Plasticizers and plastic products

Abstract

The present disclosure provides a plasticizer and a plastic product, the plasticizer has biodegradability. The molecule of the plasticizer comprises a central structure, at least two connecting structures and at least one branched structure, the central structure comprises at least one of a benzene ring derivative and at least one amino acid, the at least two connecting structures are respectively connected with the central structure, and the at least two connecting structures comprise a first connecting structure and a second connecting structure, the first connecting structure is an amine functional group, the second connecting structure is a carboxylic acid functional group, the branched structure is a branched chain with multiple carbons, and the branched structure is connected with at least one of the first connecting structure and the second connecting structure. In this way, under the goal of high biodegradability, a plasticizer with sufficient durability, heat resistance, impact resistance, softness, harmless to the human body, not easy to release and low cost is designed.

Description

[0001] This application is a divisional application of patent application No. 202011326626.3, filed on November 24, 2020, with the title of “Plasticizer and Plastic Product”. TECHNICAL FIELD

[0002] The present disclosure relates to a plastic material additive, in particular, to a biodegradable plasticizer. BACKGROUND

[0003] In order to solve the environmental problems caused by plastic products, biodegradable plastics such as polylactic acid (PLA), poly(butylene succinate) (PBS), and poly(butylene adipate-co-terephthalate) (PBAT) have been developed. However, the properties of such plastics are still not as good as those of petrochemical plastics. For example, although polylactic acid has excellent rigidity and high transparency, its durability, heat resistance, impact resistance, softness, and air tightness are insufficient, which limits its application.

[0004] In order to improve the characteristics, texture, and cost of biodegradable plastics, known decomposable additives can be added to change the softness and durability of biodegradable plastics. However, the effect of known additives in improving the characteristics of biodegradable plastics is still insufficient, and known additives are easily released and have high cost. Therefore, there is still room for improvement in known additives. In addition, the decomposition conditions of biodegradable plastics are harsh. For example, polylactic acid plastic products must be completely decomposed into carbon dioxide and water under specific environmental conditions and sufficient time, and enter the natural environment in a harmless state for recycling. However, if polylactic acid plastic products are to be completely decomposed naturally in a general environment, it is still quite difficult. Therefore, developing additives that can promote the decomposition rate to help biodegradable plastics decompose quickly and enter the natural environment is an important trend for the future. SUMMARY

[0005] A plasticizer having biodegradability is provided according to the present disclosure. The molecule of the plasticizer comprises a central structure and at least two branched structures. The central structure comprises a benzene ring derivative; the central structure has at least two linking structures, the linking structures comprising a first linking structure and a second linking structure, the first linking structure being an amine functional group in the central structure, and the second linking structure being a carboxylic acid functional group in the central structure; the branched structure is a fatty acid or a multi-carbon branched chain, the multi-carbon branched chain having a polar functional group, the polar functional group of the multi-carbon branched chain being a hydroxyl group, and the branched structure being connected to at least one of the first linking structure and the second linking structure, when the branched structure is connected to the amine functional group, an amide bond is formed, and when the branched structure is connected to the carboxylic acid functional group, an ester bond is formed.

[0006] Accordingly, by developing an innovative molecular structure, a biodegradable plasticizer that improves the texture of plastic, meets a wide range of applications, and further promotes decomposition and recycling is developed. The biodegradable plasticizer has a first linking structure and a second linking structure, and a benzene ring derivative and / or an amine acid as a central structure, and is grafted with a multi-carbon branched structure outward. Therefore, under the goal of high biodegradability, a plasticizer with sufficient durability, heat resistance, impact resistance, softness, and harmless to the human body, easy to release, and low cost is designed.

[0007] A plastic product having biodegradability is provided according to the present disclosure. The plastic product comprises the aforementioned plasticizer and a polyester plastic, the polyester plastic being polylactic acid, polybutylene succinate, (1,4-butanediol adipate / 1,4-butanediol terephthalate) copolymer, or polyhydroxyalkanoate, and the plasticizer is mixed in the polyester plastic. BRIEF DESCRIPTION OF DRAWINGS

[0008] Figure 1 A schematic diagram of the molecular structure of the plasticizer of the first embodiment of the present disclosure;

[0009] Figure 2 A schematic diagram of the molecular structure of the plasticizer of the second embodiment of the present disclosure;

[0010] Figure 3 A schematic diagram of the molecular structure of the plasticizer of the third embodiment of the present disclosure;

[0011] Figure 4 A schematic diagram of the molecular structure of the plasticizer of the fourth embodiment of the present disclosure;

