CS272622B1 - Agent with increased hydrolysis resistance for polymers stabilization - Google Patents
Agent with increased hydrolysis resistance for polymers stabilization Download PDFInfo
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- CS272622B1 CS272622B1 CS792688A CS792688A CS272622B1 CS 272622 B1 CS272622 B1 CS 272622B1 CS 792688 A CS792688 A CS 792688A CS 792688 A CS792688 A CS 792688A CS 272622 B1 CS272622 B1 CS 272622B1
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- Prior art keywords
- hydrolysis
- tetraoxa
- bis
- diphosphaspiro
- undecane
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- 230000007062 hydrolysis Effects 0.000 title claims abstract description 29
- 238000006460 hydrolysis reaction Methods 0.000 title claims abstract description 29
- 229920000642 polymer Polymers 0.000 title claims abstract description 9
- 230000006641 stabilisation Effects 0.000 title claims abstract description 8
- 238000011105 stabilization Methods 0.000 title claims description 7
- 239000003112 inhibitor Substances 0.000 claims abstract description 14
- 239000013543 active substance Substances 0.000 claims abstract description 7
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 15
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 claims description 13
- 239000004480 active ingredient Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 6
- -1 1-methyl-1-phenylethyl Chemical group 0.000 claims description 4
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 3
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 4
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 9
- 239000007787 solid Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 5
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
- 239000000395 magnesium oxide Substances 0.000 description 4
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 4
- 229920000307 polymer substrate Polymers 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 229960004011 methenamine Drugs 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UYHCLPYFSWPVDZ-UHFFFAOYSA-N 2-tert-butyl-4-(2-phenylpropan-2-yl)phenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=CC=CC=2)=C1 UYHCLPYFSWPVDZ-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- DPRMFUAMSRXGDE-UHFFFAOYSA-N ac1o530g Chemical compound NCCN.NCCN DPRMFUAMSRXGDE-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000013590 bulk material Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000004577 thatch Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Landscapes
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Description
Vynález sa týká prostriedku so zvýšenou odolnosťou proti hydrolýze na stábilizáoiu polymérov, pozostáva júceho z 3,9-bis(alkaralkylfenoxy)-2,4,8,10-tetraoxa-3,9-difosfaspiro /5,5/ undekánu ako účinnej látky a z inhibitore jej hydrolýzy.BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition with increased resistance to hydrolysis for the stabilization of polymers, consisting of 3,9-bis (alkaralkylphenoxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro [5,5] undecane as active ingredient and an inhibitor of its hydrolysis.
Vzrastajúce nároky na ochranu polymérnych materiálov a substrátov proti termooxidačnej degradácii při ich spracovávaní, skladovaní a exploatácii sa v súčasnosti zabezpečuje niekoikými typmi stábilizátorov. Jednou z najvýznamnejších skupin účinných stábilizátorov pre syntetické polyméry sú organické fosfity, z ktorých sa do centra pozornosti praxe dostali v poslednej době najma cyklické fosfity na báze pentaerytritolu, z ktorých deriváty obsahujúce v molekule viac ako 14 atómov uhlíka sú za normálnych podmienok tuhé látky, zatiaí čo nízkomolekulové typy sú kvapaliny. Tieto zlúčeniny sú vhodné najma na stábilizáoiu polyolefínov, vinylových polymérov, polystyrénov, polykarbonátov, kaučukov, olejov, a pod. Ich spoločnou nevýhodou je tendencia absorbovať vzdušnú vlhkosť pri skladovaní, transporte a manipulácii, čo vedie k ich hydrolýze a tým i k znižovaniu ich stabilizačnej účinnosti. Uvedené nežiadúce procesy sú výrazné jšie pri tuhých derivátoch, ktoré majú podstatné vačší povrch na jednotku hmotnosti v dosledku čoho absorbujú viacej vzdušnej vlhkosti, čo vedie nielen k výraznejšej hydrolýze a poklesu stábilizačnej účinnosti, ale aj k nežiadúcim změnám fyzikálno-chemických vlastností, pretože pSvodne práškový sypký materiál hrudkovatie a v závislosti od množstva ábsorbovanej vody prechádza cez plastický stav do kvapalného skupenstva, čím sa znehodnocuje. Základným kritériom změny kvality tuhého fosfitu je přitom pokles jeho teploty topenia. Z uvedeného je zřejmé, že problém hydrolytickej stability tuhých fosfitov