
  • the first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group 922 .
  • the side-chain structure 930 is a fatty acid.
  • the side-chain structure 930 is connected to the first connecting structure to form an amide bond 921 ′.
  • FIG. 10 is a structural schematic view of a molecule of a plasticizer 1000 according to the 10th embodiment of the present disclosure.
  • the molecule of the plasticizer 1000 according to the 10th embodiment includes central structure 1010 , two connecting structures, two side-chain structures 1030 , 1040 and a polar functional group 1060 .
  • the central structure 1010 is an amino acid and includes a residue 1011 .
  • the two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 1010 , respectively.
  • the first connecting structure is an amine group (not shown in drawings)
  • the second connecting structure is a carboxyl group (not shown in drawings).
  • the side-chain structure 1030 is formed by a first short chain 1031 connected to a second short chain 1032 .
  • the first short chain 1031 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 1032 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 1030 is connected to the second connecting structure to form an ester bond 1022 ′.
  • the side-chain structure 1040 is a fatty acid.
  • the side-chain structure 1040 is connected to the first connecting structure to form an amide bond 1021 ′.
  • the polar functional group 1060 is connected to the side-chain structure 1030 .
  • FIG. 11 is a structural schematic view of a molecule of a plasticizer 1100 according to the 11th embodiment of the present disclosure.
  • the molecule of the plasticizer 1100 according to the 11th embodiment includes a central structure 1110 , three connecting structures, three side-chain structures 1130 , 1140 , 1150 and a polar functional group 1160 .
  • the central structure 1110 includes two amino acids, and each of the two amino acids includes a residue 1111 , 1112 .
  • the three connecting structures are a first connecting structure, a second connecting structure and a third connecting structure and connected to the central structure 1110 , respectively.
  • the first connecting structure is an amine group (not shown in drawings), and each of the second connecting structure and the third connecting structure is a carboxyl group (not shown in drawings).
  • the third connecting structure is connected to the residue 1111 .
  • the side-chain structure 1130 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the side-chain structure 1130 is connected to the second connecting structure to form an ester bond 1122 ′.
  • the side-chain structure 1140 is a fatty acid.
  • the side-chain structure 1140 is connected to the first connecting structure to form an amide bond 1121 ′.
  • the side-chain structure 1150 is formed by a first short chain 1151 connected to a second short chain 1152 .
  • the first short chain 1151 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 1152 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 1150 is connected to the third connecting structure to form an ester bond 1123 ′.
  • the polar functional group 1160 is connected to the side-chain structure 1150 .
  • FIG. 12 is a structural schematic view of a molecule of a plasticizer 1200 according to the 12th embodiment of the present disclosure.
  • the molecule of the plasticizer 1200 according to the 12th embodiment includes a central structure 1210 , three connecting structures and three side-chain structures 1230 , 1240 , 1250 .
  • the central structure 1210 includes two amino acids, and each of the two amino acids includes a residue 1211 , 1212 .
  • the three connecting structures are a first connecting structure, a second connecting structure and a third connecting structure and connected to the central structure 1210 , respectively.
  • Each of the first connecting structure and the third connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group (not shown in drawings).
  • the third connecting structure is connected to the residue 1212 .
  • the side-chain structure 1230 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the side-chain structure 1230 is connected to the second connecting structure to form an ester bond 1222 ′.
  • the side-chain structure 1240 is a fatty acid.
  • the side-chain structure 1240 is connected to the first connecting structure to form an amide bond 1221 ′.
  • the side-chain structure 1250 is a fatty acid.
  • the side-chain structure 1250 is connected to the third connecting structure to form an amide bond 1223 ′.
  • FIG. 13 is a structural schematic view of a molecule of a plasticizer 1300 according to the 13th embodiment of the present disclosure.
  • the molecule of the plasticizer 1300 according to the 13th embodiment includes a central structure 1310 , four connecting structures, three side-chain structures 1330 , 1340 , 1350 and a polar functional group 1360 .
  • the central structure 1310 includes three amino acids, and each of the three amino acids includes a residue 1311 , 1312 , 1313 .
  • the four connecting structures are a first connecting structure, a second connecting structure, a third connecting structure and a fourth connecting structure and connected to the central structure 1310 , respectively.
  • the first connecting structure is an amine group 1321
  • each of the second connecting structure and the third connecting structure is a carboxyl group (not shown in drawings)
  • the fourth connecting structure is an amine group (not shown in drawings).
  • the third connecting structure and the fourth connecting structure are connected to the residue 1311 and the residue 1313 , respectively.
  • the side-chain structure 1330 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the side-chain structure 1330 is connected to the second connecting structure to form an ester bond 1322 ′.
  • the side-chain structure 1340 is formed by a first short chain 1341 connected to a second short chain 1342 .
  • the first short chain 1341 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • the second short chain 1342 is formed by polymerization with propylene glycol or polypropylene glycol as monomers.
  • the side-chain structure 1340 is connected to the third connecting structure to form an ester bond 1323 ′.
  • the side-chain structure 1350 is a fatty acid.
  • the side-chain structure 1350 is connected to the fourth connecting structure to form an amide bond 1324 ′.
  • the polar functional group 1360 is connected to the side-chain structure 1330 .
  • FIG. 14 is a structural schematic view of a molecule of a plasticizer 1400 according to the 14th embodiment of the present disclosure.
  • the molecule of the plasticizer 1400 according to the 14th embodiment includes two central structures 1410 a , 1410 b , two connecting structures, a side-chain structure 1430 and two polar functional groups 1460 a , 1460 b.
  • Each of the central structures 1410 a , 1410 b is a benzene derivative.
  • Each of the central structures 1410 a , 1410 b is connected to the corresponding one of the connecting structures, that is, the central structure 1410 a is connected to one of the connecting structures, and the central structure 1410 b is connected to the other one of the connecting structures.
  • Both of the connecting structures are carboxyl groups (not shown in drawings).
  • the side-chain structure 1430 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers.
  • Each of the central structures 1410 a , 1410 b is connected to the side-chain structure 1430 through the connecting structure to form an ester bond 1420 a , 1420 b.
  • Each of the polar functional groups 1460 a , 1460 b is connected to the corresponding one of the central structures 1410 a , 1410 b.
  • the side-chain structures connected to the amine group, the carboxyl group and the hydroxyl group are named as SCA, SCC and SCH, respectively.
  • SCA side-chain structures connected to the amine group
  • SCC side-chain structures connected to the amine group
  • SCA1 and SCA2 side-chain structures connected to the amine group in the 1st Example
  • a number of carbon atoms and a number of oxygen atoms of the side-chain structure SCA1 are nNC SCA1 and nNO SCA1 , respectively.
  • a number of carbon atoms and a number of oxygen atoms of the side-chain structure SCA2 are nNC SCA2 and nNO SCA2 , respectively.
  • a number of carbon atoms and a number of oxygen atoms of the side-chain structure SCC are nOC SCC and nOO SCC , respectively.
  • SCA1, SCA2 and SCC are only for marking the side-chain structures to clearly understand the characteristics of the side-chain structures, and do not make a difference to the calculation of carbon atoms and oxygen atoms of nNO, nNC, nOC and nOO as claimed. That is, nNC SCA1 is taken as nNC, nNO SCA1 is taken nNO, nNC SCA2 is taken as nNC, nNO SCA2 is taken as nNO, nOC SCC is taken as nOC and nOO SCC is taken as nOO during calculation.
  • nNC SCA1 is taken as nNC
  • nNO SCA1 is taken nNO
  • nNC SCA2 is taken as nNC
  • nNO SCA2 is taken as nNO
  • nOC SCC is taken as nOC
  • nOO SCC is taken as nOO during calculation.
  • Example 6th Example Central Structure Hydroxybenzoic Acid Propane-1,2,3-Triol Structure of Para Position SMILES Notation C1 ⁇ CC( ⁇ CC ⁇ C1C( ⁇ O)OC C(C(COCCOCCOCCC)O C(OCC(OCC(OCCCC)C)C) CCOCCOCCC)OCCOCC C)OC(COC(COC(COC(C OCCC CC)C)C)C)C
  • Example 10th Example 11th Example IUPAC Name of Glycine Alanine Valine Central Structure Structural Formula Molecular Weight 75.07 89.09 117.15 MwP (g/mol) Abbreviation 1 Gly Ala Val Abbreviation 2 G A V Residue Property Hydrophilic Hydrophobic Hydrophobic Representative Structure as Side-Chain Structure Being PEG Representative Structure as Side-Chain Structure Being PPG Representative Structure as Side-Chain Structure Being Fatty Acid (CH 3 (CH 2 ) n COOH, n ⁇ 3) Side-Chain Structure Being PEG and PPG Number of 12 12 12 PEG Monomers Number of 0 0 0 PPG Monomers Molecular Weight, MwP 603.7 617.7 645.8 (g/mol, Dalton) nNC 0 0 0 nOC 24 24 24 nNO 0 0 0 nOO 12 12 12 nNC/(nNC + nOC) 0 0 0 nOC/nOO 2 2 2 n
  • nNC 15 15 nOC 15 15 nNO 0 0 nOO 5 5 nNC/(nNC + nOC) 0.50 0.50 nNC/(nNC + nOO) 0.75 0.75 nNO/(nNO + nOC) 0.00 0.00 0.00 nNO/(nNO + nOO) 0.00 0.00 Number of 2 2 PEG Monomers Number of 2 2 PPG Monomers Fatty Acid 15 15 CH 3 (CH 2 ) n COOH, n ?
  • Example 26th Example IUPAC Name of Threonine Methionine Central Structure Structural Formula Molecular Weight 119.12 149.21 MwP (g/mol) Abbreviation 1 Thr Met Abbreviation 2 T M Residue Property Hydrophilic Hydrophobic Representative Structure as Side-Chain Structure Being PEG Representative Structure as Side-Chain Structure Being PPG Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH 3 (CH 2 ) n COOH, n ⁇ 3) Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH 3 (CH 2 ) n COOH, n ⁇ 3) — Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH 3 (CH 2 ) n COOH, n ⁇ 3) — Side-Chain Structure Being PEG and PPG Number of 12 12 PEG Monomers Number of 0 0 PPG Monomers Molecular 647.8 677.8 Weight, MwP (g/mol, Dalton) nNC
  • nNC 15 15 nOC 15 15 nNO 0 0 nOO 5 5 nNC/(nNC + nOC) 0.50 0.50 nNC/(nNC + nOO) 0.75 0.75 nNO/(nNO + nOC) 0.00 0.00 0.00 nNO/(nNO + nOO) 0.00 0.00 Number of 2 2 PEG Monomers Number of 2 2 PPG Monomers Fatty Acid 15 15 CH 3 (CH 2 ) n COOH, n ?
