CH423245A - Process for the production of polyesters which dry tack-free in the air - Google Patents
Process for the production of polyesters which dry tack-free in the airInfo
- Publication number
- CH423245A CH423245A CH374461A CH374461A CH423245A CH 423245 A CH423245 A CH 423245A CH 374461 A CH374461 A CH 374461A CH 374461 A CH374461 A CH 374461A CH 423245 A CH423245 A CH 423245A
- Authority
- CH
- Switzerland
- Prior art keywords
- weight
- parts
- free
- pentaerythritol
- alcohols
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 12
- 229920000728 polyester Polymers 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 12
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 150000001735 carboxylic acids Chemical class 0.000 claims description 6
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- 125000003158 alcohol group Chemical group 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 3
- FYRWKWGEFZTOQI-UHFFFAOYSA-N 3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propan-1-ol Chemical compound C=CCOCC(CO)(COCC=C)COCC=C FYRWKWGEFZTOQI-UHFFFAOYSA-N 0.000 claims description 2
- 230000008030 elimination Effects 0.000 claims description 2
- 238000003379 elimination reaction Methods 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 2
- RFIMISVNSAUMBU-UHFFFAOYSA-N 2-(hydroxymethyl)-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC=C RFIMISVNSAUMBU-UHFFFAOYSA-N 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-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
- 238000000926 separation method Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- 241000723347 Cinnamomum Species 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- -1 monostyrene Chemical compound 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
-
- 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
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyesters Or Polycarbonates (AREA)
Description
Verfahren zur Herstellung an der Luft klebfrei auftrocknender Polyester
Die Erfindung betrifft ein Verfahren zur Herstellung an der Luft klebfrei auftrocknender Polyester.
Es ist bekannt, ungesättigte Polyester durch Kondensation von ungesättigten cl, ss-Dicarbonsäuren, die gegebenenfalls teilweise durch gesättigte zweibasische Carbonsäuren ersetzt sein können, mit zweiwertigen Alkoholen herzustellen und die ungesättigten Polyester dann mit Vinylverbindungen, wie z. B. Methacrylsäuremethylester, Monostyrol, Cyclohexen oder Cyclopentadien, zu polymerisieren.
Diese aus ungesättigten Dicarbonsäuren und zweiwertigen Alkoholen hergestellten linearen Polyester sind mehr oder weniger viskose Harze, die den Nachteil haben, dass sie mit Vinylverbindungen nur dann klebfreie Mischpolymerisate bilden, wenn die Grenzflächen Polyester-Luft abgedeckt oder die Aushärtung in CO2-Atmosphäre durchgeführt werden.
Durch die Erfindung soll dieser Nachteil vermieden werden.
Das erfindungsgemässe Verfahren zur Herstellung an der Luft klebfrei auftrocknender Polyester ist dadurch gekennzeichnet, dass man ungesättigte zweibasische Carbonsäuren bzw. deren Anhydride, gegebenenfalls im Gemisch mit gesättigten zweibasischen Carbonsäuren bzw. deren Anhydriden, mit eine und dreiwertigen Alkoholen unter Wasserabspaltung vorkondensiert, das Vorkondensationsprodukt nach Zusatz von allylverätherten Alkoholen mit noch ein oder drei freien Alkoholgruppen weiterkondensiert und die Mischung mit monomeren ploymerisierbaren Vinylverbindungen mischpolymersiert, wobei während der Kondensation ein inertes Gas durch das Reaktionsgemisch geleitet wird.
Als ungesättigte Dicarbonsäuren werden z. B.
Maleinsäure, Fumarsäure bzw. deren Anhydride eingesetzt.
Ein Teil der ungesättigten Carbonsäuren können durch gesättigte Dicarbonsäuren, wie z. B. Adipinsäure und Phthalsäure usw., bzw. deren Andydride ersetzt werden.
Als Alkoholkomponente für die Vorkondensation werden z. B cyclische oder aliphatische Monoalkohole oder deren Gemische, wie z. B. Benzylalkohol, Cyclohexanol, Furfurylalkohol, Zimtalkohol, und Alkohole der allgemeinen Formel C11H2n + 20, wie Hexanol oder Nomanol, und als dreiwertige Alkohole z. B.
Glycerin, Hexantriol oder Trimethylolpropan verwendet.
Dem Vorkondensationsprodukt werden vor der Weiterkondensation allylverätherte Alkohole mit noch ein oder drei freien Alkoholgruppen zugesetzt.
Als verätherte Aklkohole eignen sich besonders Pentaerythritmonoallyläther oder Pentaerythrittriallyläther.