[0012] Figure 5 A schematic diagram of the molecular structure of the plasticizer of the fifth embodiment of the present disclosure;

[0013] Figure 6 A schematic diagram of the molecular structure of the plasticizer of the sixth embodiment of the present disclosure;

[0014] Figure 7 Molecular structure of a plasticizer according to the seventh embodiment of the present disclosure;

[0015] Figure 8 Molecular structure of a plasticizer according to the eighth embodiment of the present disclosure;

[0016] Figure 9 Molecular structure of a plasticizer according to the ninth embodiment of the present disclosure;

[0017] Figure 10 Molecular structure of a plasticizer according to the tenth embodiment of the present disclosure;

[0018] Figure 11 Molecular structure of a plasticizer according to the eleventh embodiment of the present disclosure;

[0019] Figure 12 Molecular structure of a plasticizer according to the twelfth embodiment of the present disclosure;

[0020] Figure 13 Molecular structure of a plasticizer according to the thirteenth embodiment of the present disclosure;

[0021] Figure 14 Molecular structure of a plasticizer according to the fourteenth embodiment of the present disclosure; and

[0022] Figure 15 Biodegradation test results of comparative examples, the twenty-ninth embodiment, and the thirtieth embodiment.

[0023]

List of Symbols

[0024] 100, 200, 300, 400, 500, 600, 700, 800, 900, 1000, 1100, 1200, 1300, 1400: molecule

[0025] 110, 210, 310, 410, 510, 610, 710, 810, 910, 1010, 1110, 1210, 1310, 1410a, 1410b: central structure

[0026] 611, 711, 811, 911, 1011, 1111, 1112, 1211, 1212, 1311, 1312, 1313: residue

[0027] 121, 221, 321, 621, 721, 821, 1321: amine functional group

[0028] 421', 521', 921', 1021', 1121', 1221', 1223', 1324': amide bond

[0029] 422, 922: carboxylic acid functional group

[0030] 122', 222', 322', 522', 622', 722', 822', 1022', 1122', 1123', 1222', 1322', 1323', 1420a, 1420b: ester bond

[0031] 130, 230, 330, 430, 530, 540, 630, 730, 830, 930, 1030, 1040, 1130, 1140, 1150, 1230, 1240, 1250, 1330, 1340, 1350, 1430: branched structure

[0032] 331, 531, 831, 1031, 1151, 1341: first short chain

[0033] 332, 532, 832, 1032, 1152, 1342: second short chain

[0034] 260, 560, 660, 1060, 1160, 1360, 1460a, 1460b: polar functional group DETAILED DESCRIPTION

[0035] The present disclosure provides a plasticizer having biodegradability, the molecule of the plasticizer comprises a central structure, at least two connecting structures, and at least one branched structure. The at least two connecting structures are respectively connected to the central structure, and the branched structure is connected to at least one of the at least two connecting structures.

[0036] The central structure comprises at least one of a benzene ring derivative and at least one amino acid. The benzene ring derivative helps maintain the biodegradability of the plasticizer, and the amino acid can be metabolized in a biological cell, which helps improve the biodegradability of the plasticizer. In addition, the central structure can be a benzene ring derivative, and can further comprise an amino acid. Furthermore, the central structure can be an amino acid, and can comprise at least two amino acids. The residues of the amino acid can be acidic, basic, hydrophilic, or hydrophobic, which helps adjust the properties of the plasticizer according to the properties of the residues of the amino acid.

[0037] The benzene ring derivative can be 2-aminobenzoic acid, 3-aminobenzoic acid, 4-aminobenzoic acid, 2-hydroxybenzoic acid, 3-hydroxybenzoic acid, 4-hydroxybenzoic acid, or a compound having a similar structure.

[0038] The amino acid can be a standard amino acid, an essential amino acid that the human body cannot synthesize by itself, a modified amino acid (for example, hydroxyproline, hydroxylysine, or thyroxine), or other non-standard amino acids (for example, homocysteine, homoserine, or ornithine). The standard amino acids and essential amino acids are listed in Table 1 below:

[0039]

[0040]

[0041] The central structure can also be glycerol (propane-1, 2, 3-triol) or 2-(2-hydroxyethoxy)propan-1-ol.

[0042] The at least two linking structures include a first linking structure and a second linking structure. The first linking structure is an amine group, and the second linking structure is a carboxyl group.

[0043] If the central structure is a benzene ring derivative, the positions of the amine group and the carboxyl group on the benzene ring derivative can be adjacent (ortho) or non-adjacent (meta or para).

