CS198870B1 - Method of preparing pleionomeric copolyester of terephthalic acid and sulphoisophthalicacid having polyethyleneglycol units built-in - Google Patents
Method of preparing pleionomeric copolyester of terephthalic acid and sulphoisophthalicacid having polyethyleneglycol units built-in Download PDFInfo
- Publication number
- CS198870B1 CS198870B1 CS526478A CS526478A CS198870B1 CS 198870 B1 CS198870 B1 CS 198870B1 CS 526478 A CS526478 A CS 526478A CS 526478 A CS526478 A CS 526478A CS 198870 B1 CS198870 B1 CS 198870B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- pleionomeric
- copolyester
- preparing
- sulphoisophthalicacid
- terephthalic acid
- Prior art date
Links
- 239000002202 Polyethylene glycol Substances 0.000 title claims description 7
- 229920001223 polyethylene glycol Polymers 0.000 title claims description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims description 5
- YZTJKOLMWJNVFH-UHFFFAOYSA-N 2-sulfobenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O YZTJKOLMWJNVFH-UHFFFAOYSA-N 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 229920001634 Copolyester Polymers 0.000 title description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 6
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 claims description 5
- 238000005886 esterification reaction Methods 0.000 claims description 4
- -1 hydroxyethyl ester Chemical class 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 125000003827 glycol group Chemical group 0.000 claims 1
- 238000011282 treatment Methods 0.000 description 8
- 125000001033 ether group Chemical group 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-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
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
Description
Predmetom vynálezu je sposob přípravy pleionomérneho kopolyesteru kyseliny tereftálovej a sulfoizoftálovej s vbudovanými polyglykoléterovými jednotkami, ktorý sa uplatňuje ako pomocný prípravok pře antistatická, hydrofilnú a úpravu umožňujúcu íahkú vyprateínost Spiny ž vlákien a textilných materiálov.SUMMARY OF THE INVENTION The present invention relates to a process for the preparation of a pleionomeric copolyester of terephthalic acid and sulfoisophthalic acid with built-in polyglycol ether units, which is used as an auxiliary agent for antistatic, hydrophilic and treatment enabling easy spillage of fibers and textile materials.
Doteraz sa pre predošlé úpravy používali pleionoméry polyesteru s vbudovanými hydrofilnými polyglykoléterovými reíazcami, ktoré však neumožňujú viazanie dalších úpravárenských produktov a v dosledku voskovitého charakteru úpravy dochádza k zvýšenej adhézií suchéj pigmentovéj špiny.Hitherto, polyester pleionomers with built-in hydrophilic polyglycol ether chains have been used for the previous treatments, but do not allow the binding of further treatment products and, as a result of the waxy nature of the treatment, there is an increased adhesion of dry pigment dirt.
Podstata vynálezu je v tom, že sa dimetyltereftalét, sodná soí bis/hydroxyetylesteru/ kyseliny 5-sulfoizoftalovej kondenzuje s etylénglykolom a polyetylénglykolom s relativnou molekulovou hmotnosíou 300 až 2 000, s výhodou polyetylénglykolom s rel.mol. hmotnostou 600, za přítomnosti reesterifikačných a kondenzačných katalyzátorov a antioxidantov.SUMMARY OF THE INVENTION The present invention is characterized in that dimethyl terephthalate, the sodium salt of bis / hydroxyethyl ester / 5-sulfoisophthalic acid, is condensed with ethylene glycol and polyethylene glycol having a relative molecular weight of 300 to 2000, preferably polyethylene glycol with rel.mol. weight 600, in the presence of re-esterification and condensation catalysts and antioxidants.
Přednostou navrhovaného.produktu je, že umožňuje okrem antistatickéj, hydrofilnej a úpravu umožňujúcej íahkú vyprateínost' špiny, tiež viazanie dalších úpravárenských produktov typu kvartémyoh amóniových a fosfóniových zlúčenin prostřednictvom prítomnej skupiny sulfosoli, čím možno dosiahnuť antimikrobiálnu úpravu, nehoríavú úpravu a farbenie bézickými farbivami apod.The advantage of the proposed product is that, in addition to its antistatic, hydrophilic and dirt-repellent treatment, it also permits the binding of other quaternary ammonium and phosphonium-type treatment products via the sulphosulfate group present, thereby providing antimicrobial treatment, non-flammable treatment and dyeing.