Mit besonderem Vorteil kann man ein technisches Gemisch von Pentaerythritallyläthern, wie es bei der Umsetzung von Pentaerythrit mit Allylchlorid anfällt, bis zu einer Säurezahl von 50 mg KOH/g verwenden.
Während der gesamten Reaktionszeit wird ein inertes Gas, z. B. Kohlendioxyd oder Stickstoff, durch das Reaktionsgemisch geleitet.
Die nach dem vorliegenden Verfahren hergestellten Polyester werden mit Vinylverbindungen, wie Monostyrol, mischpolymerisiert und trocknen auch in dünner Schicht klebfrei an der Luft auf.
Beispiel 1
147 Gew.-Teile Maleinsäureanhydrid, 222 Gew. Teile Phthalsäureanhydrid, 92 Gew.-Teile Glycerin und 216 Gew.-Teile Benzylalkohol werden nach Zusatz von 0,2 Gew.-Teilen Phosphorsäure und etwa 100 Gew.-Teilen Xylol unter Durchleiten eines CO2-Stromes und unter Rühren auf 160-165 C erhitzt. Das gebildete Reaktionswasser wird mit dem im Kreislauf geführten Xylol azeotrop überdestilliert und in einem Wasserabscheider abgetrennt. Nachdem sich etwa 25 Gew.-Teile Reaktionswasser abgeschieden haben, werden 54 Gew.-Teile Pentaery thffttiiallyläther, die durch Verätherung von Pentaerythrit mit Allylchlorid hergestellt und über eine Kolonne getrennt werden, zugegeben und weiterkondensiert, bis eine Säurezahl von 50 mg KOH/g erreicht ist.
Das Xylol wird anschliessend im Vakuum entfernt. Das Polyesterharz wird mit 0,15 Gew. Teilen Hydrochinon versetzt, in 314 Gew.-Teilen Styrol gelöst und unter Zusatz der üblichen Gew. Teile eines organischen Peroxydes und eines Beschleunigers mischpolymerisiert. Der Polyester trocknet auch in dünner Schicht klebfrei an der Luft auf, besitzt hervorragenden Glanz und lässt sich gut schleifen.
Beispiel 2
147 Gew.-Teile Maleinsäureanhydrid, 222 Gew. Teile Phthalsäureanhydrid 134 Gew.-Teile Trimethylolpropan und 232 Gew.-Teile n-Heptanol werden nach Zusatz von 0,2 Gew.-Teilen Phosphorsäure und etwa 100 Gew.-Teilen Xylol wie in Beispiel 1 beschrieben umgesetzt und nach dem Abscheiden von etwa 25 Gew.-Teilen Reaktionswasser werden 108 Gew.-Teile eines techn. Gemisches, bestehend aus Pentaerythritallyläthern (1,5-2,7 Äthergruppen pro Mol Pentaerythrit), zugegeben und wie unter Beispiel 1 beschrieben weiterverfahren. Bei der Weiterverarbeitung entsprechend den Angaben in Beispiel 1 erhält man einen Polyester, der klebfrei an der Luft auftrocknet.
Beispiel 3
147 Gew.-Teile Maleinsäureanhydrid, 222 Gew. Teile Phthalsäureanhydrid, 134 Gew.-Teile Hexantriol und 162 Gew.-Teile Benzylalkohol werden nach Zusatz von 0,2 Gew.-Teilen Phosphorsäure und etwa 100 Gew.-Teilen Xylol wie in Beispiel 1 beschrieben umgesetzt und nach dem Abscheiden von etwa 25 Gew.-Teilen Reaktionswasser werden 162 Gew. Teile eines techn. Gemisches, bestehend aus Pentaerythritallyläthern (1,5-2,7 Äthergruppen pro Mol Pentaerythrit), zugegeben und wie unter Beispiel 1 beschrieben weiterverfahren.
Bei der Weiterverarbeitung entsprechend den Angaben in Beispiel 1 erhält man einen Polyester, der klebfrei an der Luft auftrocknet.
Process for the production of polyesters which dry tack-free in the air
The invention relates to a process for producing polyesters which dry tack-free in the air.
It is known that unsaturated polyesters can be produced with dihydric alcohols by condensation of unsaturated cl, ss-dicarboxylic acids, some of which may be replaced by saturated dibasic carboxylic acids, and the unsaturated polyesters then with vinyl compounds, such as. B. methacrylic acid methyl ester, monostyrene, cyclohexene or cyclopentadiene to polymerize.
These linear polyesters made from unsaturated dicarboxylic acids and dihydric alcohols are more or less viscous resins which have the disadvantage that they only form tack-free copolymers with vinyl compounds if the polyester-air interfaces are covered or the curing is carried out in a CO2 atmosphere.
This disadvantage is to be avoided by the invention.
