Flame-retardant polyesters. II. Polyester polymers

Two flame‐retardant polyesters were polymerized with two types of phosphorous flame retardants. 3‐(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a main‐chain type, and 9,10‐dihydro‐9‐oxa‐10‐2,3‐dicarbonylpropyl‐10‐phosphophenanthrene‐10‐oxide (DI) was used as a pendant type. Polymerizati...

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Published inJournal of applied polymer science Vol. 106; no. 2; pp. 1274 - 1280
Main Authors Yang, Seung-Cheol, Kim, Jae Pil
Format Journal Article
LanguageEnglish
Published Hoboken Wiley Subscription Services, Inc., A Wiley Company 15.10.2007
Wiley
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ISSN0021-8995
1097-4628
DOI10.1002/app.26544

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Abstract Two flame‐retardant polyesters were polymerized with two types of phosphorous flame retardants. 3‐(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a main‐chain type, and 9,10‐dihydro‐9‐oxa‐10‐2,3‐dicarbonylpropyl‐10‐phosphophenanthrene‐10‐oxide (DI) was used as a pendant type. Polymerization was accomplished on a commercial scale with a three‐reactor system to exclude the compositional variation of oligomeric ethylene terephthalate. A longer polycondensation time and a higher dosage of the catalyst were necessary for DI with respect to HPP because of the high content and relatively low reactivity of the flame retardant. However, the content of diethylene glycol (DEG) in the polyester, which formed during the polymerization, was much higher in the case of HPP. The produced polyesters had almost the same molecular weight, but the DEG contents in the polyesters were quite different. The higher DEG content in the HPP polyester reduced the thermal stability. The greater flexibility of the HPP polyester chain resulted in easier crystallization and a lower crystalline temperature. The HPP polyester had higher susceptibility to thermal degradation because of low resistance to thermal chain scission, degraded at a lower temperature, and was more easily degraded because of a weak PO bond linkage in the main chain. The DI polyester, whose phosphorous atom was highly sterically hindered, showed better alkaline resistance than the HPP polyester because of the lower acidity and lower hydrophilic DEG content. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007
AbstractList Two flame‐retardant polyesters were polymerized with two types of phosphorous flame retardants. 3‐(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a main‐chain type, and 9,10‐dihydro‐9‐oxa‐10‐2,3‐dicarbonylpropyl‐10‐phosphophenanthrene‐10‐oxide (DI) was used as a pendant type. Polymerization was accomplished on a commercial scale with a three‐reactor system to exclude the compositional variation of oligomeric ethylene terephthalate. A longer polycondensation time and a higher dosage of the catalyst were necessary for DI with respect to HPP because of the high content and relatively low reactivity of the flame retardant. However, the content of diethylene glycol (DEG) in the polyester, which formed during the polymerization, was much higher in the case of HPP. The produced polyesters had almost the same molecular weight, but the DEG contents in the polyesters were quite different. The higher DEG content in the HPP polyester reduced the thermal stability. The greater flexibility of the HPP polyester chain resulted in easier crystallization and a lower crystalline temperature. The HPP polyester had higher susceptibility to thermal degradation because of low resistance to thermal chain scission, degraded at a lower temperature, and was more easily degraded because of a weak PO bond linkage in the main chain. The DI polyester, whose phosphorous atom was highly sterically hindered, showed better alkaline resistance than the HPP polyester because of the lower acidity and lower hydrophilic DEG content. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007
Two flame-retardant polyesters were polymerized with two types of phosphorous flame retardants. 3-(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a main-chain type, and 9,10-dihydro-9-oxa-10-2,3-dicarbonylpropyl-10-phosphophenanthrene-10-oxide (DI) was used as a pendant type. Polymerization was accomplished on a commercial scale with a three-reactor system to exclude the compositional variation of oligomeric ethylene terephthalate. A longer polycondensation time and a higher dosage of the catalyst were necessary for DI with respect to HPP because of the high content and relatively low reactivity of the flame retardant. However, the content of diethylene glycol (DEG) in the polyester, which formed during the polymerization, was much higher in the case of HPP. The produced polyesters had almost the same molecular weight, but the DEG contents in the polyesters were quite different. The higher DEG content in the HPP polyester reduced the thermal stability. The greater flexibility of the HPP polyester chain resulted in easier crystallization and a lower crystalline temperature. The HPP polyester had higher susceptibility to thermal degradation because of low resistance to thermal chain scission, degraded at a lower temperature, and was more easily degraded because of a weak PO bond linkage in the main chain. The DI polyester, whose phosphorous atom was highly sterically hindered, showed better alkaline resistance than the HPP polyester because of the lower acidity and lower hydrophilic DEG content.
Author Yang, Seung-Cheol
Kim, Jae Pil
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Issue 2
Keywords Phosphorus copolymer
Property composition relationship
Chemical resistance
Organic phosphinate
Flame retardant
Condensation polymerization
Oxygen phosphorus heterocycle
Experimental study
Thermal stability
polyesters
Thermal properties
flame retardance
polycondensation
Additive
Ester copolymer
esterification
Preparation
Chemical properties
Ethylene terephthalate copolymer
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Snippet Two flame‐retardant polyesters were polymerized with two types of phosphorous flame retardants. 3‐(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a...
Two flame-retardant polyesters were polymerized with two types of phosphorous flame retardants. 3-(Hydroxyphenyl phosphinyl)propanoic acid (HPP) was used as a...
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SubjectTerms Applied sciences
esterification
Exact sciences and technology
flame retardance
Organic polymers
Physicochemistry of polymers
polycondensation
polyesters
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Title Flame-retardant polyesters. II. Polyester polymers
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