  • FIG. 15 shows results of biodegradation tests of the comparison, the 29th Example and the 30th Example.
  • the biodegradation tests (ASTM 5338) of the plasticizers with different molecular structures are performed below.
  • the comparison, the 29th Example and the 30th Example are tested, and the degrees of degradation under different days are listed in the following table.
  • the biodegradable plasticizer is developed by investigating a novel molecular structure.
  • the plasticizer has the abilities of improving the plastic texture, meeting the requirements for widespread applications, and further enhancing the degradation and cycle of the plastic.
  • the plasticizer includes the first connecting structure and the second connecting structure, includes the benzene derivative and/or the amino acid as the central structure, and is grafted with the side-chain structure of the chain with multiple carbon atoms.
  • the plasticizer can further include the polar functional group to adjust the hydrophilicity and hydrophobicity of the plasticizer.
  • the plasticizer which reaches desire durability, heat resistance, impact resistance and flexibility, and is harmless to human body, hard to release and low-cost, is developed to meet the target of high biodegradability.

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Abstract

A plasticizer, which is biodegradable, has a molecule including a central structure, at least two connecting structures and at least one side-chain structure. The central structure includes at least one of a benzene derivative and at least one amino acid. The connecting structures are respectively connected to the central structure, wherein the connecting structures include a first connecting structure and a second connecting structure. The first connecting structure is an amine group, and the second connecting structure is a carboxyl group. The side-chain structure is a chain of multiple carbon atoms, and the side-chain structure is connected to at least one of the first connecting structure and the second connecting structure. An amide bond is formed as the side-chain structure connected to the amine group, and an ester bond is formed as the side-chain structure connected to the carboxyl group.

Description

RELATED APPLICATIONS
This application claims priority to U.S. Provisional Application Ser. No. 62/939,733, filed Nov. 25, 2019, which is herein incorporated by reference.
BACKGROUND Technical Field
The present disclosure relates to an additive for plastic materials. More particularly, the present disclosure relates to a biodegradable plasticizer.
Description of Related Art
In order to solve the environmental problems brought on by plastic products, biodegradable plastics, such as polylactic acid (PLA), poly(butylene succinate) (PBS) and poly(butylene adipate-co-terephthalate) (PBAT), have already been developed. However, properties of this type of plastics are still not as good as petroleum-based plastics. For example, polylactic acid has excellent rigidity and high transparency, but lacks enough durability, heat resistance, impact resistance, flexibility and airtightness, which limits the applications of polylactic acid.
To deal with problems in properties, textures and costs of biodegradable plastics, conventional biodegradable additives can be added to change the flexibility and durability of biodegradable plastics. However, the enhancement of biodegradation in properties of biodegradable plastics made by adding conventional additives is still insufficient. Also, the conventional additives are likely to release and have higher cost, so there has a lot of improvements for the conventional additives. Furthermore, the conditions for degradation of biodegradable plastics are tough. For example, plastic products made of polylactic acid can completely degrade into carbon dioxide and water only under particular environmental conditions for a sufficient time, and then enter the cycle without harming the natural environment. However, it is pretty difficult for plastic products of polylactic acid naturally and completely degrading in a typical environment. In this regard, the important trend for future is to develop an additive, which can enhance the degradation rate to facilitate biodegradable plastics quickly degrading and entering the natural environment.
SUMMARY
According to one aspect of the present disclosure, a plasticizer, which is biodegradable, has a molecule including a central structure, at least two connecting structures and at least one side-chain structure. The central structure includes at least one of a benzene derivative and at least one amino acid. The at least two connecting structures are respectively connected to the central structure, wherein the at least two connecting structures include a first connecting structure and a second connecting structure. The first connecting structure is an amine group, and the second connecting structure is a carboxyl group. The at least one side-chain structure is a chain of multiple carbon atoms, and the at least one side-chain structure is connected to at least one of the first connecting structure and the second connecting structure. An amide bond is formed as the at least one side-chain structure connected to the amine group, and an ester bond is formed as the at least one side-chain structure connected to the carboxyl group. When a number of carbon atoms of the side-chain structure which is connected to the amine group is nNC, and a number of carbon atoms of the side-chain structure which is connected to the carboxyl group is nOC, the following condition is satisfied: 0≤nNC/(nNC+nOC)≤1.00, wherein each of nNC and nOC is 0 or positive integer, but nNC and nOC are not 0 at the same time.
According to another aspect of the present disclosure, a plastic product, which is biodegradable, includes the plasticizer of the aforementioned aspect and a polyester plastic, wherein the polyester plastic is a polylactic acid, a polybutylene succinate, a poly(butylene adipate-co-terephthalate) or a polyhydroxyalkanoate, and the plasticizer is mixed with the polyester plastic.
According to another aspect of the present disclosure, a plasticizer, which is biodegradable, has a molecule including at least two central structures, at least two connecting structures and a side-chain structure. Each of the central structures includes at least one of a benzene derivative and at least one amino acid. Each of the connecting structures is a carboxyl group, and each of the central structures is connected to at least one of the connecting structures. The side-chain structure is a chain of multiple carbon atoms, each of the central structures is connected to the side-chain structure through the connecting structures, and an ester bond is formed as the side-chain structure connected to each of the carboxyl groups.
BRIEF DESCRIPTION OF THE DRAWINGS
The present disclosure can be more fully understood by reading the following detailed description of the embodiment, with reference made to the accompanying drawings as follows:
FIG. 1 is a structural schematic view of a molecule of a plasticizer according to the 1st embodiment of the present disclosure.
FIG. 2 is a structural schematic view of a molecule of a plasticizer according to the 2nd embodiment of the present disclosure.
FIG. 3 is a structural schematic view of a molecule of a plasticizer according to the 3rd embodiment of the present disclosure.
FIG. 4 is a structural schematic view of a molecule of a plasticizer according to the 4th embodiment of the present disclosure.
FIG. 5 is a structural schematic view of a molecule of a plasticizer according to the 5th embodiment of the present disclosure.
FIG. 6 is a structural schematic view of a molecule of a plasticizer according to the 6th embodiment of the present disclosure.
FIG. 7 is a structural schematic view of a molecule of a plasticizer according to the 7th embodiment of the present disclosure.
FIG. 8 is a structural schematic view of a molecule of a plasticizer according to the 8th embodiment of the present disclosure.
FIG. 9 is a structural schematic view of a molecule of a plasticizer according to the 9th embodiment of the present disclosure.
FIG. 10 is a structural schematic view of a molecule of a plasticizer according to the 10th embodiment of the present disclosure.
FIG. 11 is a structural schematic view of a molecule of a plasticizer according to the 11th embodiment of the present disclosure.
FIG. 12 is a structural schematic view of a molecule of a plasticizer according to the 12th embodiment of the present disclosure.
FIG. 13 is a structural schematic view of a molecule of a plasticizer according to the 13th embodiment of the present disclosure.
FIG. 14 is a structural schematic view of a molecule of a plasticizer according to the 14th embodiment of the present disclosure.
FIG. 15 shows results of biodegradation tests of the comparison, the 29th Example and the 30th Example.
DETAILED DESCRIPTION
A plasticizer, which is biodegradable, has a molecule including a central structure, at least two connecting structures and at least one side-chain structure. The at least two connecting structures are respectively connected to the central structure, and the side-chain structure is connected to at least one of the at least two connecting structures.
The central structure includes at least one of a benzene derivative and at least one amino acid. It is favorable for maintaining the biodegradability of the plasticizer by having the benzene derivative. The amino acid can be degraded and metabolized in animal cells, so that it is favorable for enhancing the biodegradability of the plasticizer. Moreover, the central structure can be the benzene derivative, and can further include the amino acid. Furthermore, the central structure can be the amino acid, and can include at least two of the amino acid. The residue of the amino acid can be acidic, basic, hydrophilic or hydrophobic, so that it is favorable for adjusting the properties of the plasticizer according to the residue characteristics of the amino acid.
The benzene derivative can be compounds with similar structures, such as 2-aminobenzoic acid, 3-aminobenzoic acid, 4-aminobenzoic acid, 2-hydroxybenzoic acid, 3-hydroxybenzoic acid or 4-hydroxybenzoic acid.
The amino acid can be standard amino acids, essential amino acids which humans cannot synthesize, modified amino acids (such as hydroxyproline, hydroxylysine or thyroxine) or other non-standard amino acids (such as homocysteine, homoserine or ornithine). The standard amino acids and essential amino acids are listed in Table 1 below.
TABLE 1
Standard Amino Acids and Essential Amino Acids
Amino Acid Abbreviation Essential Amino Acid
Alanine Ala No
Arginine Arg No
Asparagine Asn No
Aspartate Asp No
Cysteine Cys No
Glutamate Glu No
Glutamine Gln No
Glycine Gly No
Histidine His Yes
Isoleucine Ile Yes
Leucine Leu Yes
Lysine Lys Yes
Methionine Met Yes
Phenylalanine Phe Yes
Proline Pro No
Pyrrolysine Pyl No
Selenocysteine Sec No
Serine Ser No
Threonine Thr Yes
Tryptophan Trp Yes
Tyrosine Tyr No
Valine Val Yes
The central structure can also be glycerol (propane-1,2,3-triol) or 2-(2-hydroxyethoxy)propan-1-ol.
The at least two connecting structures include a first connecting structure and a second connecting structure. The first connecting structure is an amine group, and the second connecting structure is a carboxyl group.
If the central structure is the benzene derivative, the position of the amine group and the position of the carboxyl group can be adjacent to each other (ortho) or not adjacent (meta or para) on the benzene derivative.