The process according to the invention for the production of polyesters which dry tack-free in the air is characterized in that unsaturated dibasic carboxylic acids or their anhydrides, optionally in a mixture with saturated dibasic carboxylic acids or their anhydrides, are precondensed with monohydric and trihydric alcohols with elimination of water, the precondensation product after addition condensed further by allyl etherified alcohols with one or three free alcohol groups and the mixture is copolymerized with monomeric polymerizable vinyl compounds, an inert gas being passed through the reaction mixture during the condensation.
As unsaturated dicarboxylic acids, for. B.
Maleic acid, fumaric acid or their anhydrides are used.
Some of the unsaturated carboxylic acids can be replaced by saturated dicarboxylic acids, such as. B. adipic acid and phthalic acid, etc., or their andhydrides are replaced.
As the alcohol component for the precondensation z. B cyclic or aliphatic monoalcohols or mixtures thereof, such as. B. benzyl alcohol, cyclohexanol, furfuryl alcohol, cinnamon alcohol, and alcohols of the general formula C11H2n + 20, such as hexanol or nomanol, and as trihydric alcohols z. B.
Glycerin, hexanetriol or trimethylolpropane are used.
Allyl etherified alcohols with one or three free alcohol groups are added to the precondensation product before further condensation.
Particularly suitable etherified alcohols are pentaerythritol monoallyl ether or pentaerythritol triallyl ether.
It is particularly advantageous to use a technical mixture of pentaerythritol lyl ethers, as is obtained in the reaction of pentaerythritol with allyl chloride, up to an acid number of 50 mg KOH / g.
During the entire reaction time, an inert gas, e.g. B. carbon dioxide or nitrogen, passed through the reaction mixture.
The polyesters produced by the present process are copolymerized with vinyl compounds, such as monostyrene, and also dry in thin layers in the air without tackiness.
example 1
147 parts by weight of maleic anhydride, 222 parts by weight of phthalic anhydride, 92 parts by weight of glycerol and 216 parts by weight of benzyl alcohol are converted, after adding 0.2 parts by weight of phosphoric acid and about 100 parts by weight of xylene, while passing a CO2 through -Current and heated to 160-165 C with stirring. The water of reaction formed is azeotropically distilled over with the circulated xylene and separated off in a water separator. After about 25 parts by weight of water of reaction have separated out, 54 parts by weight of pentaerytiyl ether, which are prepared by etherification of pentaerythritol with allyl chloride and separated by a column, are added and condensed further until an acid number of 50 mg KOH / g is reached is.
The xylene is then removed in vacuo. The polyester resin is mixed with 0.15 parts by weight of hydroquinone, dissolved in 314 parts by weight of styrene and copolymerized with the addition of the usual parts by weight of an organic peroxide and an accelerator. The polyester dries in a thin layer without sticking to the air, has an excellent gloss and is easy to sand.
Example 2
147 parts by weight of maleic anhydride, 222 parts by weight of phthalic anhydride, 134 parts by weight of trimethylolpropane and 232 parts by weight of n-heptanol are obtained as in the example after adding 0.2 parts by weight of phosphoric acid and about 100 parts by weight of xylene 1 described implemented and after the separation of about 25 parts by weight of water of reaction, 108 parts by weight of a technical. Mixture consisting of pentaerythrital lyl ethers (1.5-2.7 ether groups per mole of pentaerythritol) was added and the procedure described in Example 1 continued. Further processing according to the information in Example 1 gives a polyester which dries in the air without tackiness.
Example 3
147 parts by weight of maleic anhydride, 222 parts by weight of phthalic anhydride, 134 parts by weight of hexanetriol and 162 parts by weight of benzyl alcohol are obtained as in Example 1 after adding 0.2 parts by weight of phosphoric acid and about 100 parts by weight of xylene described implemented and after the separation of about 25 parts by weight of water of reaction 162 parts by weight of a technical. Mixture consisting of pentaerythrital lyl ethers (1.5-2.7 ether groups per mole of pentaerythritol) was added and the procedure described in Example 1 continued.
Further processing according to the information in Example 1 gives a polyester which dries in the air without tackiness.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH374461A CH423245A (en) | 1961-03-29 | 1961-03-29 | Process for the production of polyesters which dry tack-free in the air |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH374461A CH423245A (en) | 1961-03-29 | 1961-03-29 | Process for the production of polyesters which dry tack-free in the air |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH423245A true CH423245A (en) | 1966-10-31 |
Family
ID=4262555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH374461A CH423245A (en) | 1961-03-29 | 1961-03-29 | Process for the production of polyesters which dry tack-free in the air |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH423245A (en) |
-
1961
- 1961-03-29 CH CH374461A patent/CH423245A/en unknown
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