je omnoho závažnější ako pri kvapalných fosfitoch.The increasing demand for protection of polymeric materials and substrates against thermo-oxidative degradation during their processing, storage and exploitation is currently ensured by several types of stabilizers. One of the most important classes of effective stabilizers for synthetic polymers are organic phosphites, which have been the focus of most recently cyclic phosphites based on pentaerythritol, of which derivatives containing more than 14 carbon atoms are solids under normal conditions, while which low-molecular types are liquids. These compounds are particularly suitable for the stabilization of polyolefins, vinyl polymers, polystyrenes, polycarbonates, rubbers, oils, and the like. Their common disadvantage is the tendency to absorb air humidity during storage, transport and handling, which leads to their hydrolysis and thus to a reduction in their stabilizing efficiency. Said undesirable processes are more pronounced with solid derivatives having a substantial larger surface area per unit mass and consequently absorb more atmospheric moisture, leading not only to a more pronounced hydrolysis and a decrease in the stabilization efficiency, but also to undesirable changes in physico-chemical properties, the bulk material lumps and, depending on the amount of absorbed water, passes through the plastic state into a liquid state, thereby degrading. The basic criterion for changing the quality of a solid phosphite is a decrease in its melting point. It is clear from the above that the problem of hydrolytic stability of solid phosphites is much more severe than that of liquid phosphites.
Z praxe a z oďbornej literatúry sú známe viaceré sposoby ochrany najma kvapalných organických fosfitov proti hydrolýze vzdušnou vlhkosťou. Jedným z nich je ochrana produktu proti vzdušnej vlhkosti tak, že sa skladuje, transportuje a spracováva v suchej atmosféře, resp. v atmosféře inertného plynu. Je to však nákladná a nie vždy dostatočné účinná ochrana. Účinnějším spSsobom stabilizácie fosfitov proti hydrolýze je pridanie vhodného aditiva schopného inhibovať absorbciu vzdušnej vlhkosti. Z priemyselnej praxe je známa stábilizácia nízkomolekulových kvapalných fosfitov prídavkom oxidu horečnatého alebo příbuzných látok, ktoré však počas skladovania vypadávajú vo formě usadeniny a tým prestávajú plniť svoju funkciu. Nízkomolekulové kvapalné fosfity je možné stabilizovať proti účinkom vlhkosti i pomocou niektorých dusíkatých zlúčenín (US 3 553 298, US 3 703 496). V JP 52 225 (1977) je opísáná stabilizácia organických trifosfitov prídavkom kovových karboxylátov, zatial čo v JP 51 37136 (1976) sú opísáné kombinácie tuhých organických fosfitov s nízkomolekulovým polyolefínom alebo s vyšším ketónom a v JP 54 097 588 (1979) s estermi odvodenými od tetrametylpiperidinolu. Z dostupnej literatury nie je známy žiadny sposob zvýšenia odolnosti proti hydrolýze 3,9-bis(alkaralkylfenoxy)-2,4,8,10-tetraoxa-3,9-difosfaspiro /5,5/ undekánov, ktoré predstavujú prakticky najnovšiu vysokoúčinnú skupinu tuhých fosfitových stábilizátorov pre polyméry (CS 245 205).Several methods of protecting, in particular, liquid organic phosphites against hydrolysis by atmospheric moisture are known in practice and in the literature. One of these is to protect the product against atmospheric moisture by storing, transporting and processing it in a dry atmosphere, resp. in an inert gas atmosphere. However, it is costly and not always sufficiently effective to protect. A more efficient way of stabilizing phosphites against hydrolysis is by adding a suitable additive capable of inhibiting the absorption of air humidity. It is known from industrial practice to stabilize low molecular weight liquid phosphites by the addition of magnesium oxide or related substances, which however, during storage, fall out in the form of a deposit and thus cease to function. Low molecular weight liquid phosphites can also be stabilized against the effects of moisture with some nitrogen compounds (US 3,553,298, US 3,703,496). JP 52 225 (1977) describes the stabilization of organic triphosphites by the addition of metal carboxylates, whereas JP 51 37136 (1976) describes combinations of solid organic phosphites with a low molecular weight polyolefin or a higher ketone and in JP 54 097 588 (1979) with esters derived from tetrametylpiperidinolu. There is no known method of increasing the hydrolysis resistance of 3,9-bis (alkaralkylphenoxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro [5,5] undecanes, which represent virtually the latest high-performance solids group phosphite stabilizers for polymers (CS 245 205).