[0044] The amine group can be -NH2, -NHR, -NR2, or the like. In addition, the amine group can be a primary amine, a secondary amine, a tertiary amine, or a quaternary ammonium cation. Furthermore, the first linking structure can be substituted with a hydroxyl group from the amine group. When the branched structure is linked to the hydroxyl group, the linkage can be decomposed by hydrolysis, which helps to improve the biodegradability of the plasticizer.

[0045] When the molecule of the plasticizer comprises two linking structures, the linking structures are a first linking structure and a second linking structure. In addition, the molecule of the plasticizer can comprise three linking structures, which are a first linking structure, a second linking structure, and a third linking structure. The third linking structure can be a residue of an amino acid, such as an amine functional group of an isoleucine residue or a carboxyl functional group of an aspartic acid residue. In addition, the molecule of the plasticizer can comprise four linking structures, which are a first linking structure, a second linking structure, a third linking structure, and a fourth linking structure. The third linking structure and the fourth linking structure can be the same functional group, such as a di-amine functional group of a spermine residue, or different functional groups. Furthermore, when the central structure comprises multiple amino acids, the molecule of the plasticizer can comprise more than five linking structures.

[0046] The branched structure is a branched chain with multiple carbons. The number of carbons in the branched 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. Furthermore, the branched structure can have oxygen elements to form ether functional groups. The number of oxygen in the branched structure can be 1, 2, 3, 4, 5, 6, or 7, etc.

[0047] The branched structure can be a saturated fatty acid. The number of carbons in the branched structure 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), caproic acid (C6:0), caprylic acid (C8:0), capric acid (C10:0), lauric acid (C12:0), lignoceric acid (C24:0), or hexatriacontanoic acid (C36:0), etc.

[0048] The branched structure can be an unsaturated fatty acid. The number of carbons in the branched structure can be 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, or 24, and the number of double bonds can be 1, 2, 3, 4, 5, or 6, such as paullinic acid (C20:1), DGLA (C20:3), DHA (C22:6), or tetracosene acid (C24:1), etc.

[0049] The branched structure can be formed by continuous polymerization of a monomer selected from the group consisting of ethylene glycol, polyethylene glycol (PEG), propylene glycol, and polypropylene glycol (PPG). Alternatively, the branched structure can be formed by polymerization of a monomer selected from the group consisting of ethylene glycol, polyethylene glycol (PEG), propylene glycol, and polypropylene glycol (PPG). The branched structure formed by polymerization of the monomer described above can control the molecular weight of the plasticizer, and appropriately adjust the hydrophilic or hydrophobic properties of the plasticizer, thereby helping the plasticizer to exhibit optimal properties and improving the compatibility of the plasticizer with the plastic when mixed.

[0050] The branched structure is connected to at least one of the first connecting structure and the second connecting structure, i.e., the central structure can be connected to the branched structure via the first connecting structure and / or the second connecting structure by esterification, dehydration, or peptide formation.

[0051] When the branched structure is connected to an amine functional group, an amide bond is formed, which helps to improve the efficiency of enzymatic decomposition of the plasticizer, thereby improving the biodegradability of the plasticizer. Alternatively, when the branched structure is connected to a carboxylic acid functional group, an ester bond is formed. Further alternatively, when the branched structure is connected to a hydroxyl functional group, an ether bond is formed. The ether bond can be decomposed by hydrolysis under certain conditions, which helps to improve the biodegradability of the plasticizer.

[0052] The plasticizer can further comprise at least one polar functional group connected to the branched structure. The polar functional group can be located at the middle or the end of the branched structure. Alternatively, the polar functional group can be a carboxyl group (-COOH), an alcohol group (-OH), an amine group (-NH2), or a phosphoric acid group (-PO(OH)2). Further alternatively, the plasticizer can comprise at least two polar functional groups selected from the group consisting of a carboxyl group, an alcohol group, an amine group, and a phosphoric acid group, so as to configure the polar functional groups according to different requirements, thereby helping to improve the hydrophilicity of the plasticizer and the affinity between the plasticizer and the plastic, and facilitating the mixing of the plasticizer and the plastic.

[0053] The number of carbons of the branched structure connected to the amine functional group is nNC, and the number of carbons of the branched structure connected to the carboxylic acid functional group is nOC, which satisfy the following condition: 0 ≤ nNC / (nNC+nOC) ≤ 1.00, wherein nNC and nOC are each zero or a positive integer, and nNC and nOC are not simultaneously zero. Further, 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.

