GB1004462A - Solid phase polyesterification process and polymers - Google Patents
Solid phase polyesterification process and polymersInfo
- Publication number
- GB1004462A GB1004462A GB1009362A GB1009362A GB1004462A GB 1004462 A GB1004462 A GB 1004462A GB 1009362 A GB1009362 A GB 1009362A GB 1009362 A GB1009362 A GB 1009362A GB 1004462 A GB1004462 A GB 1004462A
- Authority
- GB
- United Kingdom
- Prior art keywords
- glycol
- prepolymer
- poly
- cooled
- layer
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000007790 solid phase Substances 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 9
- 150000002148 esters Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 2
- 238000002844 melting Methods 0.000 abstract 2
- 230000008018 melting Effects 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- 239000000843 powder Substances 0.000 abstract 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000004455 differential thermal analysis Methods 0.000 abstract 1
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 abstract 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
- C08G63/80—Solid-state polycondensation
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)
Abstract
In order to obtain a poly(glycol terephthalate) prepolymer having a "locked-in" amorphous content, molten prepolymer having an inherent viscosity of 0.33 to 0.43 is cast on to a metal surface to form a layer 5 to 35 mm. thick, the upper surface of the layer being cooled by a gas whilst the underside of the metal support is cooled by a heat-exchange liquid to a temperature of not more than 90 DEG C. at the point of first contact to no less than 10 DEG C. at the latest contact, whereby, the molten surface of the layer is essentially immediately cooled to form a surface crust and the remainder of the layer is cooled to a maximum internal temperature of 125 DEG C. in 1 to 5 minutes. The resulting solid prepolymer may then be further solid-phase polymerized to an inherent viscosity of at least 0.5 by grinding the prepolymer to a powder of which substantially all passes a 20-mesh screen and heating the powder with agitation in a current of an inert gas at atmospheric or reduced pressure for no more than 8 hours. The resulting polyester has a lower initial melting point, as shown by differential thermal analysis, then a polyester prepared in the normal manner. To obtain the molten prepolymer, the process comprises (a) heating 1 mole of a dialkyl ester of terephthalic acid (up to 10 mole per cent of which may be replaced by an aliphatic dicarboxylic acid containing 2 to 40 carbon atoms) at 150 DEG to 225 DEG C. and at 1 to 3 atmospheres pressure, the monohydric alcohol distilled off being removed whilst the glycol distilled off is returned to the reaction vessel, whereby an ester containing 1 to 10 acid residues is produced and (2) heating this ester in a second reaction vessel at a temperature of not more than 20 DEG C. higher than the melting point of the prepolymer and at gradually reducing pressures whilst the contents of the reaction vessel are kept in a condition of turbulent flow. The glycol may be ethylene glycol, dodecamethylene glycol, neopentyl glycol, 2 : 2 : 4 : 4-tetramethyl - 1 : 3 - cyclobutanediol or 1 : 4-cyclohexanedimethanol up to 10 mol. per cent of which may be replaced by poly-(ethylene glycol), poly-(tetramethylene glycol) or hydroxy terminated poly-(neopentylene adipate).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9706361A | 1961-03-20 | 1961-03-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1004462A true GB1004462A (en) | 1965-09-15 |
Family
ID=22260732
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1009362A Expired GB1004462A (en) | 1961-03-20 | 1962-03-16 | Solid phase polyesterification process and polymers |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1495574B2 (en) |
| GB (1) | GB1004462A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3463760A (en) * | 1966-12-01 | 1969-08-26 | Eastman Kodak Co | Method for cooling molten polyester prepolymer |
| CN119827706A (en) * | 2023-10-12 | 2025-04-15 | 中国石油化工股份有限公司 | System and method for on-line detection of catalyst prepolymerization multiple in olefin polymerization |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4327616A1 (en) * | 1993-08-17 | 1995-02-23 | Hoechst Ag | Process for the production of polyesters with improved whiteness |
-
1962
- 1962-03-16 GB GB1009362A patent/GB1004462A/en not_active Expired
- 1962-03-17 DE DE19621495574 patent/DE1495574B2/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3463760A (en) * | 1966-12-01 | 1969-08-26 | Eastman Kodak Co | Method for cooling molten polyester prepolymer |
| CN119827706A (en) * | 2023-10-12 | 2025-04-15 | 中国石油化工股份有限公司 | System and method for on-line detection of catalyst prepolymerization multiple in olefin polymerization |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1495574A1 (en) | 1969-03-27 |
| DE1495574B2 (en) | 1971-12-23 |
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