JP2002338671A - ポリエステルの製造方法 - Google Patents
ポリエステルの製造方法Info
- Publication number
- JP2002338671A JP2002338671A JP2001147275A JP2001147275A JP2002338671A JP 2002338671 A JP2002338671 A JP 2002338671A JP 2001147275 A JP2001147275 A JP 2001147275A JP 2001147275 A JP2001147275 A JP 2001147275A JP 2002338671 A JP2002338671 A JP 2002338671A
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- esterification reaction
- waste
- reaction vessel
- low polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 153
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000005886 esterification reaction Methods 0.000 claims abstract description 74
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 69
- 239000002699 waste material Substances 0.000 claims abstract description 62
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 30
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229920000642 polymer Polymers 0.000 claims description 84
- 230000035484 reaction time Effects 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 11
- 239000002245 particle Substances 0.000 claims description 6
- 230000032050 esterification Effects 0.000 abstract description 2
- 238000009434 installation Methods 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 33
- 238000006243 chemical reaction Methods 0.000 description 29
- -1 polyethylene terephthalate Polymers 0.000 description 22
- 229920000139 polyethylene terephthalate Polymers 0.000 description 21
- 239000005020 polyethylene terephthalate Substances 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 10
- 239000007788 liquid Substances 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000006227 byproduct Substances 0.000 description 7
- 238000004448 titration Methods 0.000 description 7
- 238000001914 filtration Methods 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000002156 mixing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- LYCAIKOWRPUZTN-NMQOAUCRSA-N 1,2-dideuteriooxyethane Chemical compound [2H]OCCO[2H] LYCAIKOWRPUZTN-NMQOAUCRSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- FYEHYMARPSSOBO-UHFFFAOYSA-N Aurin Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)=C1C=CC(=O)C=C1 FYEHYMARPSSOBO-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001147275A JP2002338671A (ja) | 2001-05-17 | 2001-05-17 | ポリエステルの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001147275A JP2002338671A (ja) | 2001-05-17 | 2001-05-17 | ポリエステルの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002338671A true JP2002338671A (ja) | 2002-11-27 |
| JP2002338671A5 JP2002338671A5 (enExample) | 2008-06-05 |
Family
ID=18992788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001147275A Pending JP2002338671A (ja) | 2001-05-17 | 2001-05-17 | ポリエステルの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2002338671A (enExample) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021072020A1 (en) * | 2019-10-08 | 2021-04-15 | Eastman Chemical Company | Catalyst systems for crystallizable reactor grade resins with recycled content |
| WO2021080777A1 (en) * | 2019-10-25 | 2021-04-29 | Eastman Chemical Company | Copolyesters produced from recycled copolyesters |
| JP2021120445A (ja) * | 2019-03-29 | 2021-08-19 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP2022059717A (ja) * | 2020-10-02 | 2022-04-14 | 東レ株式会社 | ポリエステル樹脂組成物の製造方法 |
| JP2022063218A (ja) * | 2020-10-09 | 2022-04-21 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP2023027592A (ja) * | 2021-08-17 | 2023-03-02 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP2023028056A (ja) * | 2021-08-18 | 2023-03-03 | ユニチカ株式会社 | 熱接着性芯鞘型複合繊維 |
| JP2023028055A (ja) * | 2021-08-18 | 2023-03-03 | ユニチカ株式会社 | 再生ポリエステル繊維 |
| JP2023144469A (ja) * | 2022-03-28 | 2023-10-11 | 三菱ケミカル株式会社 | ポリエステル樹脂とその製造方法及び塗料 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10101784A (ja) * | 1996-09-30 | 1998-04-21 | Nippon Ester Co Ltd | スクラップ利用ポリエステルの製造法 |
| JPH11228733A (ja) * | 1998-02-19 | 1999-08-24 | Nippon Paint Co Ltd | ポリエステルチップの再利用方法 |
-
2001
- 2001-05-17 JP JP2001147275A patent/JP2002338671A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10101784A (ja) * | 1996-09-30 | 1998-04-21 | Nippon Ester Co Ltd | スクラップ利用ポリエステルの製造法 |
| JPH11228733A (ja) * | 1998-02-19 | 1999-08-24 | Nippon Paint Co Ltd | ポリエステルチップの再利用方法 |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7072764B2 (ja) | 2019-03-29 | 2022-05-23 | ユニチカ株式会社 | 再生ポリエステル樹脂の製造方法 |
| JP2021120445A (ja) * | 2019-03-29 | 2021-08-19 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| WO2021072020A1 (en) * | 2019-10-08 | 2021-04-15 | Eastman Chemical Company | Catalyst systems for crystallizable reactor grade resins with recycled content |
| CN114787233A (zh) * | 2019-10-08 | 2022-07-22 | 伊士曼化工公司 | 用于具有回收料含量的可结晶反应器级树脂的催化剂体系 |
| JP2022552207A (ja) * | 2019-10-08 | 2022-12-15 | イーストマン ケミカル カンパニー | 再資源化含量を有する結晶化可能な反応器級樹脂のための触媒システム |
| WO2021080779A1 (en) * | 2019-10-25 | 2021-04-29 | Eastman Chemical Company | Crystallizable shrinkable films and thermoformable films and sheets made from reactor grade resins with recycled content |
| CN114787255A (zh) * | 2019-10-25 | 2022-07-22 | 伊士曼化工公司 | 由具有回收内容物的反应器级树脂制成的可结晶可收缩膜和可热成型膜和片材 |
| WO2021080777A1 (en) * | 2019-10-25 | 2021-04-29 | Eastman Chemical Company | Copolyesters produced from recycled copolyesters |
| JP2022059717A (ja) * | 2020-10-02 | 2022-04-14 | 東レ株式会社 | ポリエステル樹脂組成物の製造方法 |
| JP2022063218A (ja) * | 2020-10-09 | 2022-04-21 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP7247433B2 (ja) | 2020-10-09 | 2023-03-29 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP2023027592A (ja) * | 2021-08-17 | 2023-03-02 | ユニチカ株式会社 | 再生ポリエステル樹脂及び再生ポリエステル樹脂の製造方法 |
| JP2023028056A (ja) * | 2021-08-18 | 2023-03-03 | ユニチカ株式会社 | 熱接着性芯鞘型複合繊維 |
| JP2023028055A (ja) * | 2021-08-18 | 2023-03-03 | ユニチカ株式会社 | 再生ポリエステル繊維 |
| JP2023144469A (ja) * | 2022-03-28 | 2023-10-11 | 三菱ケミカル株式会社 | ポリエステル樹脂とその製造方法及び塗料 |
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