The amine group can be a functional group of —NH2, —NHR, or —NR2. Moreover, the amine group can be a primary amine, a secondary amine, a tertiary amine or a quaternary ammonium cation. Furthermore, a hydroxyl group can be substituted for the amine group of the first connecting structure. When the side-chain structure is connected to the hydroxyl group, the connection therebetween can be split through hydrolysis reaction, so that it is favorable for enhancing the biodegradability of the plasticizer.
When the molecule of the plasticizer includes two connecting structures, the two connecting structures are respectively the first connecting structure and the second connecting structure. Moreover, the molecule of the plasticizer can include three connecting structures, which are respectively the first connecting structure, the second connecting structure and a third connecting structure. The third connecting structure can be the residue of the amino acid. For example, the amine group of the residue from lysine can be taken as the third connecting structure, or the carboxyl group of the residue from aspartate can be taken as the third connecting structure. Further, the molecule of the plasticizer can include four connecting structures, which are respectively the first connecting structure, the second connecting structure, the third connecting structure and a fourth connecting structure. The third connecting structure and the fourth connecting structure can be the same functional groups, such as the binary amine groups of the residues from arginine, or can be different functional groups. Furthermore, when the central structure includes a plurality of amino acids, the molecule of the plasticizer can include more than five connecting structures.
The side-chain structure is a chain of multiple carbon atoms. The number of carbon atoms of the side-chain structure can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20, etc. Moreover, the side-chain structure can include an oxygen atom to form an ether group, and the number of oxygen atoms of the side-chain structure can be 1, 2, 3, 4, 5, 6 or 7, etc.
The side-chain structure can be a saturated fatty acid. The number of carbon atoms of the saturated fatty acid can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35 or 36, such as acetic acid (lipid number C2:0), butyric acid (C4:0), hexanoic acid (C6:0), octanoic acid (C8:0), decanoic acid (C10:0), lauric acid (C12:0), lignoceric acid (C24:0), or hexatriacontanoic acid (C36:0).
The side-chain structure can be an unsaturated fatty acid. The number of carbon atoms of the unsaturated fatty acid can be 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24, and the number of double bonds of the unsaturated fatty acid can be 1, 2, 3, 4, 5 or 6, such as paullinic acid (C20:1), dihomo-γ-linolenic acid (DGLA, C20:3), docosahexaenoic acid (DHA, C22:6), or tetracosenoic acid (C24:1).
The side-chain structure can be formed by continuous polymerization with ethylene glycol, polyethylene glycol (PEG), propylene glycol or polypropylene glycol (PPG) as monomers. Moreover, the side-chain structure can be formed by polymerization of the monomers selected from the group consisting of ethylene glycol, polyethylene glycol, propylene glycol and polypropylene glycol. The side-chain structure is formed by polymerization of the abovementioned monomers, the required molecular weight of the plasticizer can be controlled, and the hydrophilicity and hydrophobicity of the plasticizer are properly adjusted, so that it is favorable for the plasticizer performing the superior characteristics and enhancing the compatibility of the plasticizer mixing with the plastic.
The side-chain structure is connected to at least one of the first connecting structure and the second connecting structure, that is, the central structure is connected to the side-chain structure through the first connecting structure and/or the second connecting structure by a method of esterification, dehydration or peptide synthesis.
When the side-chain structure is connected to the amine group, an amide bond is formed, so that it is favorable for enhancing the efficiency of the plasticizer degraded by the enzyme, and further improving the biodegradability of the plasticizer. Moreover, when the side-chain structure is connected to the carboxyl group, an ester bond is formed. Furthermore, when the side-chain structure is connected to the hydroxyl group, an ether bond is formed. The ether bond can be split through hydrolysis reaction in a particular environment, so that it is favorable for enhancing the biodegradability of the plasticizer.
The plasticizer can further include at least one polar functional group connected to the side-chain structure, and the polar functional group can be located in the middle or at the end of the side-chain structure. Moreover, the polar functional group can be a carboxyl group (—COOH), a hydroxyl group (—OH), an amine group (—NH2) or a phosphoryl group (—PO(OH)2). Furthermore, the plasticizer can include at least two of the polar functional group, which are selected from the group consisting of the carboxyl group, the hydroxyl group, the amine group and the phosphoryl group. The polar functional group is arranged according to different requirements, so that it is favorable for enhancing the hydrophilicity of the plasticizer and the compatibility between the plasticizer and the plastic, which helps the plasticizer mix with the plastic.
When a number of carbon atoms of the side-chain structure which is connected to the amine group is nNC, and a number of carbon atoms of the side-chain structure which is connected to the carboxyl group is nOC, the following condition is satisfied: 0≤nNC/(nNC+nOC)≤1.00, wherein each of nNC and nOC is 0 or positive integer, but nNC and nOC are not 0 at the same time. Moreover, the following conditions can be satisfied: 0.01≤nNC/(nNC+nOC); nNC/(nNC+nOC)≤1.00; 0.05≤nNC/(nNC+nOC)≤0.95; 0.10≤nNC/(nNC+nOC)≤0.90; 0.15≤nNC/(nNC+nOC)≤0.80; 0.20≤nNC/(nNC+nOC)≤0.70; 0.25≤nNC/(nNC+nOC)≤0.60; 0.30≤nNC/(nNC+nOC)≤0.50; or 0.35≤nNC/(nNC+nOC)≤0.40.
A number of oxygen atoms of the side-chain structure which is connected to the amine group is nNO. A number of oxygen atoms of the side-chain structure which is connected to the carboxyl group is nOO. A number of carbon atoms of the side-chain structure which is connected to the hydroxyl group is nO′C. A number of oxygen atoms of the side-chain structure which is connected to the hydroxyl group is nO′O. nNC and nNO of the side-chain structure are counted from the nitrogen atom of the amine group. nOC, nOO, nO′C and nO′O of the side-chain structure are counted from the oxygen atom of the carboxyl group or the hydroxyl group. The carbon atoms or the oxygen atoms in the polar functional group are not included as calculating nNC, nNO, nOC, nOO, nO′C and nO′O. nO′C is taken as nOC and nO′O is taken as nOO during calculation.
When the molecular weight of the plasticizer is MwP, the following condition is satisfied: 450 Dalton≤MwP. As the molecular weight of the plasticizer is larger, it is more difficult for the plasticizer to pass through the cell membrane, so that it is favorable for preventing the plasticizer directly passing through the cell membrane into the cell. Moreover, the following conditions can be satisfied: MwP≤2000 Dalton; 475 Dalton≤MwP≤1000 Dalton; 500 Dalton≤MwP; 525 Dalton≤MwP; 550 Dalton≤MwP; or 600 Daltons≤MwP≤1500 Dalton.
Each of the aforementioned features of the plasticizer can be utilized in various combinations for achieving the corresponding effects.
According to another aspect of the present disclosure, a plasticizer, which is biodegradable, has a molecule including at least two central structures, at least two connecting structures and a side-chain structure. Each of the central structures is connected to at least one of the connecting structures. Each of the central structures is connected to the side-chain structure through the connecting structures, that is, the central structures are all connected to the same side-chain structure. The detailed features of the central structures, the connecting structures and the side-chain structure are the same as the abovementioned plasticizer, and an explanation in this regard will not be provided again.
According to the present disclosure, a plastic product is provided, wherein the plastic product is biodegradable. The plastic product includes the aforementioned plasticizer and a polyester plastic, wherein the polyester plastic can be a polylactic acid, a polybutylene succinate, a poly(butylene adipate-co-terephthalate) or a polyhydroxyalkanoate (PHA), and the plasticizer is mixed with the polyester plastic. The type of the polyester plastic is chosen to ensure that the plasticizer is mixed with the plastic of high compatibility, so that it is favorable for enhancing the ductility of the plastic and reducing the possibility of releasing of the plasticizer. Moreover, the polyhydroxyalkanoate can be a polyhydroxybutyrate (PHB).
1st Embodiment
FIG. 1 is a structural schematic view of a molecule of a plasticizer 100 according to the 1st embodiment of the present disclosure. In FIG. 1 , the molecule of the plasticizer 100 according to the 1st embodiment includes a central structure 110, two connecting structures and a side-chain structure 130.
The central structure 110 is a benzene derivative.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 110, respectively. The first connecting structure is an amine group 121, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 130 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The side-chain structure 130 is connected to the second connecting structure to form an ester bond 122′.
2nd Embodiment
FIG. 2 is a structural schematic view of a molecule of a plasticizer 200 according to the 2nd embodiment of the present disclosure. In FIG. 2 , the molecule of the plasticizer 200 according to the 2nd embodiment includes a central structure 210, two connecting structures, a side-chain structure 230 and a polar functional group 260.
The central structure 210 is a benzene derivative.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 210, respectively. The first connecting structure is an amine group 221, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 230 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 230 is connected to the second connecting structure to form an ester bond 222′.
The polar functional group 260 is connected to the side-chain structure 230.
3rd Embodiment
FIG. 3 is a structural schematic view of a molecule of a plasticizer 300 according to the 3rd embodiment of the present disclosure. In FIG. 3 , the molecule of the plasticizer 300 according to the 3rd embodiment includes a central structure 310, two connecting structures and a side-chain structure 330.
The central structure 310 is a benzene derivative.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 310, respectively. The first connecting structure is an amine group 321, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 330 is formed by a first short chain 331 connected to a second short chain 332. The first short chain 331 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 332 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 330 is connected to the second connecting structure to form an ester bond 322′.
4th Embodiment
FIG. 4 is a structural schematic view of a molecule of a plasticizer 400 according to the 4th embodiment of the present disclosure. In FIG. 4 , the molecule of the plasticizer 400 according to the 4th embodiment includes a central structure 410, two connecting structures and a side-chain structure 430.
The central structure 410 is a benzene derivative.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 410, respectively. The first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group 422.
The side-chain structure 430 is a fatty acid. The side-chain structure 430 is connected to the first connecting structure to form an amide bond 421′.
5th Embodiment
FIG. 5 is a structural schematic view of a molecule of a plasticizer 500 according to the 5th embodiment of the present disclosure. In FIG. 5 , the molecule of the plasticizer 500 according to the 5th embodiment includes a central structure 510, two connecting structures, two side- chain structures 530, 540 and a polar functional group 560.
The central structure 510 is a benzene derivative.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 510, respectively. The first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 530 is formed by a first short chain 531 connected to a second short chain 532. The first short chain 531 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 532 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 530 is connected to the second connecting structure to form an ester bond 522′.