[0054] The number of oxygens of the branched structure connected to the amine functional group is nNO, and the number of oxygens of the branched structure connected to the carboxylic acid functional group is nOO, the number of carbons of the branched structure connected to the hydroxyl functional group is nO'C, and the number of oxygens of the branched structure connected to the hydroxyl functional group is nO'O. nNC and nNO of the branched structure are counted from the nitrogen atom of the amine functional group, nOC, nOO, nO'C and nO'O of the branched structure are counted from the oxygen atom of the carboxylic acid functional group or the hydroxyl functional group, and nNC, nNO, nOC, nOO, nO'C and nO'O do not include the carbon atom or the oxygen atom of the polar functional group. Among them, nO'C is regarded as nOC when counting, and nO'O is regarded as nOO when counting.

[0055] The molecular weight of the plasticizer is MwP, which can satisfy the following condition: 450 Dalton ≤ MwP, the greater the molecular weight of the plasticizer, the more difficult it is to cross the cell membrane, which helps to avoid the plasticizer directly crossing the cell membrane and entering the cell. Further, 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 Dalton ≤ MwP ≤ 1500 Dalton.

[0056] The technical features of the plasticizer of the present disclosure described above can be combined to achieve the corresponding effects.

[0057] This disclosure also discloses another type of plasticizer that is biodegradable. The molecule of this plasticizer comprises at least two central structures, at least two linking structures, and a branched structure. Each central structure is connected to at least one linking structure, and each central structure is connected to a branched structure through the linking structures; that is, all central structures are connected to the same branched structure. The detailed characteristics of the central structures, linking structures, and branched structures are the same as those of the previous plasticizer and will not be repeated here.

[0058] This disclosure also provides a plastic product that is biodegradable. The plastic product comprises the aforementioned plasticizer and a polyester resin. The polyester resin can be polylactic acid, polybutylene succinate, a copolymer of 1,4-butanediol adipate and 1,4-butanediol terephthalate, or a polyhydroxyalkanoate (PHA). The plasticizer is mixed into the polyester resin. By selecting the type of polyester resin, it can be ensured that the plasticizer is mixed with a plastic with high compatibility, which helps to improve the plastic's ductility and reduce the possibility of plasticizer release. Furthermore, the polyhydroxyalkanoate can be polyhydroxybutyrate (PHB).

[0059] <First Implementation>

[0060] Please refer to Figure 1 , Figure 1 This is a schematic diagram of the structure of the plasticizer molecule 100 according to the first embodiment of this disclosure. Figure 1 It is understood that the molecule 100 of the plasticizer in the first embodiment includes a central structure 110, two linked structures and a branched chain structure 130.

[0061] The central structure 110 is a benzene ring derivative.

[0062] The two linked structures are a first linked structure and a second linked structure, and are respectively linked to the central structure 110. The first linked structure is an amine functional group 121, and the second linked structure is a carboxylic acid functional group (not shown).

[0063] The branched structure 130 is formed by the polymerization of ethylene glycol or polyethylene glycol monomers. The branched structure 130 is a second linking structure that forms an ester bond 122'.

[0064] <Second Implementation>

[0065] Please refer to Figure 2 , Figure 2 This is a schematic diagram of the plasticizer molecule 200 according to the second embodiment of this disclosure. Figure 2The molecule 200 of the second embodiment of the plasticizer comprises a central structure 210, two linking structures, a branched structure 230, and a polar functional group 260.

[0066] The central structure 210 is a benzene ring derivative.

[0067] The two linking structures are a first linking structure and a second linking structure, respectively, and are linked to the central structure 210. The first linking structure is an amine functional group 221, and the second linking structure is a carboxylic acid functional group (not shown).

[0068] The branched structure 230 is a monomer polymer of propylene glycol or polypropylene glycol, and the branched structure 230 is linked to the second linking structure and forms an ester bond 222'.

[0069] The polar functional group 260 is linked to the branched structure 230.

[0070] <Third Embodiment>

[0071] Please refer to Figure 3 , Figure 3 is a schematic diagram of the structure of a plasticizer molecule 300 of the third embodiment of the present disclosure. As shown in Figure 3 The molecule 300 of the third embodiment of the plasticizer comprises a central structure 310, two linking structures, and a branched structure 330.

[0072] The central structure 310 is a benzene ring derivative.

[0073] The two linking structures are a first linking structure and a second linking structure, respectively, and are linked to the central structure 310. The first linking structure is an amine functional group 321, and the second linking structure is a carboxylic acid functional group (not shown).

[0074] The branched structure 330 is linked by a first short chain 331 and a second short chain 332. The first short chain 331 is a monomer polymer of ethylene glycol or polyethylene glycol, and the second short chain 332 is a monomer polymer of propylene glycol or polypropylene glycol. The branched structure 330 is linked to the second linking structure and forms an ester bond 322'.