Teraz sa zistil prostriedok so zvýšenou odolnosťou proti hydrolýze na stábilizáciu polymérov, pozostávajúci z 3,9-bis(alkaralkylfenoxy)-2,4,8,10-tetraoxa-3,9-difosfaspiro /5,5/ undekánu všeobecného vzorca IWe have now found a composition with increased resistance to hydrolysis for polymer stabilization, consisting of 3,9-bis (alkaralkylphenoxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro [5,5] undecane of formula I
o kde R je lineárny alebo rozvětvený C, až Clg alkyl, Rc je C? až Cg aralkyl, X je celé číslo 0,1 alebo 2 a y je celé číslo 1 alebo 2, ako účinnej látky a z inhibítora hydrolýzy účinnej látky pódia vynálezu. Podstata vynálezu spočívá v tom, že prostriedok obsahujewherein R is a linear or branched C, to C g alkyl group, R C is a C? to Cg aralkyl, X is an integer of 0,1 or 2 and y is an integer of 1 or 2 as the active ingredient and the active agent an inhibitor of the hydrolysis stage of the invention. The subject matter of the invention is that the composition comprises
CS 272 622 Bl ako inhibitor hydrolýzy účinnéj látky terciárny amin v množstve 0,1 až 5,0 % hmot. Zistilo sa tiež, že je výhodné, ak účinnou látkou prostriedku podía vynálezu je 3,9-bis/2-(1,CS 272 622 B1 as a tertiary amine hydrolysis inhibitor in an amount of 0.1 to 5.0 wt. It has also been found to be advantageous if the active ingredient of the composition according to the invention is 3,9-bis / 2-
1-dimetyletyl)-4-(1-metyl-1-fenyletyl) fenoxy/-2,4,8,10-tetraoxa-3,9-difosfaspiro /5,57 undekán a inhibítorom hydrolýzy účinnej látky hexametylén-tetramín. Ako terciárny amin vo funkcii inhibitora hydrolýzy účinnej látky prostriedku podía vynálezu možno použit trialkylamín, trialkanolamín alebo polyalkylpolyamín.1-dimethylethyl) -4- (1-methyl-1-phenylethyl) phenoxy [-2,4,8,10-tetraoxa-3,9-diphosphaspiro] 5,57 undecane and the active ingredient hydrolysis inhibitor hexamethylene-tetramine. As the tertiary amine in the function of the active ingredient hydrolysis inhibitor of the composition of the invention, trialkylamine, trialkanolamine or polyalkylpolyamine can be used.
Prostriedok podía vynálezu sa aplikuje do polymérneho substrátu v množstve 0,01 až 1,0 % hmot., pričom najlepšie výsledky sa dosahujú v koncentračnom rozsahu 0,05 až 0,5 % hmot. na základný polymérny substrát, iižže sa aplikovat samotný alebo v kombinácii s Salšírai přísadami ako sú antioxidanty, světelné stabilizátory, pigmenty, plnidlá, antistatiká, retardéry horenia a pod. Do polymérneho substrátu sa može přidávat priamo pri jeho výrobě alebo pri jeho spracovaní běžnými spracovateískými postupmi. M8že sa aplikovat i vo formě polymérnych koncentrátov. Polymérny substrát stabilizovaný prostriedkom podía vynálezu sa mSže spracovávat extrúziou, vstrekovaním, válcováním, lisováním připadne inými postupmi na výrobky ako sú vlákna, fólie, pásky, profily, došky, rúrky, nánosy na vhodný podkladový materiál a pod. Polymérnym substrátom mSžu byť poly-<#-olefíny, polystyrény, ABS, polyamidy, polyvinylchlorid, ich kombinúcie s inými polymérmi, kaučuky, oleje, připadne iné polymery.The composition according to the invention is applied to the polymer substrate in an amount of 0.01 to 1.0% by weight, the best results being obtained in a concentration range of 0.05 to 0.5% by weight. to the base polymer substrate, whether applied alone or in combination with other additives such as antioxidants, light stabilizers, pigments, fillers, antistatic agents, flame retardants and the like. It can be added directly to the polymer substrate during its manufacture or during its processing by conventional processing techniques. It can also be applied in the form of polymer concentrates. The polymer substrate stabilized by the composition according to the invention can be processed by extrusion, injection molding, rolling, pressing or other processes to produce products such as fibers, foils, tapes, profiles, thatch, pipes, deposits on suitable substrate material and the like. The polymeric substrate may be polyolefins, polystyrenes, ABS, polyamides, polyvinyl chloride, combinations thereof with other polymers, rubbers, oils or other polymers.