The side-chain structure 540 is a fatty acid. The side-chain structure 540 is connected to the first connecting structure to form an amide bond 521′.
The polar functional group 560 is connected to the side-chain structure 530.
6th Embodiment
FIG. 6 is a structural schematic view of a molecule of a plasticizer 600 according to the 6th embodiment of the present disclosure. In FIG. 6 , the molecule of the plasticizer 600 according to the 6th embodiment includes a central structure 610, two connecting structures, a side-chain structure 630 and a polar functional group 660.
The central structure 610 is an amino acid and includes a residue 611.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 610, respectively. The first connecting structure is an amine group 621, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 630 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The side-chain structure 630 is connected to the second connecting structure to form an ester bond 622′.
The polar functional group 660 is connected to the side-chain structure 630.
7th Embodiment
FIG. 7 is a structural schematic view of a molecule of a plasticizer 700 according to the 7th embodiment of the present disclosure. In FIG. 7 , the molecule of the plasticizer 700 according to the 7th embodiment includes a central structure 710, two connecting structures and a side-chain structure 730.
The central structure 710 is an amino acid and includes a residue 711.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 710, respectively. The first connecting structure is an amine group 721, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 730 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 730 is connected to the second connecting structure to form an ester bond 722′.
8th Embodiment
FIG. 8 is a structural schematic view of a molecule of a plasticizer 800 according to the 8th embodiment of the present disclosure. In FIG. 8 , the molecule of the plasticizer 800 according to the 8th embodiment includes a central structure 810, two connecting structures and a side-chain structure 830.
The central structure 810 is an amino acid and includes a residue 811.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 810, respectively. The first connecting structure is an amine group 821, and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 830 is formed by a first short chain 831 connected to a second short chain 832. The first short chain 831 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 832 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 830 is connected to the second connecting structure to form an ester bond 822′.
9th Embodiment
FIG. 9 is a structural schematic view of a molecule of a plasticizer 900 according to the 9th embodiment of the present disclosure. In FIG. 9 , the molecule of the plasticizer 900 according to the 9th embodiment includes a central structure 910, two connecting structures and a side-chain structure 930.
The central structure 910 is an amino acid and includes a residue 911.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 910, respectively. The first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group 922.
The side-chain structure 930 is a fatty acid. The side-chain structure 930 is connected to the first connecting structure to form an amide bond 921′.
10th Embodiment
FIG. 10 is a structural schematic view of a molecule of a plasticizer 1000 according to the 10th embodiment of the present disclosure. In FIG. 10 , the molecule of the plasticizer 1000 according to the 10th embodiment includes central structure 1010, two connecting structures, two side- chain structures 1030, 1040 and a polar functional group 1060.
The central structure 1010 is an amino acid and includes a residue 1011.
The two connecting structures are a first connecting structure and a second connecting structure and connected to the central structure 1010, respectively. The first connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group (not shown in drawings).
The side-chain structure 1030 is formed by a first short chain 1031 connected to a second short chain 1032. The first short chain 1031 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 1032 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 1030 is connected to the second connecting structure to form an ester bond 1022′.
The side-chain structure 1040 is a fatty acid. The side-chain structure 1040 is connected to the first connecting structure to form an amide bond 1021′.
The polar functional group 1060 is connected to the side-chain structure 1030.
11th Embodiment
FIG. 11 is a structural schematic view of a molecule of a plasticizer 1100 according to the 11th embodiment of the present disclosure. In FIG. 11 , the molecule of the plasticizer 1100 according to the 11th embodiment includes a central structure 1110, three connecting structures, three side- chain structures 1130, 1140, 1150 and a polar functional group 1160.
The central structure 1110 includes two amino acids, and each of the two amino acids includes a residue 1111, 1112.
The three connecting structures are a first connecting structure, a second connecting structure and a third connecting structure and connected to the central structure 1110, respectively. The first connecting structure is an amine group (not shown in drawings), and each of the second connecting structure and the third connecting structure is a carboxyl group (not shown in drawings). The third connecting structure is connected to the residue 1111.
The side-chain structure 1130 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The side-chain structure 1130 is connected to the second connecting structure to form an ester bond 1122′.
The side-chain structure 1140 is a fatty acid. The side-chain structure 1140 is connected to the first connecting structure to form an amide bond 1121′.
The side-chain structure 1150 is formed by a first short chain 1151 connected to a second short chain 1152. The first short chain 1151 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 1152 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 1150 is connected to the third connecting structure to form an ester bond 1123′.
The polar functional group 1160 is connected to the side-chain structure 1150.
12th Embodiment
FIG. 12 is a structural schematic view of a molecule of a plasticizer 1200 according to the 12th embodiment of the present disclosure. In FIG. 12 , the molecule of the plasticizer 1200 according to the 12th embodiment includes a central structure 1210, three connecting structures and three side- chain structures 1230, 1240, 1250.
The central structure 1210 includes two amino acids, and each of the two amino acids includes a residue 1211, 1212.
The three connecting structures are a first connecting structure, a second connecting structure and a third connecting structure and connected to the central structure 1210, respectively. Each of the first connecting structure and the third connecting structure is an amine group (not shown in drawings), and the second connecting structure is a carboxyl group (not shown in drawings). The third connecting structure is connected to the residue 1212.
The side-chain structure 1230 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The side-chain structure 1230 is connected to the second connecting structure to form an ester bond 1222′.
The side-chain structure 1240 is a fatty acid. The side-chain structure 1240 is connected to the first connecting structure to form an amide bond 1221′.
The side-chain structure 1250 is a fatty acid. The side-chain structure 1250 is connected to the third connecting structure to form an amide bond 1223′.
13th Embodiment
FIG. 13 is a structural schematic view of a molecule of a plasticizer 1300 according to the 13th embodiment of the present disclosure. In FIG. 13 , the molecule of the plasticizer 1300 according to the 13th embodiment includes a central structure 1310, four connecting structures, three side- chain structures 1330, 1340, 1350 and a polar functional group 1360.
The central structure 1310 includes three amino acids, and each of the three amino acids includes a residue 1311, 1312, 1313.
The four connecting structures are a first connecting structure, a second connecting structure, a third connecting structure and a fourth connecting structure and connected to the central structure 1310, respectively. The first connecting structure is an amine group 1321, each of the second connecting structure and the third connecting structure is a carboxyl group (not shown in drawings), and the fourth connecting structure is an amine group (not shown in drawings). The third connecting structure and the fourth connecting structure are connected to the residue 1311 and the residue 1313, respectively.
The side-chain structure 1330 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The side-chain structure 1330 is connected to the second connecting structure to form an ester bond 1322′.
The side-chain structure 1340 is formed by a first short chain 1341 connected to a second short chain 1342. The first short chain 1341 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. The second short chain 1342 is formed by polymerization with propylene glycol or polypropylene glycol as monomers. The side-chain structure 1340 is connected to the third connecting structure to form an ester bond 1323′.
The side-chain structure 1350 is a fatty acid. The side-chain structure 1350 is connected to the fourth connecting structure to form an amide bond 1324′.
The polar functional group 1360 is connected to the side-chain structure 1330.
14th Embodiment
FIG. 14 is a structural schematic view of a molecule of a plasticizer 1400 according to the 14th embodiment of the present disclosure. In FIG. 14 , the molecule of the plasticizer 1400 according to the 14th embodiment includes two central structures 1410 a, 1410 b, two connecting structures, a side-chain structure 1430 and two polar functional groups 1460 a, 1460 b.
Each of the central structures 1410 a, 1410 b is a benzene derivative.
Each of the central structures 1410 a, 1410 b is connected to the corresponding one of the connecting structures, that is, the central structure 1410 a is connected to one of the connecting structures, and the central structure 1410 b is connected to the other one of the connecting structures. Both of the connecting structures are carboxyl groups (not shown in drawings).
The side-chain structure 1430 is formed by polymerization with ethylene glycol or polyethylene glycol as monomers. Each of the central structures 1410 a, 1410 b is connected to the side-chain structure 1430 through the connecting structure to form an ester bond 1420 a, 1420 b.
Each of the polar functional groups 1460 a, 1460 b is connected to the corresponding one of the central structures 1410 a, 1410 b.
According to the above description of the present disclosure, the following specific examples are provided for further explanation.
In the 1st Example to the 8th Example, the side-chain structures connected to the amine group, the carboxyl group and the hydroxyl group are named as SCA, SCC and SCH, respectively. For the molecule of the plasticizer including a plurality of the side-chain structures connected to a same functional group, for example, two side-chain structures are connected to the amine group in the 1st Example, so the two side-chain structures are named as SCA1 and SCA2, respectively. The names of other side-chain structures follow the same rule, and an explanation in this regard will not be provided again.