[0075] <Fourth Embodiment>

[0076] Please refer to Figure 4 , Figure 4 is a schematic diagram of the structure of a plasticizer molecule 400 of the fourth embodiment of the present disclosure. As shown in Figure 4 The molecule 400 of the fourth embodiment of the plasticizer comprises a central structure 410, two linking structures, and a branched structure 430.

[0077] The central structure 410 is a benzene ring derivative.

[0078] The two linking structures are a first linking structure and a second linking structure, and are respectively linked to the center structure 410. The first linking structure is an amine functional group (not shown), and the second linking structure is a carboxylic acid functional group 422.

[0079] The branched structure 430 is a fatty acid, and the branched structure 430 is linked to the first linking structure and forms an amide bond 421'.

[0080] < Fifth Embodiment >

[0081] Please refer to Figure 5 , Figure 5 is a structural diagram of a plasticizer molecule 500 of the fifth embodiment of the present disclosure. As can be seen from Figure 5 , the plasticizer molecule 500 of the fifth embodiment comprises a center structure 510, two linking structures, two branched structures 530, 540, and a polar functional group 560.

[0082] The center structure 510 is a benzene ring derivative.

[0083] The two linking structures are a first linking structure and a second linking structure, and are respectively linked to the center structure 510. The first linking structure is an amine functional group (not shown), and the second linking structure is a carboxylic acid functional group (not shown).

[0084] The branched structure 530 is linked by a first short chain 531 and a second short chain 532, the first short chain 531 is a monomer polymerization of ethylene glycol or polyethylene glycol, and the second short chain 532 is a monomer polymerization of propylene glycol or polypropylene glycol. The branched structure 530 is linked to the second linking structure and forms an ester bond 522'.

[0085] The branched structure 540 is a fatty acid, and the branched structure 540 is linked to the first linking structure and forms an amide bond 521'.

[0086] The polar functional group 560 is linked to the branched structure 530.

[0087] < Sixth Embodiment >

[0088] Please refer to Figure 6 , Figure 6 is a structural diagram of a plasticizer molecule 600 of the sixth embodiment of the present disclosure. As can be seen from Figure 6 , the plasticizer molecule 600 of the sixth embodiment comprises a center structure 610, two linking structures, a branched structure 630, and a polar functional group 660.

[0089] The center structure 610 is an amine acid, and comprises a residue 611.

[0090] The two linking structures are a first linking structure and a second linking structure, and are respectively linked to the center structure 610. The first linking structure is an amine functional group 621, and the second linking structure is a carboxylic acid functional group (not shown).

[0091] The branched structure 630 is a monomer polymerization of ethylene glycol or polyethylene glycol, and the branched structure 630 is linked to the second linking structure and forms an ester bond 622'.

[0092] The polar functional group 660 is linked to the branched structure 630.

[0093] <Seventh Embodiment>

[0094] Please refer to Figure 7 , Figure 7 is a schematic diagram of the structure of a plasticizer molecule 700 of the seventh embodiment of the present disclosure. As can be seen from Figure 7 , the plasticizer molecule 700 of the seventh embodiment comprises a center structure 710, two linking structures, and a branched structure 730.

[0095] The center structure 710 is an amine acid, and comprises a residue 711.

[0096] The two linking structures are a first linking structure and a second linking structure, and are respectively linked to the center structure 710. The first linking structure is an amine functional group 721, and the second linking structure is a carboxylic acid functional group (not shown).

[0097] The branched structure 730 is a monomer polymerization of propylene glycol or polypropylene glycol, and the branched structure 730 is linked to the second linking structure and forms an ester bond 722'.

[0098] <Eighth Embodiment>

[0099] Please refer to Figure 8 , Figure 8 is a schematic diagram of the structure of a plasticizer molecule 800 of the eighth embodiment of the present disclosure. As can be seen from Figure 8 , the plasticizer molecule 800 of the eighth embodiment comprises a center structure 810, two linking structures, and a branched structure 830.

[0100] The center structure 810 is an amine acid, and comprises a residue 811.

[0101] The two linking structures are a first linking structure and a second linking structure, and are respectively linked to the center structure 810. The first linking structure is an amine functional group 821, and the second linking structure is a carboxylic acid functional group (not shown).

[0102] The branched structure 830 is formed by a first short chain 831 and a second short chain 832. The first short chain 831 is polymerized from ethylene glycol or polyethylene glycol monomers, and the second short chain 832 is polymerized from propylene glycol or polyethylene glycol monomers. The branched structure 830 is a linking structure to the second linking structure and forms an ester bond 822'.

