Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Terephthalic Acid | HCID 7489 | — |
| Reactant | Trisodium Phosphate | HCID 24243 | — |
| Reactant | Oxostibanylium | HCID 15787738 | — |
| Reactant | 2-Hydroxyethyl ethyl(3-hydroxypropyl)phosphinate | HCID 86656678 | — |
| Catalyst | Zinc Acetate | HCID 11192 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | Terephthalic Acid | HCID 7489 | — |
| Product | Phosphorus | HCID 5462309 | 0.9% |
| Product | 2-Hydroxyethyl ethyl(3-hydroxypropyl)phosphinate | HCID 86656678 | — |
Reaction Steps
Terephthalic acid, ethylene glycol and 2-hydroxyethyl ethyl(3-hydroxy-propyl)phosphinate (produced as in Example 11) are polymerized in a weight ratio of 1000:650:70 in the presence of zinc acetate and antimony(III) oxide under the usual conditions. To 19.6 g of 2-hydroxyethyl ethyl(3-hydroxypropyl)phosphinate are added 290 g of terephthalic acid, 188 g of ethylene glycol and 0.34 g of zinc acetate, and the mixture is heated to 200° C. for 2 h. Then, 0.29 g of trisodium phosphate anhydrate and 0.14 g of antimony(III) oxide are added, followed by heating to 280° C. and subsequent evacuation. The melt obtained (351 g, phosphorus content 0.9%) is used to injection mold test specimens 1.6 mm in thickness for measurement of the limiting oxygen index (LOI) to ISO 4589-2 and also for the UL 94 (Underwriter Laboratories) flammability test. The test specimens thus produced gave an LOI of 40% O2 and were UL 94 classified as flammability class V-0. Corresponding test specimens without 2-hydroxyethyl ethyl(3-hydroxypropyl)phosphinate gave an LOI of just 31% O2 and were UL 94 classified as flammability class V-2 only. The polyester molded article containing 2-hydroxyethyl ethyl(3-hydroxypropyl)phosphinate hence clearly has flame-retardant properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614267B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-6299641d596f4e0ba81c3a1f4a6139e3 |
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| Source note | uspto-grants-2013_12 |
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