1st Example 2nd Example
Central Structure Aminobenzoic Acid Aminobenzoic Acid
Structure of Para Position
Figure US12173135-20241224-C00001
Figure US12173135-20241224-C00002
SMILES Notation C1═CC(═CC═C1C(═O)OC C1═CC(═CC═C1C(═O)OC
COCCOCCO[H])N(C(CCC C(OCC(OCC(OCC(O[H])C)
CCCC)═O)C(CCCCCCC)═O C)C)C)N(C(CCCCCCC)═O)[H]
InChI Notation InChI = 1S/C29H47NO7/c1- InChI = 1S/C27H45NO7/c1-
3-5-7-9-11-13-27(32)30(28 6-7-8-9-10-11-26(30)28-25-
(33)14-12-10-8-6-4-2)26-17- 14-12-24(13-15-25)27(31)
15-25(16-18-26)29(34)37- 35-19-23(5)34-18-22(4)33-
24-23-36-22-21-35-20-19- 17-21(3)32-16-20(2)29/h12-
31/h15-18, 31H, 3-14, 19- 15, 20-23, 29H, 6-11, 16-1
24H2, 1-2H3 9H2, 1-5H3, (H, 28, 30)
Molecular Formula C29H47NO7 C27H45NO7
Molecular Weight 521.693 495.655
MwP
(g/mol, Dalton)
Structure of Ortho Position With Steric Hindrance
Figure US12173135-20241224-C00003
Structure of Meta Position
Figure US12173135-20241224-C00004
Figure US12173135-20241224-C00005
Side-Chain Structure SCA1 Connected to Amine Group
nNC
8 8
nNO 0 0
nNC/(nNC + nNO) 1 1
Polar Functional
Group
Side-Chain Structure SCA2 Connected to Amine Group
nNC
8 0
nNO 0 0
nNC/(nNC + nNO) 1
Polar Functional
Group
Side-Chain Structure SCC Connected to Carboxyl Group
nOC 6 12
nOO 2 3
nOC/(nOC + nOO) 0.75 0.80
Polar Functional OH OH
Group
Relationship Between Numbers of Atoms of
Side-Chain Structures SCA1, SCA2 and SCC
nNCSCA1/(nNCSCA1 + 0.6 0.4
nOCSCC)
nNCSCA2/(nNCSCA2 + 0.6 0.0
nOCSCC)
nNCSCA1/(nNCSCA1 + 0.8 0.7
nOOSCC)
nNCSCA2/(nNCSCA2 + 0.8 0.0
nOOSCC)
nNOSCA1/(nNOSCA1 + 0.0 0.0
nOCSCC)
nNOSCA2/(nNOSCA2 + 0.0 0.0
nOCSCC)
nNOSCA1/(nNOSCA1 + 0.0 0.0
nOOSCC)
nNOSCA2/(nNOSCA2 + 0.0 0.0
nOOSCC)
Furthermore, in the 1st Example to the 8th Example, a number of carbon atoms and a number of oxygen atoms of the side-chain structure SCA1 are nNCSCA1 and nNOSCA1, respectively. A number of carbon atoms and a number of oxygen atoms of the side-chain structure SCA2 are nNCSCA2 and nNOSCA2, respectively. A number of carbon atoms and a number of oxygen atoms of the side-chain structure SCC are nOCSCC and nOOSCC, respectively. SCA1, SCA2 and SCC are only for marking the side-chain structures to clearly understand the characteristics of the side-chain structures, and do not make a difference to the calculation of carbon atoms and oxygen atoms of nNO, nNC, nOC and nOO as claimed. That is, nNCSCA1 is taken as nNC, nNOSCA1 is taken nNO, nNCSCA2 is taken as nNC, nNOSCA2 is taken as nNO, nOCSCC is taken as nOC and nOOSCC is taken as nOO during calculation. The information in the following tables has the same definition, and an explanation in this regard will not be provided again.
3rd Example 4th Example
Central Structure Aminobenzoic Acid Hydroxybenzoic Acid
Structure of Para Position
Figure US12173135-20241224-C00006
Figure US12173135-20241224-C00007
SMILES Notation C1═CC(═CC═C1C(═O)OC C1═CC(═CC═C1C(═O)OC
COCCOCCOCCOCCO[H]) COCCOCCOCCCC)OCC
N(C(CCCCCCC)═O)[H] OCCOCCOCCCC
InChI Notation InChI = 1S/C25H41NO8/c1- InChI = 1S/C27H46O9/c1-3-
2-3-4-5-6-7-24(28)26-23-10- 5-11-29-13-15-31-17-19-33-
8-22(9-11-23)25(29)34-21- 21-23-35-26-9-7-25(8-10-
20-33-19-18-32-17-16-31- 26)27(28)36-24-22-34-20-
15-14-30-13-12-27/h8-11, 18-32-16-14-30-12-6-4-2/h
27H, 2-7, 12-21H2, 1H3, (H, 7-10H, 3-6, 11-24H2, 1-2H3
26, 28)
Molecular Formula C25H41NO8 C27H46O9
Molecular Weight 483.601 514.655
MwP
(g/mol, Dalton)
Structure of Ortho Position
Figure US12173135-20241224-C00008
Figure US12173135-20241224-C00009
Structure of Meta Position
Figure US12173135-20241224-C00010
Figure US12173135-20241224-C00011
Side-Chain Structure SCA1 Connected to Amine Group
nNC 8 0
nNO 0 0
nNC/(nNC + nNO) 1
Polar Functional
Group
Side-Chain Structure SCA2 Connected to Amine Group
nNC 0 0
nNO 0 0
nNC/(nNC + nNO)
Polar Functional
Group
Side-Chain Structure SCC Connected to Carboxyl Group
nOC 10 10
nOO 4 3
nOC/(nOC + nOO) 0.71 0.77
Polar Functional OH
Group
Relationship Between Numbers of Atoms of
Side-Chain Structures SCA1, SCA2 and SCC
nNCSCA1/(nNCSCA1 + 0.4 0.0
nOCSCC)
nNCSCA2/(nNCSCA2 + 0.0 0.0
nOCSCC)
nNCSCA1/(nNCSCA1 + 0.7 0.0
nOOSCC)
nNCSCA2/(nNCSCA2 + 0.0 0.0
nOOSCC)
nNOSCA1/(nNOSCA1 + 0.0 0.0
nOCSCC)
nNOSCA2/(nNOSCA2 + 0.0 0.0
nOCSCC)
nNOSCA1/(nNOSCA1 + 0.0 0.0
nOOSCC)
nNOSCA2/(nNOSCA2 + 0.0 0.0
nOOSCC)
Side-Chain Structure SCH1 Connected to Hydroxyl Group
nO′C 10
nO′O 3
nO′C/(nO′C + nO′O) 0.77
Polar Functional
Group
Side-Chain Structure SCH2 Connected to Hydroxyl Group
nO′C 0
nO′O 0
nO′C/(nO′C + nO′O)
Polar Functional
Group
Side-Chain Structure SCH3 Connected to Hydroxyl Group
nO′C 0
nO′O 0
nO′C/(nO′C + nO′O)
Polar Functional
Group
5th Example 6th Example
Central Structure Hydroxybenzoic Acid Propane-1,2,3-Triol
Structure of Para Position
Figure US12173135-20241224-C00012
Figure US12173135-20241224-C00013
SMILES Notation C1═CC(═CC═C1C(═O)OC C(C(COCCOCCOCCC)O
C(OCC(OCC(OCCCC)C)C) CCOCCOCCC)OCCOCC
C)OC(COC(COC(COC(C OCCC
CC)C)C)C)C
InChI Notation InChI = 1S/C34H60O9/c1-10- InChI = 1S/C24H50O9/c1-4-
12-18-36-26(4)19-38-28 7-25-10-13-28-16-18-31-22-
(6)21-40-30(8)23-42-34(35) 24(33-21-20-30-15-12-27-
32-14-16-33(17-15-32)43- 9-6-3)23-32-19-17-29-14-
31(9)24-41-29(7)22-39-27 11-26-8-5-2/h24H, 4-23H2,
(5)20-37-25(3)13-11-2/h14- 1-3H3
17, 25-31H, 10-13, 18-24H2,
1-9H3
Molecular Formula C34H60O9 C24H50O9
Molecular Weight 612.843 482.654
MwP
(g/mol, Dalton)
Structure of Ortho Position
Figure US12173135-20241224-C00014
Structure of Meta Position
Figure US12173135-20241224-C00015
Side-Chain Structure SCA1 Connected to Amine Group
nNC 0 0
nNO 0 0
nNC/(nNC + nNO)
Polar Functional
Group
Side-Chain Structure SCA2 Connected to Amine Group
nNC 0 0
nNO 0 0
nNC/(nNC + nNO)
Polar Functional
Group
Side-Chain Structure SCC Connected to Carboxyl Group
nOC 13 0
nOO 3 0
nOC/(nOC + nOO) 0.81
Polar Functional
Group
Relationship Between Numbers of Atoms of
Side-Chain Structures SCA1, SCA2 and SCC
nNCSCA1/(nNCSCA1 + 0.0
nOCSCC)
nNCSCA2/(nNCSCA2 + 0.0
nOCSCC)
nNCSCA1/(nNCSCA1 + 0.0
nOOSCC)
nNCSCA2/(nNCSCA2 + 0.0
nOOSCC)
nNOSCA1/(nNOSCA1 + 0.0
nOCSCC)
nNOSCA2/(nNOSCA2 + 0.0
nOCSCC)
nNOSCA1/(nNOSCA1 + 0.0
nOOSCC)
nNOSCA2/(nNOSCA2 + 0.0
nOOSCC)
Side-Chain Structure SCH1 Connected to Hydroxyl Group
nO′C 14 7
nO′O 3 2
nO′C/(nO′C + nO′O) 0.82 0.78
Polar Functional
Group
Side-Chain Structure SCH2 Connected to Hydroxyl Group
nO′C 0 7
nO′O 0 2
nO′C/(nO′C + NO′O) 0.78
Polar Functional
Group
Side-Chain Structure SCH3 Connected to Hydroxyl Group
nO′C 0 7
nO′O 0 2
nO′C/(nO′C + nO′O) 0.78
Polar Functional
Group
7th Example 8th Example
Central Structure Propane-1,2,3-Triol 2-(2-Hydroxyethoxy)
Propan-1-ol
Structure
Figure US12173135-20241224-C00016
Figure US12173135-20241224-C00017
SMILES Notation C(C(COC(COC(COCCC)C) C(OC(COC(COCCCC(CC)
C)OCCOCCOCCC)OC(C CC)C)C)C(OCC(OCCCC
OC(COCCC)C)C (CC)CC)C)C
InChI Notation InChI = 1S/C28H58O9/c1-8- InChI = 1S/C28H58O5/c1-9-
11-29-14-15-30-16-17-33- 27(10-2)15-13-17-29-19-23
28(22-36-26(6)20-34-24(4) (5)31-21-25(7)33-22-26(8)
18-31-12-9-2)23-37-27(7)21- 32-20-24(6)30-18-14-16-28
35-25(5)19-32-13-10-3/h (11-3)12-4/h23-28H, 9-22
24-28H, 8-23H2, 1-7H3 H2, 1-8H3
Molecular Formula C28H58O9 C28H58O5
Molecular Weight 538.761 474.763
MwP
(g/mol, Dalton)
Side-Chain Structure SCA1 Connected to Amine Group
nNC 0 0
nNO 0 0
nNC/(nNC + nNO)
Polar Functional
Group
Side-Chain Structure SCA2 Connected to Amine Group
nNC 0 0
nNO 0 0
nNC/(nNC + nNO)
Polar Functional
Group
Side-Chain Structure SCC Connected to Carboxyl Group
nOC 0 0
nOO 0 0
nOC/(nOC + nOO)
Polar Functional
Group
Relationship Between Numbers of Atoms of
Side-Chain Structures SCA1, SCA2 and SCC
nNCSCA1/(nNCSCA1 +
nOCSCC)
nNCSCA2/(nNCSCA2 +
nOCSCC)
nNCSCA1/(nNCSCA1 +
nOOSCC)
nNCSCA2/(nNCSCA2 +
nOOSCC)
nNOSCA1/(nNOSCA1 +
nOCSCC)
nNOSCA2/(nNOSCA2 +
nOCSCC)
nNOSCA1/(nNOSCA1 +
nOOSCC)
nNOSCA2/(nNOSCA2 +
nOOSCC)
Side-Chain Structure SCH1 Connected to Hydroxyl Group
nO′C 9 11
nO′O 2 1
nO′C/(nO′C + nO′O) 0.82 0.92
Polar Functional
Group
Side-Chain Structure SCH2 Connected to Hydroxyl Group
nO′C 7 11
nO′O 2 1
nO′C/(nO′C + nO′O) 0.78 0.92
Polar Functional
Group
Side-Chain Structure SCH3 Connected to Hydroxyl Group
nO′C 9 0
nO′O 2 0
nO′C/(nO′C + nO′O) 0.82
Polar Functional
Group
9th Example 10th Example 11th Example
IUPAC Name of Glycine Alanine Valine
Central Structure
Structural Formula
Figure US12173135-20241224-C00018