[0103] <Ninth Implementation Method>

[0104] Please refer to Figure 9 , Figure 9 This is a schematic diagram of the plasticizer molecule 900 according to the ninth embodiment of this disclosure. Figure 9 It is understood that the plasticizer molecule 900 of the ninth embodiment includes a central structure 910, two linked structures and a branched chain structure 930.

[0105] The central structure 910 is an amino acid and contains a residue 911.

[0106] The two linked structures are a first linked structure and a second linked structure, respectively, and are linked to the central structure 910. The first linked structure is an amine functional group (not shown), and the second linked structure is a carboxylic acid functional group 922.

[0107] Branched structure 930 is a fatty acid, and branched structure 930 is the first linking structure, forming an amide bond 921'.

[0108] <Tenth Implementation>

[0109] Please refer to Figure 10 , Figure 10 This is a schematic diagram of the structure of the plasticizer molecule 1000 according to the tenth embodiment of this disclosure. Figure 10 It is understood that the plasticizer molecule 1000 of the tenth embodiment includes a central structure 1010, two linked structures, two branched structures 1030 and 1040, and a polar functional group 1060.

[0110] The central structure 1010 is an amino acid and contains a residue 1011.

[0111] The two linked structures are a first linked structure and a second linked structure, respectively, and are linked to the central structure 1010. The first linked structure is an amine functional group (not shown), and the second linked structure is a carboxylic acid functional group (not shown).

[0112] The branched structure 1030 is formed by a first short chain 1031 and a second short chain 1032. The first short chain 1031 is polymerized from ethylene glycol or polyethylene glycol monomers, and the second short chain 1032 is polymerized from propylene glycol or polyethylene glycol monomers. The branched structure 1030 is a linking structure to the second linking structure and forms an ester bond 1022'.

[0113] The branched structure 1040 is a fatty acid, the branched structure 1040 is linked to the first linking structure, and forms an amide bond 1021'.

[0114] The polar functional group 1060 is linked to the branched structure 1030.

[0115] <eleventh embodiment>

[0116] Please refer to Figure 11 , Figure 11 is a schematic diagram of a plasticizer molecule 1100 structure of the eleventh embodiment of the present disclosure. From Figure 11 It can be seen that the plasticizer molecule 1100 of the eleventh embodiment comprises a central structure 1110, three linking structures, three branched structures 1130, 1140, 1150, and a polar functional group 1160.

[0117] The central structure 1110 comprises two amino acids, and each amino acid comprises a residue 1111, 1112, respectively.

[0118] The three linking structures are a first linking structure, a second linking structure, and a third linking structure, respectively, and are linked to the central structure 1110. The first linking structure is an amine functional group (not shown), the second linking structure and the third linking structure are carboxylic acid functional groups (not shown), respectively, and the third linking structure is linked to the residue 1111.

[0119] The branched structure 1130 is a monomer polymerization of ethylene glycol or polyethylene glycol, the branched structure 1130 is linked to the second linking structure, and forms an ester bond 1122'.

[0120] The branched structure 1140 is a fatty acid, the branched structure 1140 is linked to the first linking structure, and forms an amide bond 1121'.

[0121] The branched structure 1150 is linked by a first short chain 1151 and a second short chain 1152, the first short chain 1151 is a monomer polymerization of ethylene glycol or polyethylene glycol, the second short chain 1152 is a monomer polymerization of propylene glycol or polypropylene glycol, and the branched structure 1150 is linked to the third linking structure, and forms an ester bond 1123'.

[0122] The polar functional group 1160 is linked to the branched structure 1150.

[0123] <twelfth embodiment>

[0124] Please refer to Figure 12 , Figure 12 is a schematic diagram of a plasticizer molecule 1200 structure of the twelfth embodiment of the present disclosure. From Figure 12As shown in FIG. 13, the molecule 1300 of the plasticizer of the thirteenth embodiment comprises a central structure 1310, four linking structures, three branched structures 1330, 1340, 1350, and a polar functional group 1360.

[0125] The central structure 1310 comprises three amine acids, and each amine acid comprises a residue 1311, 1312, 1313, respectively.

[0126] The four linking structures are a first linking structure, a second linking structure, a third linking structure, and a fourth linking structure, respectively, and are linked to the central structure 1310. The first linking structure is an amine functional group 1321, the second and third linking structures are carboxylic acid functional groups (not shown), the fourth linking structure is an amine functional group (not shown), and the third and fourth linking structures are linked to the residue 1311 and the residue 1313, respectively.

[0127] The branched structure 1330 is a monomer polymer of ethylene glycol or polyethylene glycol, and the branched structure 1330 is linked to the second linking structure and forms an ester bond 1322'.