198 870198 870
198 870198 870
Sposob přípravy pleionomérneho kopolyesteru kyseliny teftálovej a 5-sulfoizoftálovej s vbudovanými polyglykoléterovými reťazcami je v áalšom popísaný v príkladoch prevedenia bez toho, že by sa výhradně na tieto typy přípravy vzťahoval.The process for preparing the pleionomeric copolyester of tephthalic acid and 5-sulfoisophthalic acid with built-in polyglycol ether chains is described in the examples below without being restricted to these types of preparation.
PřikladlEXAMPLE
Do polykondenzačného kotláobsahu 3,5 1 opatřeného mieSadlom, chladenou kolonou, prívodom vékua a regulačnými prvkami vyvedenými na ovládací panel sa dá 825 g dimetyl teregtalétu, 795 g 33,6%-ného roztoku sodnej soli bis (hydroxyetylesteru) kyseliny 5 sulfoizoftálovej, 12,5 ml etylénglykolu a 0,2749 g oetanu zinočnatého. Potom sa kotol vyhřeje postupné na 215 °C, pričom prebieha préesterifikácia. Po preesterifikácii, ktorá prebieha 6 hodin, sa přidá 580 g polyetylénglykolu s relativnou molekulovou hmotnosťou 600 a 0,495 g oetanu antimoničitého a 1,23 antioxidantu 6 a zahrieva sa na 240 °C. Po 15 minútach sa zapojí vákumm a polykondenzácia sa ukonči za 75 minút. Získaný produkt má limitně viskozitné číslo 0,107 dl/g a teplotu topenia 125 až 133 °C.In a 3.5 liter polycondensation boiler equipped with a stirrer, a cooled column, a lid feed, and control elements brought to the control panel, 825 g of dimethyl teregthallate, 795 g of a 33.6% sodium bis (hydroxyethyl ester) solution of 5 sulfoisophthalic acid, 12, 5 ml of ethylene glycol and 0.2749 g of zinc acetate. Then the boiler is heated gradually to 215 ° C while undergoing transesterification. After a 6 hour re-esterification, 580 g of polyethylene glycol with a relative molecular weight of 600 and 0.495 g of antimony trioxide and 1.23 of antioxidant 6 are added and heated to 240 ° C. After 15 minutes, it is connected by vacuum and the polycondensation is completed in 75 minutes. The product obtained has a viscosity limit of 0.107 dl / g and a melting point of 125-133 ° C.
Příklad 2Example 2
Ako příklad 1 s tým rozdíelom, že sa do reesterifikačnej reakcie berie 874 g dimetyltereftalátu, 198 ml etylénglykolu a 2,9115 g octanu zinočnatého. Pre polykonden záciu sa použilo 530 g 33,63%-ného roztoku sodnej soli bis(hydroxyetylesteru) kyseliny 5-sulfoizoftálovej, 612 g polyetylénglykolu s relativnou molekulovou hootnosíou 600 pri nezmenenom množstve ostatných zložiek. Získaný produkt mal limitně viskozitné číslo 0,161 dl/g a teplotu topenia 62 až 67 °C.As Example 1, except that 874 g of dimethyl terephthalate, 198 ml of ethylene glycol and 2.9115 g of zinc acetate are taken into the re-esterification reaction. For polycondensation, 530 g of a 33.63% solution of sodium bis (hydroxyethyl ester) 5-sulfoisophthalic acid, 612 g of polyethylene glycol having a relative molecular weight of 600, with an unchanged amount of the other components were used. The product obtained had a viscosity limit of 0.161 dl / g and a melting point of 62-67 ° C.
PREDMET VYNÁLEZUOBJECT OF THE INVENTION
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS526478A CS198870B1 (en) | 1978-08-11 | 1978-08-11 | Method of preparing pleionomeric copolyester of terephthalic acid and sulphoisophthalicacid having polyethyleneglycol units built-in |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS526478A CS198870B1 (en) | 1978-08-11 | 1978-08-11 | Method of preparing pleionomeric copolyester of terephthalic acid and sulphoisophthalicacid having polyethyleneglycol units built-in |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS198870B1 true CS198870B1 (en) | 1980-06-30 |
Family
ID=5397199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS526478A CS198870B1 (en) | 1978-08-11 | 1978-08-11 | Method of preparing pleionomeric copolyester of terephthalic acid and sulphoisophthalicacid having polyethyleneglycol units built-in |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS198870B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4702857A (en) * | 1984-12-21 | 1987-10-27 | The Procter & Gamble Company | Block polyesters and like compounds useful as soil release agents in detergent compositions |
-
1978
- 1978-08-11 CS CS526478A patent/CS198870B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4702857A (en) * | 1984-12-21 | 1987-10-27 | The Procter & Gamble Company | Block polyesters and like compounds useful as soil release agents in detergent compositions |
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