Figure US12173135-20241224-C00019
Figure US12173135-20241224-C00020
Molecular Weight 75.07 89.09 117.15
MwP (g/mol)
Abbreviation 1 Gly Ala Val
Abbreviation 2 G A V
Residue Property Hydrophilic Hydrophobic Hydrophobic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00021
Figure US12173135-20241224-C00022
Figure US12173135-20241224-C00023
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00024
Figure US12173135-20241224-C00025
Figure US12173135-20241224-C00026
Representative Structure as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00027
Figure US12173135-20241224-C00028
Figure US12173135-20241224-C00029
Side-Chain Structure Being PEG and PPG
Number of 12 12 12
PEG Monomers
Number of 0 0 0
PPG Monomers
Molecular
Weight, MwP 603.7 617.7 645.8
(g/mol, Dalton)
nNC 0 0 0
nOC 24 24 24
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 2 2 2
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 0 0 0
PEG Monomers
Number of 12 12 12
PPG Monomers
Molecular 772.0 786.0 814.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 36 36 36
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 6 6 6
PEG Monomers
Number of 6 6 6
PPG Monomers
Molecular 687.9 701.9 729.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 30 30 30
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 2 2 2
PEG Monomers
Number of 5 5 5
PPG Monomers
Molecular 453.6 467.6 495.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 19 19 19
nNO 0 0 0
nOO 7 7 7
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 5 5 5
PEG Monomers
Number of 2 2 2
PPG Monomers
Molecular 411.5 425.5 453.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 16 16 16
nNO 0 0 0.
nOO 7 7 7
nNC/(nNC + nOC) 0 0 0
nOC/nOO 2 2 2
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 5 5 5
PEG Monomers
Number of 5 5 5
PPG Monomers
Molecular 585.7 599.8 627.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 25 25 25
nNO 0 0 0
nOO 10 10 10
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 4 4 4
PEG Monomers
Number of 4 4 4
PPG Monomers
Molecular 483.6 497.6 525.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 20 20 20
nNO 0 0 0
nOO 8 8 8
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 8 8 8
PEG Monomers
Number of 8 8 8
PPG Monomers
Molecular 892.1 906.1 934.2
Weight MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 40 40 40
nNO 0 0 0
nOO 16 16 16
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3 3
PEG Monomers
Number of 3 3 3
PPG Monomers
Fatty Acid 3 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 465.5 479.5 507.6
Weight, MwP
(g/mol, Dalton)
nNC 5 5 5
nOC 15 15 15
nNO 0 0 0
nOO 6 6 6
nNC/(nNC + nOC) 0.25 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 8 8 8
PPG Monomers
Fatty Acid 5 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 651.8 665.8 693.8
Weight, MwP
(g/mol, Dalton)
nNC 7 7 7
nOC 24 24 24
nNO 0 0 0
nOO 8 8 8
nNC/(nNC + nOC) 0.23 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 5 5 5
PEG Monomers
Number of 4 4 4
PPG Monomers
Fatty Acid 7 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 667.7 681.7 709.8
Weight, MwP
(g/mol, Dalton)
nNC 9 9 9
nOC 22 22 22
nNO 0 0 0
nOO 9 9 9
nNC/(nNC + nOC) 0.29 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 2 2 2
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 9 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 447.4 461.4 489.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11 11
nOC 10 10 10
nNO 0 0 0
nOO 4 4 4
nNC/(nNC + nOC) 0.52 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 5 5 5
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 11 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 607.6 621.6 649.6
Weight, MwP
(g/mol, Dalton)
nNC 13 13 13
nOC 16 16 16
nNO 0 0 0
nOO 7 7 7
nNC/(nNC + nOC) 0.45 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 5 5 5
PPG Monomers
Fatty Acid 13 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 589.5 603.5 631.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15 15
nOC 15 15 15
nNO 0 0 0
nOO 5 5 5
nNC/(nNC + nOC) 0.50 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 2 2 2
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 15 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 531.4 545.4 573.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17 17
nOC 10 10 10
nNO 0 0 0
nOO 4 4 4
nNC/(nNC + nOC) 0.63 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 0 0 0
PPG Monomers
Fatty Acid 34 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 593.1 607.2 635.2
Weight, MwP
(g/mol, Dalton)
nNC 36 36 36
nOC 0 0 0
nNO 0 0 0
nOO 0 0 0
nNC/(nNC + nOC) 1.00 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
12th Example 13th Example 14th Example
IUPAC Name of Leucine Isoleucine Phenylala-nine
Central Structure
Structural Formula
Figure US12173135-20241224-C00030
Figure US12173135-20241224-C00031
Figure US12173135-20241224-C00032
Molecular Weight 131.17 131.17 165.19
MwP (g/mol)
Abbreviation 1 Leu Ile Phe
Abbreviation 2 L I F
Residue Property Hydrophobic Hydrophobic Hydrophobic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00033
Figure US12173135-20241224-C00034
Figure US12173135-20241224-C00035
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00036
Figure US12173135-20241224-C00037
Figure US12173135-20241224-C00038
Representative Structure as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00039
Figure US12173135-20241224-C00040
Figure US12173135-20241224-C00041
Side-Chain Structure Being PEG and PPG
Number of 12 12 12
PEG Monomers
Number of 0 0 0
PPG Monomers
Molecular 659.8 659.8 693.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 24 24 24
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 2 2 2
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 0 0 0
PEG Monomers
Number of 12 12 12
PPG Monomers
Molecular 828.1 828.1 862.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 36 36 36
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 6 6 6
PEG Monomers
Number of 6 6 6
PPG Monomers
Molecular 744.0 744.0 778.0
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 30 30 30
nNO 0 0 0
nOO 12 12 12
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 2 2 2
PEG Monomers
Number of 5 5 5
PPG Monomers
Molecular 509.7 509.7 543.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 19 19 19
nNO 0 0 0
nOO 7 7 7
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/nNO + nOC) 0 0 0
nNO/nNO + nOO) 0 0 0
Number of 5 5 5
PEG Monomers
Number of 2 2 2
PPG Monomers
Molecular 467.6 467.6 501.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 16 16 16
nNO 0 0 0
nOO 7 7 7
nNC/nNC + nOC) 0 0 0
nOC/nOO 2 2 2
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 5 5 5
PEG Monomers
Number of 5 5 5
PPG Monomers
Molecular 641.8 641.8 675.9
Weight, MwP
(g/mol, Dalton)
nNc 0 0 0
nOC 25 25 25
nNO 0 0 0
nOO 10 10 10
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 4 4 4
PEG Monomers
Number of 4 4 4
PPG Monomers
Molecular 539.7 539.7 573.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 20 20 20
nNO 0 0 0
nOO 8 8 8
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Number of 8 8 8
PEG Monomers
Number of 8 8 8
PPG Monomers
Molecular 948.2 948.2 982.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0 0
nOC 40 40 40
nNO 0 0 0
nOO 16 16 16
nNC/(nNC + nOC) 0 0 0
nOC/nOO 3 3 3
nNO/(nNO + nOC) 0 0 0
nNO/(nNO + nOO) 0 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3 3
PEG Monomers
Number of 3 3 3
PPG Monomers
Fatty Acid 3 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 521.6 521.6 555.6
Weight, MwP
(g/mol, Dalton)
nNC 5 6 5
nOC 15 15 15
nNO 0 0 0
nOO 6 6 6
nNC/(nNC + nOC) 0.25 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 8 8 8
PPG Monomers
Fatty Acid 5 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 707.9 707.9 741.9
Weight, MwP
(g/mol, Dalton)
nNC 7 7 7
nOC 24 24 24
nNO 0 0 0
nOO 8 8 8
nNC/nNC + nOC) 0.23 0.23 0.23
nNC/nNC + nOO) 0.47 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 5 5 5
PEG Monomers
Number of 4 4 4
PPG Monomers
Fatty Acid 7 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 723.8 723.8 757.8
Weight, MwP
(g/mol, Dalton)
nNC 9 9 9
nOC 22 22 22
nNO 0 0 0
nOO 9 9 9
nNC/(nNC + nOC) 0.29 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 2 2 2
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 9 9 9
CH3(CH2), COOH,
n = ?