[0128] The branched structure 1340 is a fatty acid, and the branched structure 1340 is linked to the first linking structure and forms an amide bond 1321'.

[0129] The branched structure 1350 is a fatty acid, and the branched structure 1350 is linked to the fourth linking structure and forms an amide bond 1323'.

[0130] <Thirteenth Embodiment>

[0131] Please refer to Figure 13 , Figure 13 is a schematic diagram of the structure of the plasticizer molecule 1300 of the thirteenth embodiment of the present disclosure. As shown in FIG. 13, the molecule 1300 of the plasticizer of the thirteenth embodiment comprises a central structure 1310, four linking structures, three branched structures 1330, 1340, 1350, and a polar functional group 1360. Figure 13 As shown in FIG. 13, the molecule 1300 of the plasticizer of the thirteenth embodiment comprises a central structure 1310, four linking structures, three branched structures 1330, 1340, 1350, and a polar functional group 1360.

[0132] The central structure 1310 comprises three amine acids, and each amine acid comprises a residue 1311, 1312, 1313, respectively.

[0133] The four linking structures are a first linking structure, a second linking structure, a third linking structure, and a fourth linking structure, respectively, and are linked to the central structure 1310. The first linking structure is an amine functional group 1321, the second and third linking structures are carboxylic acid functional groups (not shown), the fourth linking structure is an amine functional group (not shown), and the third and fourth linking structures are linked to the residue 1311 and the residue 1313, respectively.

[0134] The branched structure 1330 is a monomer polymerization of ethylene glycol or polyethylene glycol, and the branched structure 1330 is connected to the second connecting structure and forms an ester bond 1322'.

[0135] The branched structure 1340 is connected by a first short chain 1341 and a second short chain 1342, the first short chain 1341 is a monomer polymerization of ethylene glycol or polyethylene glycol, and the second short chain 1342 is a monomer polymerization of propylene glycol or polypropylene glycol, and the branched structure 1340 is connected to the third connecting structure and forms an ester bond 1323'.

[0136] The branched structure 1350 is a fatty acid, and the branched structure 1350 is connected to the fourth connecting structure and forms an amide bond 1324'.

[0137] The polar functional group 1360 is connected to the branched structure 1330.

[0138] <Fourteenth Embodiment>

[0139] Please refer to Figure 14 , Figure 14 The molecular structure 1400 of the plasticizer of the fourteenth embodiment is shown in the figure. The molecular structure 1400 of the plasticizer of the fourteenth embodiment comprises two center structures 1410a, 1410b, two connecting structures, a branched structure 1430, and two polar functional groups 1460a, 1460b. Figure 14 As can be seen, the molecular structure 1400 of the plasticizer of the fourteenth embodiment comprises two center structures 1410a, 1410b, two connecting structures, a branched structure 1430, and two polar functional groups 1460a, 1460b.

[0140] Each of the center structures 1410a, 1410b is a benzene ring derivative.

[0141] Each of the center structures 1410a, 1410b is connected to the corresponding connecting structure, that is, the center structure 1410a is connected to one of the connecting structures, and the center structure 1410b is connected to the other connecting structure. The two connecting structures are both carboxylic acid functional groups (not shown).

[0142] The branched structure 1430 is a monomer polymerization of ethylene glycol or polyethylene glycol. Each of the center structures 1410a, 1410b is connected to the branched structure 1430 through the connecting structure and forms an ester bond 1420a, 1420b, respectively.

[0143] Each of the polar functional groups 1460a, 1460b is connected to the corresponding center structure 1410a, 1410b.

[0144] According to the above embodiments, the following specific examples are proposed for detailed description.

[0145] In the 1st to 8th embodiments, the branched structures connected with amine functional group, carboxylic acid functional group and hydroxyl functional group are numbered as SCA, SCC and SCH, respectively. If the plasticizer molecule contains multiple branched structures connected with the same functional group, for example, the 1st embodiment contains two branched structures connected with amine functional group, the two branched structures are numbered as SCA1 and SCA2, respectively, and the numbering method of the remaining branched structures is the same, which is not described here.

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[0149] In addition, in the 1st to 8th embodiments, nNC SCA1 and nNO SCA1 represent the number of carbons and the number of oxygens of the branched structure SCA1, nNC SCA2 and nNO SCA2 represent the number of carbons and the number of oxygens of the branched structure SCA2, and nOC SCC and nOO SCC represent the number of carbons and the number of oxygens of the branched structure SCC. SCA1, SCA2 and SCC are only used as markers to make it clearer to understand what they represent, and do not affect the calculation of the number of carbons and the number of oxygens in the scope of the nNO, nNC, nOC and nOO values, i.e. nNC SCA1 is considered as nNC, nNO SCA1 is considered as nNO, nNC SCA2 is considered as nNC, nNO SCA2 is considered as nNO, nOC SCC is considered as nOC and nOO SCC is considered as nOO. The description method of the following table is the same, which is not described here.

