DE2120092A1 - Verfahren zur Herstellung von faserbildendem Polytetramethylenterephthalat - Google Patents
Verfahren zur Herstellung von faserbildendem PolytetramethylenterephthalatInfo
- Publication number
- DE2120092A1 DE2120092A1 DE19712120092 DE2120092A DE2120092A1 DE 2120092 A1 DE2120092 A1 DE 2120092A1 DE 19712120092 DE19712120092 DE 19712120092 DE 2120092 A DE2120092 A DE 2120092A DE 2120092 A1 DE2120092 A1 DE 2120092A1
- Authority
- DE
- Germany
- Prior art keywords
- vacuum
- butanediol
- terephthalic acid
- temperature
- esterification
- 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
- 238000000034 method Methods 0.000 title claims description 30
- -1 polytetramethylene terephthalate Polymers 0.000 title claims description 20
- 229920000874 polytetramethylene terephthalate Polymers 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 62
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 51
- 229920000642 polymer Polymers 0.000 claims description 26
- 239000011541 reaction mixture Substances 0.000 claims description 24
- 238000006068 polycondensation reaction Methods 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 9
- 238000005886 esterification reaction Methods 0.000 description 39
- 230000032050 esterification Effects 0.000 description 38
- 239000000178 monomer Substances 0.000 description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 11
- 239000002253 acid Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 150000002009 diols Chemical class 0.000 description 7
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000002148 esters Chemical group 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000012935 Averaging Methods 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 239000004575 stone 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
- 238000002207 thermal evaporation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3275470A | 1970-04-28 | 1970-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2120092A1 true DE2120092A1 (de) | 1971-11-11 |
Family
ID=21866635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712120092 Pending DE2120092A1 (de) | 1970-04-28 | 1971-04-24 | Verfahren zur Herstellung von faserbildendem Polytetramethylenterephthalat |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE766397A (enExample) |
| CA (1) | CA947450A (enExample) |
| DE (1) | DE2120092A1 (enExample) |
| FR (1) | FR2086415B1 (enExample) |
| GB (1) | GB1320621A (enExample) |
| IT (1) | IT946233B (enExample) |
| NL (1) | NL7105777A (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2539249A1 (de) * | 1974-09-03 | 1976-03-11 | Mitsubishi Chem Ind | Verfahren zur herstellung eines polyesters |
| US5854377A (en) * | 1995-03-16 | 1998-12-29 | Basf Aktiengesellschaft | Continuous preparation of thermoplastic polyesters |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5015759A (en) * | 1989-12-08 | 1991-05-14 | E. I. Du Pont De Nemours And Company | Process for increasing the direct esterification reaction rate of a diacid with a glycol |
-
1971
- 1971-04-24 DE DE19712120092 patent/DE2120092A1/de active Pending
- 1971-04-27 GB GB1157671A patent/GB1320621A/en not_active Expired
- 1971-04-27 FR FR7114963A patent/FR2086415B1/fr not_active Expired
- 1971-04-28 BE BE766397A patent/BE766397A/xx unknown
- 1971-04-28 CA CA111,656A patent/CA947450A/en not_active Expired
- 1971-04-28 NL NL7105777A patent/NL7105777A/xx unknown
- 1971-05-18 IT IT5040871A patent/IT946233B/it active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2539249A1 (de) * | 1974-09-03 | 1976-03-11 | Mitsubishi Chem Ind | Verfahren zur herstellung eines polyesters |
| US5854377A (en) * | 1995-03-16 | 1998-12-29 | Basf Aktiengesellschaft | Continuous preparation of thermoplastic polyesters |
Also Published As
| Publication number | Publication date |
|---|---|
| CA947450A (en) | 1974-05-14 |
| NL7105777A (enExample) | 1971-11-01 |
| FR2086415A1 (enExample) | 1971-12-31 |
| IT946233B (it) | 1973-05-21 |
| FR2086415B1 (enExample) | 1975-01-17 |
| GB1320621A (en) | 1973-06-20 |
| BE766397A (fr) | 1971-10-28 |
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