Molecular 503.5 503.5 537.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11 11
nOC 10 10 10
nNO 0 0 0
nOO 4 4 4
nNC/(nNC + nOC) 0.52 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 5 5 5
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 11 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 663.7 663.7 697.7
Weight, MwP
(g/mol, Dalton)
nNC 13 13 13
nOC 16 16 16
nNO 0 0 0
nOO 7 7 7
nNC/(nNC + nOC) 0.45 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 5 5 5
PPG Monomers
Fatty Acid 13 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 645.6 645.6 679.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15 15
nOC 15 15 15
nNO 0 0 0
nOO 5 5 5
nNC/(nNC + nOC) 0.50 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 2 2 2
PEG Monomers
Number of 2 2 2
PPG Monomers
Fatty Acid 15 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 587.5 587.5 621.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17 17
nOC 10 10 10
nNO 0 0 0
nOO 4 4 4
nNC/(nNC + nOC) 0.63 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00 0.00
Number of 0 0 0
PEG Monomers
Number of 0 0 0
PPG Monomers
Fatty Acid 34 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 649.2 649.2 683.3
Weight, MwP
(g/mol, Dalton)
nNC 36 36 36
nOC 0 0 0
nNO 0 0 0
nOO 0 0 0
nNC/(nNC + nOC) 1.00 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
15th Example 16th Example
IUPAC Name of Tryptophan Tyrosine
Central Structure
Structural Formula
Figure US12173135-20241224-C00042
Figure US12173135-20241224-C00043
Molecular Weight 204.23 181.19
MwP (g/mol)
Abbreviation 1 Trp Tyr
Abbreviation 2 W Y
Residue Property Hydrophobic Hydrophilic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00044
Figure US12173135-20241224-C00045
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00046
Figure US12173135-20241224-C00047
Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00048
Figure US12173135-20241224-C00049
Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00050
Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00051
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 732.9 709.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 901.2 878.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 817.0 794.0
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 582.7 559.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 540.7 517.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 714.9 691.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 612.8 589.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 1021.3 998.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 594.7 571.6
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 780.9 757.9
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 6
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 796.9 773.8
Weight, MwP
(g/mol, Dalton)
nNC 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/n(NC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 576.6 553.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.62 0.52
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 6 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH
n = ?
Molecular 736.7 713.7
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 718.7 695.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 660.6 637.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 722.3 699.3
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
17th Example 18th Example
IUPAC Name of Aspartate Histidine
Central Structure
Structural Formula
Figure US12173135-20241224-C00052
Figure US12173135-20241224-C00053
Molecular Weight 133.1 155.16
MwP (g/mol)
Abbreviation 1 Asp His
Abbreviation 2 D H
Residue Property Acidic Basic
Representative Structure
1 as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00054
Figure US12173135-20241224-C00055
Representative Structure 2 as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00056
Representative Structure 1 as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00057
Figure US12173135-20241224-C00058
Representative Structure 2 as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00059
Representative Structure as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, H, n ≥ 3)
Figure US12173135-20241224-C00060
Figure US12173135-20241224-C00061
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 661.7 683.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 830.0 852.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 745.9 768.0
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 511.6 533.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 469.5 491.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 643.8 665.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 541.6 563.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 950.2 972.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 523.6 545.6
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH
n = ?
Molecular 709.8 731.9
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 725.7 747.8
Weight, MwP
(g/mol, Dalton)
nNC 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 505.4 527.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 665.6 687.6
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 647.6 669.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 589.4 611.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 651.2 673.2
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
19th Example 20th Example
IUPAC Name of Asparagine Glutamate
Central Structure
Structural Formula
Figure US12173135-20241224-C00062
Figure US12173135-20241224-C00063
Molecular Weight 132.12 147.13
MwP (g/mol)
Abbreviation 1 Asn Glu
Abbreviation 2 N E
Residue Property Hydrophilic Acidic
Representative Structure 1 as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00064
Figure US12173135-20241224-C00065
Representative Structure 2 as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00066
Representative Structure 1 as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00067
Figure US12173135-20241224-C00068
Representative Structure 2 as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00069
Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00070
Figure US12173135-20241224-C00071
Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH,
Figure US12173135-20241224-C00072
n ≥ 3)
Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00073
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 660.8 675.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 829.1 844.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 744.9 759.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 510.6 525.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 468.5 483.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 642.8 657.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 540.6 555.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 949.2 964.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 522.6 537.6
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 708.8 723.8
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 724.8 739.8
Weight, MwP
(g/mol, Dalton)
nNC 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 504.4 519.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.62
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 664.6 679.6
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.46
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 646.6 661.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 588.4 603.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH
n = ?
Molecular 650.2 665.2
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
21st Example 22nd Example
IUPAC Name of Lysine Glutamine
Central Structure
Structural Formula
Figure US12173135-20241224-C00074
Figure US12173135-20241224-C00075
Molecular Weight 146.19 146.15
MwP (g/mol)
Abbreviation 1 Lys Gln
Abbreviation 2 K Q
Residue Property Basic Hydrophilic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00076
Figure US12173135-20241224-C00077
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00078
Figure US12173135-20241224-C00079
Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00080
Figure US12173135-20241224-C00081
Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH,
Figure US12173135-20241224-C00082
n ≥ 3)
Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00083
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 674.8 674.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 843.1 843.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 759.0 758.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 524.7 524.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number Of 5 6
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 482.6 482.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 656.9 656.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 554.7 554.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 963.2 963.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 536.6 536.6
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH
n = ?
Molecular 722.9 722.8
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 738.8 738.8
Weight, MwP
(g/mol, Dalton)
nNO 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 518.5 518.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 678.7 678.6
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.46 0.45
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 660.6 660.6
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 602.5 602.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 664.3 664.2
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
23rd Example 24th Example
IUPAC Name of Arginine Serine
Central Structure
Structural Formula
Figure US12173135-20241224-C00084
Figure US12173135-20241224-C00085
Molecular Weight 174.2 105.09
MwP (g/mol)
Abbreviation 1 Arg Ser
Abbreviation 2 R S
Residue Property Basic Hydrophilic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00086
Figure US12173135-20241224-C00087
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00088
Figure US12173135-20241224-C00089
Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00090
Figure US12173135-20241224-C00091
Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH,
Figure US12173135-20241224-C00092
Figure US12173135-20241224-C00093
n ≥ 3)
Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00094
Figure US12173135-20241224-C00095
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 702.8 633.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 871.1 802.0
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 787.0 717.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 552.7 483.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 510.6 441.5
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 684.9 615.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 582.7 513.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 991.3 922.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 3
CH3(CH2)nCOOH,
n = ?
Molecular 564.7 495.5
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 750.9 681.8
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 766.8 697.7
Weight, MwP
(g/mol, Dalton)
nNC 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.50
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 546.5 477.4
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 706.7 637.6
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 688.7 619.5
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 630.5 561.4
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 692.3 623.2
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
25th Example 26th Example
IUPAC Name of Threonine Methionine
Central Structure
Structural Formula
Figure US12173135-20241224-C00096
Figure US12173135-20241224-C00097
Molecular Weight 119.12 149.21
MwP (g/mol)
Abbreviation 1 Thr Met
Abbreviation 2 T M
Residue Property Hydrophilic Hydrophobic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00098
Figure US12173135-20241224-C00099
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00100
Figure US12173135-20241224-C00101
Representative Structure 1 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00102
Figure US12173135-20241224-C00103
Representative Structure 2 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00104
Representative Structure 3 as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00105
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 647.8 677.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 816.1 846.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 731.9 762.0
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 497.6 527.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 455.5 486.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO+ nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 629.8 659.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 527.6 557.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOG 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 936.2 966.3
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid
CH3(CH2)nCOOH, 3 3
n = ?
Molecular 509.6 539.7
Weight, MwP
(g/mol, Dalton)
nNC 5 5
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.25
nNC/(nNC + nOO) 0.45 0.45
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5 5
CH3(CH2)nCOOH,
n = ?
Molecular 695.8 725.9
Weight, MwP
(g/mol, Dalton)
nNC 7 7
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.23
nNC/(nNC + nOO) 0.47 0.47
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7 7
CH3(CH2)nCOOH,
n = ?
Molecular 711.8 741.9
Weight, MwP
(g/mol, Dalton)
nNC 9 9
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.29
nNC/(nNC + nOO) 0.50 0.60
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9 9
CH3(CH2)nCOOH,
n = ?
Molecular 491.4 521.5
Weight, MwP
(g/mol, Dalton)
nNC 11 11
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.52
nNC/(nNC + nOO) 0.73 0.73
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11 11
CH3(CH2)nCOOH,
n = ?
Molecular 651.6 681.7
Weight, MwP
(g/mol, Dalton)
nNC 13 13
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.45
nNC/(nNC + nOO) 0.65 0.65
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13 13
CH3(CH2)nCOOH,
n = ?
Molecular 633.6 663.7
Weight, MwP
(g/mol, Dalton)
nNC 15 15
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.50
nNC/(nNC + nOO) 0.75 0.75
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15 15
CH3(CH2)nCOOH,
n = ?
Molecular 575.4 605.5
Weight, MwP
(g/mol, Dalton)
nNC 17 17
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.63
nNC/(nNC + nOO) 0.81 0.81
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 34
CH3(CH2)nCOOH,
n = ?
Molecular 637.2 667.3
Weight, MwP
(g/mol, Dalton)
nNC 36 36
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00 1.00
nNC/(nNC + nOO) 1.00 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
27th Example 28th Example
IUPAC Name of Cysteine Proline
Central Structure
Structural Formula
Figure US12173135-20241224-C00106
Figure US12173135-20241224-C00107
Molecular Weight 121.16 115.13
MwP (g/mol)
Abbreviation 1 Cys Pro
Abbreviation 2 C P
Residue Property Hydrophilic Hydrophobic
Representative Structure as Side-Chain Structure Being PEG
Figure US12173135-20241224-C00108
Figure US12173135-20241224-C00109
Representative Structure as Side-Chain Structure Being PPG
Figure US12173135-20241224-C00110
Figure US12173135-20241224-C00111
Representative Structure as Side-Chain Structure Being Fatty Acid (CH3(CH2)nCOOH, n ≥ 3)
Figure US12173135-20241224-C00112
Side-Chain Structure Being PEG and PPG
Number of 12 12
PEG Monomers
Number of 0 0
PPG Monomers
Molecular 649.8 643.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 24 24
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 0 0
PEG Monomers
Number of 12 12
PPG Monomers
Molecular 818.1 812.1
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 36 36
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 6 6
PEG Monomers
Number of 6 6
PPG Monomers
Molecular 734.0 727.9
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 30 30
nNO 0 0
nOO 12 12
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 2 2
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 499.7 493.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 19 19
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Molecular 457.6 451.6
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0 0
nOC/nOO 2 2
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 5 5
PEG Monomers
Number of 5 5
PPG Monomers
Molecular 631.8 625.8
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 25 25
nNO 0 0
nOO 10 10
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 4 4
PEG Monomers
Number of 4 4
PPG Monomers
Molecular 529.7 523.7
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 20 20
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Number of 8 8
PEG Monomers
Number of 8 8
PPG Monomers
Molecular 938.2 932.2
Weight, MwP
(g/mol, Dalton)
nNC 0 0
nOC 40 40
nNO 0 0
nOO 16 16
nNC/(nNC + nOC) 0 0
nOC/nOO 3 3
nNO/(nNO + nOC) 0 0
nNO/(nNO + nOO) 0 0
Side-Chain Structure Being PEG, PPG and Fatty Acid
Number of 3 3
PEG Monomers
Number of 3 3
PPG Monomers
Fatty Acid 3 0
CH3(CH2)nCOOH,
n = ?
