# US 11,999,847 B2 · Biodegradable molded article and biodegradable polyester resin composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,999,847 B2 - Document ID: US11999847B2 - Status: Granted - Kind: B2 - Application number: 18/320,795 - Filed: 2023-05-19 - Published: 2023-11-23 - Granted: 2024-06-04 - Earliest claimed: 2022-05-21 - Assignees: Ecovance Co. Ltd. - Applicants: Ecovance Co. Ltd. - Inventors: Seong Dong Kim; Kyung Youn Kim; Hoon Kim; Jun Su Byeon; Hye Jin Kim - Web page: https://patentgrep.com/patent/US11999847B2 ## CPC - C08G 63/183: Terephthalic acids - C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence) - C08J 3/28: Treatment by wave energy or particle radiation - C08J 5/18: Manufacture of films or sheets - C08K 3/014: Stabilisers against oxidation, heat, light or ozone - C08K 5/11: of acyclic polycarboxylic acids - C08K 5/1535: Five-membered rings - C08J 2367/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds; (C08J2367/06 takes precedence) - C08L 2201/06: Biodegradable - C08L 2205/24: Crystallisation aids - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29) - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract An eco-friendly biodegradable molded article, including: a polyester resin including a diol, an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid, wherein, when continuously irradiated with ultraviolet rays from a UVA 340 ultraviolet light lamp at an intensity of 0.75 W/m2, a tensile strength decrease rate from the beginning of the ultraviolet irradiation to 1 day ranges from 5% to 40%. ## Claims ### Claim 1 A biodegradable molded article, comprising: a polyester resin comprising a diol, an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid, wherein, when irradiated with ultraviolet rays from a UVA 340 ultraviolet light lamp at an intensity of 0.75 W/m2, a tensile strength decrease rate from a beginning of the ultraviolet irradiation to 1 day ranges from 5% to 40% based on a thickness of 300 μm of the molded article, wherein an alternating ratio of the polyester resin ranges from 0.37 to 0.59, wherein the alternating ratio is a ratio of a diol quantity, bonded between the aromatic dicarboxylic acid and the aliphatic dicarboxylic acid, to a total quantity of diols in the polyester resin, wherein the polyester resin include the following bonding structures: Aromatic dicarboxylic acid-diol-aliphatic dicarboxylic acid- [Bonding Structure 1] Aromatic dicarboxylic acid-diol-aromatic dicarboxylic acid- [Bonding Structure 2] Aliphatic dicarboxylic acid-diol-aliphatic dicarboxylic acid-, [Bonding Structure 3] wherein the alternating ratio is calculated according to Equation 1 below: Alternating ⁢ ratio = DM ⁢ 1 DM ⁢ 1 + DM ⁢ 2 + DM ⁢ 3 [ Equation ⁢ 1 ] where DM1 is a molar ratio of a diol included in Bonding Structure 1, DM2 is a molar ratio of a diol included in Bonding Structure 2, and DM3 is a molar ratio of a diol included in Bonding Structure 3, wherein an initial tensile strength ranges from 40 MPa to 60 MPa, and a tensile strength after 7 days ranges from 1 MPa to 15 MPa, wherein the biodegradable molded article comprises a crystallinity regulator, wherein the crystallinity regulator comprises diisopropyl adipate, wherein the crystallinity regulator further comprises tetrahydrofuran. ### Claim 2 (depends on 1) The biodegradable molded article according to claim 1, comprising nanocellulose that has an average diameter ranging from 0.5 nm to 10 nm and an average length ranging from 20 nm to 300 nm and that comprises a metal. ### Claim 3 (depends on 1) The biodegradable molded article according to claim 1, comprising a light stabilizer that has a weight average molecular weight ranging from 1800 g/mol to 5000 g/mol. ### Claim 4 A biodegradable polyester resin composition, comprising: a polyester resin comprising a diol, an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid, wherein, when continuously irradiated with ultraviolet rays from a UVA 340 ultraviolet light lamp at an intensity of 0.75 W/m2, a tensile strength decrease rate from a beginning of the ultraviolet irradiation to 1 day ranges from 5% to 40%, wherein the tensile strength decrease rate is measured by the method below: in the measurement method, the biodegradable polyester resin composition is dried at 80° C., placed in a stainless steel mold, and compressed at 210° C. under a pressure of 10 MPa for 3 minutes to produce a polyester sheet having a thickness of 300 μm, and the tensile strength decrease rate is obtained by dividing a difference between an initial tensile strength of the polyester sheet and a tensile strength after ultraviolet irradiation of the polyester sheet by the initial tensile strength, wherein an alternating ratio of the polyester resin ranges from 0.37 to 0.59, wherein the alternating ratio is a ratio of a diol quantity, bonded between the aromatic dicarboxylic acid and the aliphatic dicarboxylic acid, to a total quantity of diols in the polyester resin, wherein the polyester resin include the following bonding structures: Aromatic dicarboxylic acid-diol-aliphatic dicarboxylic acid- [Bonding Structure 1] Aromatic dicarboxylic acid-diol-aromatic dicarboxylic acid- [Bonding Structure 2] Aliphatic dicarboxylic acid-diol-aliphatic dicarboxylic acid-, [Bonding Structure 3] wherein the alternating ratio is calculated according to Equation 1 below: Alternating ⁢ ratio = DM ⁢ 1 DM ⁢ 1 + DM ⁢ 2 + DM ⁢ 3 [ Equation ⁢ 1 ] where DM1 is a molar ratio of a diol included in Bonding Structure 1, DM2 is a molar ratio