Analysis of oligomers in poly (butylene succinate) and poly (butylene adipate-co-terephthalate)
Aliphatic and aliphatic–aromatic polyesters are used widely in the food packaging field, which is very concerned about the volatile organic compound (VOC). Typical VOCs in poly (butylene succinate) (PBS) and poly (butylene adipate-co-terephthalate) (PBAT) are oligomers, especially cyclic esters, whi...
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| Published in | Polymer bulletin (Berlin, Germany) Vol. 80; no. 4; pp. 4487 - 4502 |
|---|---|
| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
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Berlin/Heidelberg
Springer Berlin Heidelberg
01.04.2023
Springer Nature B.V |
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| Abstract | Aliphatic and aliphatic–aromatic polyesters are used widely in the food packaging field, which is very concerned about the volatile organic compound (VOC). Typical VOCs in poly (butylene succinate) (PBS) and poly (butylene adipate-co-terephthalate) (PBAT) are oligomers, especially cyclic esters, which were studied using GPC, MALDI-FTICR-MS and UPLC-FTICR-MS technique. Cyclic esters with repeating unit 2–8 were found in PBS; cyclic esters with repeating unit 1–10 (or more) were found in PBAT derived from three monomers with almost all possible random combinations. Cyclic esters with repeating unit 2–4 were the most abundant structures, but only cyclic esters with repeating unit 1–3 were found in the crystalline extracted from the recovered butanediol from the product line. Cyclic esters with repeating unit 1–3 can also be extracted from methanol at 70 °C for 1 h, and the content of linear oligomers increased with increasing temperature to 200 °C. But PBAT resin cannot be decomposed to monomers at 200 °C for 1 h in methanol without other additives.
Graphical abstract |
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| AbstractList | Aliphatic and aliphatic–aromatic polyesters are used widely in the food packaging field, which is very concerned about the volatile organic compound (VOC). Typical VOCs in poly (butylene succinate) (PBS) and poly (butylene adipate-co-terephthalate) (PBAT) are oligomers, especially cyclic esters, which were studied using GPC, MALDI-FTICR-MS and UPLC-FTICR-MS technique. Cyclic esters with repeating unit 2–8 were found in PBS; cyclic esters with repeating unit 1–10 (or more) were found in PBAT derived from three monomers with almost all possible random combinations. Cyclic esters with repeating unit 2–4 were the most abundant structures, but only cyclic esters with repeating unit 1–3 were found in the crystalline extracted from the recovered butanediol from the product line. Cyclic esters with repeating unit 1–3 can also be extracted from methanol at 70 °C for 1 h, and the content of linear oligomers increased with increasing temperature to 200 °C. But PBAT resin cannot be decomposed to monomers at 200 °C for 1 h in methanol without other additives.
Graphical abstract Aliphatic and aliphatic–aromatic polyesters are used widely in the food packaging field, which is very concerned about the volatile organic compound (VOC). Typical VOCs in poly (butylene succinate) (PBS) and poly (butylene adipate-co-terephthalate) (PBAT) are oligomers, especially cyclic esters, which were studied using GPC, MALDI-FTICR-MS and UPLC-FTICR-MS technique. Cyclic esters with repeating unit 2–8 were found in PBS; cyclic esters with repeating unit 1–10 (or more) were found in PBAT derived from three monomers with almost all possible random combinations. Cyclic esters with repeating unit 2–4 were the most abundant structures, but only cyclic esters with repeating unit 1–3 were found in the crystalline extracted from the recovered butanediol from the product line. Cyclic esters with repeating unit 1–3 can also be extracted from methanol at 70 °C for 1 h, and the content of linear oligomers increased with increasing temperature to 200 °C. But PBAT resin cannot be decomposed to monomers at 200 °C for 1 h in methanol without other additives. |
| Author | Ouyang, Chunping Chen, Chao Li, Jianjun Zeng, Xiangbin Guo, Zhilong Lai, Fenghua Zhang, Chuanhui |
| Author_xml | – sequence: 1 givenname: Chuanhui surname: Zhang fullname: Zhang, Chuanhui email: zhangchuanhui@kingfa.com.cn organization: Zhuhai Kingfa Biomaterial Co., LTD – sequence: 2 givenname: Chao surname: Chen fullname: Chen, Chao organization: Guangdong Provincial Key Laboratory of Chemical Measurement and Emergency Test Technology, Guangdong Provincial Engineering Research Center for Ambient Mass Spectrometry, Institute of Analysis, Guangdong Academy of Sciences (China National Analytical Center Guangzhou) – sequence: 3 givenname: Chunping surname: Ouyang fullname: Ouyang, Chunping organization: Zhuhai Kingfa Biomaterial Co., LTD – sequence: 4 givenname: Xiangbin surname: Zeng fullname: Zeng, Xiangbin organization: Zhuhai Kingfa Biomaterial Co., LTD – sequence: 5 givenname: Zhilong surname: Guo fullname: Guo, Zhilong organization: Zhuhai Kingfa Biomaterial Co., LTD – sequence: 6 givenname: Fenghua surname: Lai fullname: Lai, Fenghua organization: National-Certified Enterprise Technology Center, Kingfa Science and Technology Co., LTD – sequence: 7 givenname: Jianjun surname: Li fullname: Li, Jianjun organization: Zhuhai Kingfa Biomaterial Co., LTD., National-Certified Enterprise Technology Center, Kingfa Science and Technology Co., LTD |
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| CitedBy_id | crossref_primary_10_1016_j_foodres_2025_115737 crossref_primary_10_3390_separations10040222 crossref_primary_10_1016_j_aej_2024_01_080 crossref_primary_10_1016_j_polymer_2024_127326 crossref_primary_10_1016_j_foodchem_2024_140853 crossref_primary_10_1016_j_mtcomm_2024_109157 crossref_primary_10_1016_j_wasman_2025_02_043 |
| Cites_doi | 10.1021/bm034043u 10.1007/s13361-010-0071-y 10.1016/j.chroma.2018.10.055 10.1016/S0045-6535(00)00162-4 10.3390/polym11030464 10.1016/S0168-1656(00)00407-7 10.1002/mabi.200400046 10.1016/j.stam.2005.12.003 10.1002/pts.2367 10.1080/19440049.2017.1414958 10.1002/app.35347 10.1039/D0PY00258E 10.1016/S0032-3861(96)01035-X 10.1126/science.aad6359 10.1016/j.aiepr.2020.01.001 10.1007/s00216-015-8848-2 10.1002/biot.201000136 10.1016/j.polymer.2014.08.028 10.1080/19440049.2017.1346390 10.1007/s00216-018-0968-z 10.1080/10408436.2016.1160820 |
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| Keywords | Poly (butylene adipate-co-terephthalate) Non-intentionally added substance Cyclic ester Poly (butylene succinate) |
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| SubjectTerms | Acids Additives Aliphatic compounds Butanediol Characterization and Evaluation of Materials Chemistry Chemistry and Materials Science Chromatography Complex Fluids and Microfluidics Esters Food packaging Fourier transforms Lasers Mass spectrometry Mechanical properties Methanol Monomers Oligomers Organic Chemistry Original Paper Physical Chemistry Polyester resins Polyesters Polyethylene terephthalate Polymer Sciences Polymerization Scientific imaging Soft and Granular Matter Solvents Terephthalate VOCs Volatile organic compounds |
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| Title | Analysis of oligomers in poly (butylene succinate) and poly (butylene adipate-co-terephthalate) |
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