Významnou přednostou prostriedku podía vynálezu v porovnaní so známými tuhými fosfitmi na báze pentaerytritolu a v porovnaní s nestabilizovanou účinnou látkou je výrazné predížená stabilita pri expozícii v podmienkaoh bežnej atmosférickej vlhkosti ako aj v hraničných podmienkaoh vysokéj relativnéj vlhkosti. Vzhíadom na vysoký stupeň potlačenia hydrolýzy účinnéj látky si prostriedok podía vynálezu dlhodobo zachovává prakticky p8vodné chemické zloženie a fyzikálno-chemické vlastnosti a tým i dobrá skladovatelnost, raanipulovateínosť a spracovateínost. Odolnost proti hydrolýze si zachovává i v polymérnom substráte, ktorý takto získává dlhodobú stabilitu. Uvedené přednosti prostriedku podía vynálezu sa výrazné pozitivně prejavia v ekonomike aplikácie jeho účinnéj látky, pretože sa významné znížia jej straty v dSsledku hydrolýzy a predíži sa životnost stabilizovaných polymérnych materiálov a substrátov, pričom aminová zložka naviac nastavuje adekvátně množstvo fosfitu, čím sa znižujú náklady na jednotkové množstvo prostriedku.An important advantage of the composition according to the invention over the known solid pentaerythritol-based phosphites and in comparison with the unstabilized active ingredient is the markedly prolonged stability when exposed to atmospheric atmospheric humidity as well as to high relative humidity boundary conditions. Due to the high degree of inhibition of the hydrolysis of the active ingredient, the composition according to the invention retains virtually the original chemical composition and physicochemical properties over a long period of time, and hence good shelf life, handling and processability. It retains the hydrolysis resistance even in the polymer substrate, which thus obtains long-term stability. Said advantages of the composition according to the invention will have a significant positive effect on the economics of its active substance application, since it will significantly reduce its losses due to hydrolysis and prolong the life of the stabilized polymeric materials and substrates, while the amine component additionally adjusts the amount of phosphite accordingly. amount of composition.
Rasledujúce příklady ilustrujú, ale neobmedzujú predmet vynálezu.The following examples illustrate but do not limit the scope of the invention.
Příklad 1Example 1
B 3,9-bis/2-metyl-4-(1-fenyletyl) fenoxy/-2,4,8,1O-tetraoxa-3,9-difosfaspiro /5,57 undekánu sa zmieSalo s 0,5 % hmot. skúšaného inhibitora hydrolýzy, odvážilo sa presne 5 g zmesi a vzorka sa na Petriho miske vystavila pri teplote miestnosti posobeniu vzduchu s konštantnou relativnou vlhkostou 90 + 2 % v uzavřetej sklenenej skrini a periodicky sa zaznamenávalo zvýšenie hmotnosti vzorky v dosledku absorbcie vody. Zistené hodnoty vyjádřené v hmotnostných percentách obsahuje tabulka 1.B of 3,9-bis (2-methyl-4- (1-phenylethyl) phenoxy) -2,4,8,1O-tetraoxa-3,9-diphosphaspiro [5.57] undecane was mixed with 0.5 wt. of the hydrolysis inhibitor tested, accurately weighed 5 g of the mixture, and the sample was exposed to air at constant temperature relative humidity of 90 + 2% in a closed glass cabinet at room temperature and a sample weight increase due to water absorption was recorded periodically. The percentages found are in Table 1.
Tabulka 1Table 1
Použité terciárně aminy výrazné znížili ábsorbciu vzdušnej vlhkosti vzorkou, ktorá si na rozdiel od nestábilizovanej vzorky a vzorky stábilizovanej oxidom horečnatým zachovala pSvodnú prášková formu.The tertiary amines used significantly reduced the absorption of atmospheric moisture by the sample which, unlike the non-stabilized sample and the magnesium oxide-stabilized sample, retained the original powder form.
