SU179918A1 - METHOD OF POLYAMIDE STABILIZATION - Google Patents
METHOD OF POLYAMIDE STABILIZATIONInfo
- Publication number
- SU179918A1 SU179918A1 SU906027A SU906027A SU179918A1 SU 179918 A1 SU179918 A1 SU 179918A1 SU 906027 A SU906027 A SU 906027A SU 906027 A SU906027 A SU 906027A SU 179918 A1 SU179918 A1 SU 179918A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- stabilizers
- polyamide
- phenylenediamine
- naphthyl
- stabilization
- Prior art date
Links
- 239000004952 Polyamide Substances 0.000 title description 9
- 229920002647 polyamide Polymers 0.000 title description 9
- 239000011528 polyamide (building material) Substances 0.000 title description 6
- 238000011105 stabilization Methods 0.000 title description 3
- 239000003381 stabilizer Substances 0.000 description 10
- -1 phosphoric acid organic esters Chemical class 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N Catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 238000010525 oxidative degradation reaction Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229940051881 Anilide analgesics and antipyretics Drugs 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 230000000087 stabilizing Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
Description
Способ стабилизаци полиамидов введением в них в качестве стабилизаторов органических эфиров фосфористых кислот известен. Однако такие стабилизаторы недостаточно стабильны и не обеспечивают полной стабилизации нолимеров.The method of stabilizing polyamides by introducing phosphoric acid organic esters as stabilizers is known. However, such stabilizers are not stable enough and do not provide complete stabilization of polymers.
По предлагаемому способу в качестве стабилизаторов (против термоокислительной деструкции ) примен ют N-алкилированные аннлиды арилфосфористых кислот, что нозвол ет значительно расширить ассорт мент стабилизаторов дл полиамидов, которые к тому же более стабильны и эффективны по сравнению с известными.According to the proposed method, N-alkylated anides of aryl phosphorous acids are used as stabilizers (against thermo-oxidative degradation), which can significantly expand the range of stabilizers for polyamides, which are also more stable and effective compared to the known ones.
Стабилизаторы с обид,ей формулойStabilizers with offenses, her formula
Ar-N-P(OArM2Ar-N-P (OArM2
ввод т в готовый порошкообразный иолиамид в количестве 0,5Vo от его веса. Высока устойчивость термическа и к гидролизу описываемых стабилизаторов позвол ет вводить их также в реакционную массу на стадии поликонденсации .injected into the final powdered yolamide in the amount of 0.5Vo of its weight. The high thermal stability and hydrolysis of the stabilizers described allows one to introduce them also into the reaction mass at the polycondensation stage.
чались по общ.еприи тому методу окислени иолиамидов в нх присутствии, а эффективность оценивалась но изменению давлени кислорода в системе в зависимости от продолжительност .ч термоокнслительной деструкции полиамида при 200°С и давлении киситорода 200 м.п рт. ст.In general, this method of oxidation of ioliamides in their presence, and the efficiency was estimated by changing the oxygen pressure in the system depending on the duration of thermo-oxidative destruction of polyamide at 200 ° C and oxygen pressure of 200 mp. mer. Art.
Пример. Образцы иестабилизированного полиамида 68 и стабилизированного N-метиланилидом , N-этиланилидом и N-бутиланилидом нирокатехинфосфористой кислоты, а также известными ингибиторами неозоном-Д, ди-р-нафтил-п-фенилендиамином, сс-нафтиловым эфиром пирокатехинфосфористой кислоты , вз тыми в количестве 0,5о/о от веса полимера , подвергали термоокислительной деструкции при 200°С 11 давлении кислорода 200 мм рт. ст. На .чертеже графически представлены полученные результаты, где 1 - полиамид 68, стабилизированный N-этилаиилидом, 2 - N-метиланилидом и 3-N-бутиланнлидом пирокатехинфосфористой кислоты, 4 - полиамид 68 без стабилизатора, 5-полиамид 68, стабилизированный иеозоном-Д, 6 - ди-|3-нафтнл-нфенилендиамином и 7 - а-нафтиловым эфиром пирокатехннфосфористой кислоты.Example. Samples of iestabilized polyamide 68 and stabilized by N-methylanilide, N-ethylanilide and N-butylanilide, neurocatechol phosphorous acid, as well as the known inhibitors neonone-D, di-p-naphthyl-p-phenylenediamine, c-naphthyl ether, pyroxyphosphine -phenylenediamine, c-naphthyl ether, pyroxyphosphine-p-phenylenediamine, c-naphthyl ether, pyroxyphosphine-p-phenylenediamine, c-naphthyl ether, pyroxyphosphine-p-phenylenediamine; , 5o / o from the weight of the polymer, were subjected to thermo-oxidative degradation at 200 ° С 11 with an oxygen pressure of 200 mm Hg. Art. The drawing graphically presents the results obtained, where 1 is polyamide 68 stabilized by N-ethylaylide, 2 - N-methylanilide and 3-N-butylannide pyrocatechin phosphorous acid, 4 - polyamide 68 without stabilizer, 5-polyamide 68 stabilized by jeozon-D, 6 - di- | 3-naphthyl-nphenylenediamine and 7 - a-naphthyl pyrocatephosphorous acid ester.
п-фенилендиамину и а-нафтиловому эфиру пирокатехинфосфористой кислоты. Предлагаемые стабилизаторы получают взаимодействием хлораигидридов арилфосфористых кислот и моно-К-алкилированиых анилинов. Синтез основан на использовании получаемых в промышленности соединений. Физико-химические свойства N-алкиланилидов пирокатехинp-phenylenediamine and α-naphthyl ester of pyrocatechin phosphorous acid. The proposed stabilizers are obtained by the interaction of chlorinated hydrides of arylphosphorous acids and mono-K-alkylation of anilines. Synthesis is based on the use of compounds obtained in industry. Physico-chemical properties of N-alkylanilides pyrocatechin
Предмет изобретени Subject invention
Способ стабилизации полиамидов . введением в них фосфорорганических стабилизаторов , отличающийс тем, что, с целью расши10 рени ассортимента фосфорорганических стабилизаторов , в качестве последних примен ют N-алкилированные анилиды арилфосфористых кислот.The method of stabilization of polyamides. introduction of organophosphorus stabilizers, characterized in that, in order to expand the range of organophosphorus stabilizers, N-alkylated anilides of aryl phosphorous acids are used as the latter.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU179918A1 true SU179918A1 (en) |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0005500A1 (en) * | 1978-05-18 | 1979-11-28 | Ciba-Geigy Ag | Dioxaphosphepines, their preparation and use as stabilisers for organic materials |
| WO2015011132A2 (en) * | 2013-07-23 | 2015-01-29 | Evonik Industries Ag | Phosphoramidite derivatives in the hydroformylation of unsaturated compounds |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0005500A1 (en) * | 1978-05-18 | 1979-11-28 | Ciba-Geigy Ag | Dioxaphosphepines, their preparation and use as stabilisers for organic materials |
| WO2015011132A2 (en) * | 2013-07-23 | 2015-01-29 | Evonik Industries Ag | Phosphoramidite derivatives in the hydroformylation of unsaturated compounds |
| WO2015011132A3 (en) * | 2013-07-23 | 2015-04-09 | Evonik Industries Ag | Phosphoramidite derivatives in the hydroformylation of unsaturated compounds |
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