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[0242] Please refer to Figure 15 , Figure 15 Figure of the degree of degradation of the comparative example, the 29th embodiment and the 30th embodiment. The following will be the biodegradation test (ASTM5338) for the plasticizer with different molecular structure, the test object is the comparative example, the 29th embodiment and the 30th embodiment, the biodegradation rate of the above test object under different days has been listed in the following table.

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[0247] The present disclosure develops a biodegradable plasticizer by developing innovative molecular structure, which can improve the plastic texture, meet a wide range of applications and further promote the decomposition cycle. The biodegradable plasticizer has a first connecting structure and a second connecting structure, and a benzene ring derivative and / or an amino acid as a central structure, and a branched structure with multiple carbon is grafted outward. The plasticizer can also contain a polar functional group to adjust the hydrophilicity and hydrophobicity of the plasticizer. Therefore, under the goal of high biodegradability, a plasticizer with sufficient durability, heat resistance, impact resistance, softness, harmless to the human body, easy to release and low cost is designed.

[0248] Although the present disclosure has been disclosed as above by embodiments, it is not intended to limit the present disclosure, and any person skilled in the art can make various modifications and decorations without departing from the spirit and scope of the present disclosure, therefore the protection scope of the present disclosure shall be subject to the scope defined by the appended claims.

Claims

1. A plasticizer having biodegradability, characterized by, The molecule of the plasticizer comprises: a center structure comprising a benzene ring derivative, the center structure having at least two linking structures, wherein the linking structures comprise: a first linking structure being an amine functional group in the center structure; and a second linking structure being a carboxylic acid functional group in the center structure; and at least two branched structures, wherein the branched structure is a fatty acid or a multi-carbon branched chain having a polar functional group, the polar functional group of the multi-carbon branched chain being a hydroxyl group, and the at least two branched structures are connected to at least one of the first linking structure and the second linking structure, wherein when the branched structure is connected to the amine functional group, an amide bond is formed, and when the branched structure is connected to the carboxylic acid functional group, an ester bond is formed.

2. The plasticizer according to claim 1, characterized in that, The positions of the amine functional group and the carboxylic acid functional group on the benzene ring derivative are ortho, meta, or para.

3. The plasticizer according to claim 2, wherein The number of carbons of the branched structure connected to the amine functional group is nNC, and the number of carbons of the branched structure connected to the carboxylic acid functional group is nOC, which satisfy the following conditions: 0.10 ≤ nNC / (nNC+nOC) ≤ 0.90; wherein nNC and nOC are each zero or a positive integer, and nNC and nOC are not zero at the same time.

4. The plasticizer of claim 1, wherein The benzene ring derivative is p-aminobenzoic acid (4-aminobenzoic acid).

5. The plasticizer of claim 1, wherein The benzene ring derivative is o-aminobenzoic acid (2-aminobenzoic acid).

6. The plasticizer of claim 1, wherein The benzene ring derivative is m-aminobenzoic acid (3-aminobenzoic acid).

7. The plasticizer of claim 1, wherein The branched structure is the fatty acid.

8. The plasticizer of claim 1, wherein The molecular weight of the plasticizer is MwP, which satisfies the following conditions: 450 Dalton ≤ MwP.

9. The plasticizer of claim 8, wherein The molecular weight of the plasticizer is MwP, which satisfies the following conditions: 500 Dalton ≤ MwP ≤ 2000 Dalton.

10. The plasticizer of claim 9, wherein The molecular weight of the plasticizer is MwP, which satisfies the following conditions: 600 Dalton ≤ MwP ≤ 1500 Dalton.

11. A plastic product having biodegradability, characterized by, The plastic product comprises: The plasticizer of claim 1; and a polyester plastic being polylactic acid, polybutylene succinate, (1,4-butanediol adipate / 1,4-butanediol terephthalate) copolymer, or polyhydroxyalkanoate; wherein the plasticizer is mixed in the polyester plastic. The plastic product comprises: The plasticizer of claim 1; and a polyester plastic being polylactic acid, polybutylene succinate, (1,4-butanediol adipate / 1,4-butanediol terephthalate) copolymer, or polyhydroxyalkanoate; wherein the plasticizer is mixed in the polyester plastic.

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