CS 272 622 B1CS 272 622 B1
Přiklaď 2 ε 3,9-bis/2-(2-etylh.exyl)-6-(1-£enyletyl) £enoxy/-2,4,8,10-tetraoxa-3,9-difosfaspiro /5,5/ undekánu sa zmiešalo s 1,5 35 hmot. skúšaného inhibítora hydrolýzy a ňalej sa postupovalo rovnako ako v příklade 1, pričom vzorky boli volné vystavené posobeniu atmosférických podmienok pri teplote miestnosti. Zistené hodnoty prírastku hmotnosti vzoriek, vyjádřené v hmotnostných. percentách sú uvedené v tabuike 2.Example 2 ε 3,9-bis / 2- (2-ethylhexyl) -6- (1-phenylethyl) phenoxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro / 5,5 % of undecane was mixed with 1.5 35 wt. of the hydrolysis inhibitor under test and the procedure of Example 1 was followed, the samples being exposed to atmospheric conditions at room temperature. The observed weight gain values of the samples, expressed in weight. percentages are given in Table 2.
Tabulka 2Table 2
Použité terciárně aminy udržali hodnoty hydrolytickej stability účinnej látky na podstatné vyššej úrovni ako v případe nestabilizovanej vzorky a vzorky obsahujúcej oxid horečnatý.The tertiary amines used maintained the hydrolytic stability values of the active substance at a substantially higher level than in the case of the unstabilized sample and the magnesium oxide containing sample.
Příklad 3Example 3
100 ε 3,9-bis/Ž-(t,I-dimetyletyl)-4-(1-metyl-1-fenyletyl) fenoxy/-2,4,8,10-fcetraoxa-3,9-difoafaspiro /5,5/ undekánu sa zmiešalo so skúšaným inhibitorem hydrolýzy a ňalej sa postupovalo rovnako ako v příklade 1 s tým rozdielom, že relativná vlhkosí vzduchu bola 100 %, pričom sa periodicky metodou kvapalinovej chromatogťafie sledoval prírastok obsahu hydrolýzou uvolněného 2-(1,1-dimetyletyl)-4-(1-metyl-1-fenyletyl)fenolu v hmotnostných percentách vo vzorke. Zistené hodnoty sú zhrnuté v tabuike 3·100 ε 3,9-bis / N - (t, 1-dimethylethyl) -4- (1-methyl-1-phenylethyl) phenoxy / -2,4,8,10-tetraoxa-3,9-difoafaspiro / 5, 5 / undecane was mixed with the hydrolysis inhibitor under test and proceeded as in Example 1 except that the relative air humidity was 100%, and the content of hydrolyzed 2- (1,1-dimethylethyl) released by hydrolysis was monitored periodically by liquid chromatography. -4- (1-methyl-1-phenylethyl) phenol by weight in the sample. The values are summarized in Table 3 ·
Tabulka 3Table 3
Inhibitor hydrolýzy,Hydrolysis Inhibitor,
Obsah uvolněného substituovaného fenoluContent of released substituted phenol
Použité terciárně aminy výrazné znížili tvorbu volného 2-(1,1-dimetyletyl)-4-(1-metyl-l-fenyletyl) fenolu v dosledku hydrolýzy účinnej látky pSsobením vzdušnej vlhkosti.The tertiary amines used greatly reduced the formation of free 2- (1,1-dimethylethyl) -4- (1-methyl-1-phenylethyl) phenol as a result of the hydrolysis of the active substance by exposure to atmospheric humidity.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS792688A CS272622B1 (en) | 1988-12-02 | 1988-12-02 | Agent with increased hydrolysis resistance for polymers stabilization |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS792688A CS272622B1 (en) | 1988-12-02 | 1988-12-02 | Agent with increased hydrolysis resistance for polymers stabilization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS792688A1 CS792688A1 (en) | 1990-05-14 |
| CS272622B1 true CS272622B1 (en) | 1991-02-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS792688A CS272622B1 (en) | 1988-12-02 | 1988-12-02 | Agent with increased hydrolysis resistance for polymers stabilization |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS272622B1 (en) |
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1988
- 1988-12-02 CS CS792688A patent/CS272622B1/en unknown
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| Publication number | Publication date |
|---|---|
| CS792688A1 (en) | 1990-05-14 |
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