of a diol included in Bonding Structure 2, and DM3 is a molar ratio of a diol included in Bonding Structure 3, wherein the initial tensile strength ranges from 40 MPa to 60 MPa, and a tensile strength after 7 days ranges from 1 MPa to 15 MPa, wherein the biodegradable molded article comprises a crystallinity regulator, wherein the crystallinity regulator comprises diisopropyl adipate, wherein the crystallinity regulator further comprises tetrahydrofuran. ### Claim 5 (depends on 4) The biodegradable polyester resin composition according to claim 4, wherein the tensile strength decrease rate from the beginning of the ultraviolet irradiation to 3 days is 40% to 65%. ### Claim 6 (depends on 4) The biodegradable polyester resin composition according to claim 4, wherein the tensile strength decrease rate from the beginning of the ultraviolet irradiation to 6 days is 67% or more. ### Claim 7 (depends on 4) The biodegradable polyester resin composition according to claim 4, wherein, when irradiated with the ultraviolet rays at an intensity of 0.35 W/m2, the tensile strength decrease rate from the beginning of the ultraviolet irradiation to 1 day is 1% to 20%. ### Claim 8 (depends on 7) The biodegradable polyester resin composition according to claim 7, wherein, when irradiated with the ultraviolet rays at an intensity of 0.35 W/m2, the tensile strength decrease rate from the beginning of the ultraviolet irradiation to 9 days is 65% or more. ### Claim 9 (depends on 4) The biodegradable polyester resin composition according to claim 4, wherein an elongation decrease rate at break from the beginning of the ultraviolet irradiation to 1 day ranges from 5% to 40%, and the elongation decrease rate at break from the beginning of the ultraviolet irradiation to 7 days is 80% or more. ### Claim 10 (depends on 4) The biodegradable polyester resin composition according to claim 4, wherein, when irradiated with the ultraviolet rays at an intensity of 0.35 W/m2, an elongation decrease rate at break from the beginning of the ultraviolet irradiation to 1 day ranges from 1% to 20%, and the elongation decrease rate at break from the beginning of the ultraviolet irradiation to 9 days is 80% or more. ### Claim 11 A biodegradable polyester resin composition, comprising: a polyester resin comprising a diol, an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid; and a crystallinity regulator, wherein the biodegradable polyester resin composition has a crystallinity ranging from 10% to 15%, wherein an alternating ratio of the polyester resin ranges from 0.37 to 0.59, wherein the alternating ratio is a ratio of a diol quantity, bonded between the aromatic dicarboxylic acid and the aliphatic dicarboxylic acid, to a total quantity of diols in the polyester resin, wherein the polyester resin include the following bonding structures: Aromatic dicarboxylic acid-diol-aliphatic dicarboxylic acid- [Bonding Structure 1] Aromatic dicarboxylic acid-diol-aromatic dicarboxylic acid- [Bonding Structure 2] Aliphatic dicarboxylic acid-diol-aliphatic dicarboxylic acid-, [Bonding Structure 3] wherein the alternating ratio is calculated according to Equation 1 below: Alternating ⁢ ratio = DM ⁢ 1 DM ⁢ 1 + DM ⁢ 2 + DM ⁢ 3 [ Equation ⁢ 1 ] where DM1 is a molar ratio of a diol included in Bonding Structure 1, DM2 is a molar ratio of a diol included in Bonding Structure 2, and DM3 is a molar ratio of a diol included in Bonding Structure 3, wherein the crystallinity regulator comprises diisopropyl adipate, wherein the crystallinity regulator further comprises tetrahydrofuran. ### Claim 12 (depends on 11) The biodegradable polyester resin composition according to claim 11, wherein the diisopropyl adipate is comprised in a content ranging from 10 ppm to 10000 ppm based on a weight of the polyester resin. ### Claim 13 (depends on 11) The biodegradable polyester resin composition according to claim 11, wherein the biodegradable polyester resin composition has a tensile strength ranging from 40 MPa to 60 MPa, wherein the tensile strength is measured by the measurement method below: in the measurement method, the biodegradable polyester resin composition is dried at 80° C., placed in a stainless steel mold, and compressed at 210° C. under a pressure of 10 MPa for 3 minutes to produce a polyester sheet having a thickness of 300 μm, and the tensile strength of the polyester sheet is measured. ### Claim 14 (depends on 13) The biodegradable polyester resin composition according to claim 13, wherein the biodegradable polyester resin composition has an elongation at break ranging from 800% to 1200%, wherein the elongation at break is measured by the measurement method below: in the measurement method, the elongation at break of the polyester sheet is measured. ### Claim 15 (depends on 14) The biodegradable polyester resin composition according to claim 14, wherein the biodegradable polyester resin composition has a Shore D hardness of 30 to 45, wherein the Shore D hardness is measured by the measurement method below: in the measurement method, the biodegradable polyester resin composition is dried at 80° C., placed in a stainless steel mold, and compressed at 210° C. under a pressure of 10 MPa for 3 minutes to manufacture a polyester block having a thickness of 2.5 mm, and the Shore D hardness of the polyester block is measured. ### Claim 16 (depends on 11) The biodegradable polyester resin composition according to claim 11, wherein a weight ratio of the diisopropyl adipate to the tetrahydrofuran ranges from 1:1 to 1:5.