Molecular 511.6 421.5
Weight, MwP
(g/mol, Dalton)
nNC 5 0
nOC 15 15
nNO 0 0
nOO 6 6
nNC/(nNC + nOC) 0.25 0.00
nNC/(nNC + nOO) 0.45 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 8 8
PPG Monomers
Fatty Acid 5
CH3(CH2)nCOOH,
n = ?
Molecular 697.9 579.8
Weight, MwP
(g/mol, Dalton)
nNC 7 0
nOC 24 24
nNO 0 0
nOO 8 8
nNC/(nNC + nOC) 0.23 0.00
nNC/(nNC + nOO) 0.47 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 4 4
PPG Monomers
Fatty Acid 7
CH3(CH2)nCOOH,
n = ?
Molecular 713.8 567.7
Weight, MwP
(g/mol, Dalton)
nNC 9 0
nOC 22 22
nNO 0 0
nOO 9 9
nNC/(nNC + nOC) 0.29 0.00
nNC/(nNC + nOO) 0.50 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 9
CH3(CH2)nCOOH,
n = ?
Molecular 493.5 319.4
Weight, MwP
(g/mol, Dalton)
nNC 11 0
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.52 0.00
nNC/(nNC + nOO) 0.73 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 5 5
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 11
CH3(CH2)nCOOH,
n = ?
Molecular 653.6 451.6
Weight, MwP
(g/mol, Dalton)
nNC 13 0
nOC 16 16
nNO 0 0
nOO 7 7
nNC/(nNC + nOC) 0.45 0.00
nNC/(nNC + nOO) 0.65 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 5 5
PPG Monomers
Fatty Acid 13
CH3(CH2)nCOOH,
n = ?
Molecular 635.6 405.5
Weight, MwP
(g/mol, Dalton)
nNC 15 0
nOC 15 15
nNO 0 0
nOO 5 5
nNC/(nNC + nOC) 0.50 0.00
nNC/(nNC + nOO) 0.75 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 2 2
PEG Monomers
Number of 2 2
PPG Monomers
Fatty Acid 15
CH3(CH2)nCOOH,
n = ?
Molecular 577.5 319.4
Weight, MwP
(g/mol, Dalton)
nNC 17 0
nOC 10 10
nNO 0 0
nOO 4 4
nNC/(nNC + nOC) 0.63 0.00
nNC/(nNC + nOO) 0.81 0.00
nNO/(nNO + nOC) 0.00 0.00
nNO/(nNO + nOO) 0.00 0.00
Number of 0 0
PEG Monomers
Number of 0 0
PPG Monomers
Fatty Acid 34 0
CH3(CH2)nCOOH,
n = ?
Molecular 639.2 115.1
Weight, MwP
(g/mol, Dalton)
nNC 36 0
nOC 0 0
nNO 0 0
nOO 0 0
nNC/(nNC + nOC) 1.00
nNC/(nNC + nOO) 1.00
nNO/(nNO + nOC)
nNO/(nNO + nOO)
FIG. 15 shows results of biodegradation tests of the comparison, the 29th Example and the 30th Example. The biodegradation tests (ASTM 5338) of the plasticizers with different molecular structures are performed below. The comparison, the 29th Example and the 30th Example are tested, and the degrees of degradation under different days are listed in the following table.
Comparison 29th Example 30th Example
Central Citric Acid Amino Acid Bezene Derivative
Structure Derivative Derivative
Product Acetyl Tributyl Dioctyl Ethylene Glycol
Name Citrate DL-Aspartate Disalicylate
Structural Formula
Figure US12173135-20241224-C00113
Figure US12173135-20241224-C00114
Figure US12173135-20241224-C00115
Reactant 1 Aspartate Salicylic Acid
Reactant
2 Octanol Ethylene Glycol
days Degree of Degradation (%)
 0 0 0 0
 3 1.53 6.70 3.21
 7 13.22 8.53 1.97
 12 20.84 20.53 1.09
 15 25.38 26.53 1.87
 19 26.71 35.22 4.13
 24 28.89 44.08 6.63
 28 30.29 48.75 13.13
 33 29.64 51.62 17.63
 36 33.87 53.72 26.70
 40 33.87 55.78 33.47
 45 34.64 57.19 38.10
 49 39.24 58.41 43.93
 54 39.81 59.35 47.28
 58 41.33 59.61 60.14
 63 42.10 59.85 67.90
 67 41.59 60.34 69.50
 71 42.04 62.58 71.37
 75 42.47 63.96 72.99
 81 42.89 63.75 73.19
 85 44.19 62.72 73.19
 89 44.65 64.14 73.53
 93 44.65 65.04 78.89
 98 44.24 65.04 78.51
102 44.86 66.44 78.14
105 44.36 66.44 78.50
109 43.39 66.25 81.63
114 44.42 66.04 81.09
118 44.11 66.80 84.55
124 44.11 66.80 84.55
128 44.73 67.01 86.04
132 44.88 66.81 86.55
137 45.54 66.81 86.81
140 45.19 66.81 86.58
144 45.51 66.01 86.58
147 45.18 64.81 87.69
151 45.18 64.62 88.54
155 45.18 64.23 88.54
158 45.00 65.50 87.80
161 45.00 66.30 87.80
165 45.00 66.92 87.80
168 44.78 65.84 88.40
172 43.19 67.51 89.55
175 43.19 69.97 89.91
179 42.55 71.93 91.46
According to the present disclosure, the biodegradable plasticizer is developed by investigating a novel molecular structure. The plasticizer has the abilities of improving the plastic texture, meeting the requirements for widespread applications, and further enhancing the degradation and cycle of the plastic. The plasticizer includes the first connecting structure and the second connecting structure, includes the benzene derivative and/or the amino acid as the central structure, and is grafted with the side-chain structure of the chain with multiple carbon atoms. The plasticizer can further include the polar functional group to adjust the hydrophilicity and hydrophobicity of the plasticizer. The plasticizer, which reaches desire durability, heat resistance, impact resistance and flexibility, and is harmless to human body, hard to release and low-cost, is developed to meet the target of high biodegradability.
The foregoing description, for purpose of explanation, has been described with reference to specific embodiments and examples. It is to be noted that Tables show different data of the different examples; however, the data of the different examples are obtained from experiments. The embodiments and examples were chosen and described in order to best explain the principles of the disclosure and its practical applications, to thereby enable others skilled in the art to best utilize the disclosure and various embodiments or examples with various modifications as are suited to the particular use contemplated. The embodiments and examples depicted above and the appended drawings are exemplary and are not intended to be exhaustive or to limit the scope of the present disclosure to the precise forms disclosed. Many modifications and variations are possible in view of the above teachings.

Claims (11)

What is claimed is:
1. A plasticizer, which is biodegradable, a molecule of the plasticizer comprising:
a central structure comprising at least one amino acid; and
at least two side-chain structures, wherein each of the at least two side-chain structures is a chain of multiple carbon atoms, an amide bond is formed as one of the at least two side-chain structures connected to an amine group of the at least one amino acid, and an ester bond is formed as another one of the at least two side-chain structures connected to an a carboxyl group of the at least one amino acid;
wherein a number of carbon atoms of the side-chain structure which is connected to the amine group is nNC, a number of carbon atoms of the side-chain structure which is connected to the carboxyl group is nOC, and the following condition is satisfied:

0.01≤nNC/(nNC+nOC)<1.00;
wherein nNC is positive integer and nOC is positive integer.
2. The plasticizer of claim 1, wherein the following condition is satisfied:

0.20≤nNC/(nNC+nOC)≤0.70.
3. The plasticizer of claim 2, wherein the following condition is satisfied:

0.30≤nNC/(nNC+nOC)≤0.50.
4. The plasticizer of claim 1, wherein the number of carbon atoms of the side-chain structure which is connected to the amine group is nNC, a number of oxygen atoms of the side-chain structure which is connected to the carboxyl group is nOO, and the following condition is satisfied:

0.45≤nNC/(nNC+nOO)≤1.00.
5. The plasticizer of claim 1, wherein the at least one amino acid is aspartate acid.
6. The plasticizer of claim 1, wherein the central structure comprises at least two of the amino acid.
7. The plasticizer of claim 1, wherein a molecular weight of the plasticizer is MwP, and the following condition is satisfied:

450 Dalton≤MwP.
8. The plasticizer of claim 1, further comprising:
at least one polar functional group connected to one of the at least two side-chain structures, wherein the at least one polar functional group is a carboxyl group, a hydroxyl group, an amine group or a phosphoryl group.
9. The plasticizer of claim 8, wherein the plasticizer comprises at least two of the polar functional group, which are selected from the group consisting of the carboxyl group, the hydroxyl group, the amine group and the phosphoryl group.
10. A plastic product, which is biodegradable, comprising:
the plasticizer of claim 1; and
a polyester plastic, wherein the polyester plastic is a polylactic acid, a polybutylene succinate, a poly (butylene adipate-co-terephthalate) or a polyhydroxyalkanoate;
wherein the plasticizer is mixed with the polyester plastic.
11. The plasticizer of claim 1, wherein the number of carbon atoms of the side-chain structure which is connected to the carboxyl group is nOC, a number of oxygen atoms of the side-chain structure which is connected to the carboxyl group is nOO, and the following condition is satisfied:

2≤nOC/nOO.
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