SA110310741B1 - Solid Alkylaryl Phosphite Compositions And Methods For Manufacturing Same - Google Patents

Abstract

Abstract: The invention relates to various alkylaryl phosphite compositions typically suitable for use as secondary antioxidants in polymers. In one aspect, the phosphite composition comprises tris(monoalkylaryl)phosphite in the amount of 51 to 95% by weight; and at least one of: bis(monoalkylaryl)dialkylaryl phosphite; bis(dialkylaryl)monoalkylaryl phosphite; and tris(dialkylaryl) phosphite. The phosphite composition according to the invention is solid under ambient conditions. The invention also relates to alkylate compositions and processes for forming such alkyl compositions and such phosphite compositions.

Description

Y

Solid alkyl aryl phosphite compositions and methods for their manufacture

Solid alkylaryl phosphite compositions and methods for manufacturing same Full description: Background of the invention is useful; On «phosphite» The present invention relates to new anti-oxidation materials of phosphites, in particular; The invention relates to structures of alkyl aryl polymers, for example; in stabilizing new solid polymers; and methods of preparing such compositions; And with alkylaryl phosphite polymeric stabilizing phosphite compositions these phosphite compositions include. © Organic solids broadly in the form of phosphite antioxidants Phosphite secondary oxidation stabilizers are used in polymeric formulations. One commercially available antioxidant is tri(7;-) oll pall etris(2,4-di-t-butylphenyl) phosphite (Jud Ji gai AUS and TrgafosTM 168 «AlkanoxTM 240] a solid oxidant known as Generally by trade names fully incorporated into coo iV and US Patent No. DoverphosTM 5-0 Ve. This document describes for reference; Synthesis of tertiary (7;4-di-T-butylphenyl)phosphite by reaction of phosphorus with phosphorus trichloride 2,4-di-t-butyl phenol-di-ter-butylphenol oY separated as a crystalline solid phosphite in the presence of a catalyst.Phosphite 101006 is described as white with a melting point of 189 -186 M. 0 3 Vo -di-ter-butylphenyl) phosphite (YF) tertiary;-di-ter-butylphenyl) phosphite reduces oxidative dissolution (oY) It has been shown that ternary ail significantly Active for several polymers, including peroxide-induced polyolefin compounds (acrylonitrile-butadiene-styrene); ABS “polycarbonates” polyolefins and tri-alkyl aryl phosphites have low volatility polyesters and polyesters ©

. allow its use at high temperatures generally required for the processing of thermoplastic polymers, but due to its solid form and the accompanying processing limitations; (4-Di-di-Th-butylphenyl) phosphite (oY) is not fully suitable for fixing all polymers and it has been shown to be (ui) on the surface during the processing of some plastics, especially those with a low melting point; 0 forming deposits on surfaces U.S. Patent No. 57,549,764 describes a compound tri(;-di-Jud-phenyl) solid phosphite and a solid mixture derived from OY;-di-Th-amylphenol 24-dict amylphenol and “Y 4-di-th-butyl-phenol. three compounds of OY); Di-Th-butylphenyl) phosphite and combinations of other phosphite compounds. The combination includes ctri-(4-t-butyl phenyl) phosphite and ctri-(4-t-butyl phenyl) phosphite. di-(4-t-butyl phenyl) phosphite (£-th-butylphenyl) (7; A=-th-butylphenyl) phosphite di-(4-t-butyl phenyl) (2,6-di-t-butyle phenyl) phosphite Ve and di-(7-t-butylphenyl) (7; SET of -th-butylphenyl) phosphite di(3-t- .butylphenyl)(2,4,6-tri-t-butylphenyl)phosphate Ady A need for new solid phosphite structures that are effective secondary antioxidants in polymers, especially for effective solid phosphite structures with Good curing properties General description of the invention The present invention provides easily cured phosphite compositions that are solid at ambient conditions; have slightly lower melting point lives compared to tri(;-7;-di-th-butylphenyl) phosphite; and are highly useful as antidotes Secondary oxidation to stabilize polymeric structures.Phosphite compositions include: phosphite (1) tri (monoalkyl aryl) phosphite ie) tris (?-th-butylphenyl) phosphite or trio); tris (4-t-amylphenyl) phosphite in an amount ranging from #1 to 795 wt" Sia from +1 to ZAT by wt or from 78 to 72978 by weight; and at least one of: (b) ¢bis(monoalkylaryl)dialkylaryl phosphite (c) ¢bis(dialkylaryl) monoalkylaryl phosphite

and (d) tris(dialkylaryl) phosphite, where the composition includes

ingredients (b); (c) and (d) in combination with an amount ranging from © to 749 wt by weight

The total of all phosphite compounds in the composition. Overall; The composition includes the two components

(b) in combination with an amount greater than 7780 by weight; De greater than 775 by weight; on the basis of

0 Total weight of all phosphite compounds in the composition. in certain embodiments; you choose

The alkyl groups present in the phosphite structures are of butyl and amyl, for example (JU th-butyl, t-butyl, and th-amyl)

in some embodiments; The composition of phosphite includes p111m105m: di (monoalkylaryl)

bis(monoalkylaryl)dialkylaryl phosphite in the amount of 75

ve wt to 797 wt; Sle from 274 wt. to 797 wt.; bis(dialkylaryl) monoalkylaryl phosphite in an amount less than 701 by weight, for example. less than 776 wt.; and tri(alkylaryl) phosphite in an amount less than 1 7 by weight. :

The composition of phosphite is rich in monosubstituted aryl moieties 0016088 ve, for example (JU). 0:9 to Sle FY from 0:©,5 to 1:19 or Vi to VY For example, 7275 wt aryl moieties may carry one substituent of the alkyl groups at the para site JH of © 77 wt aryl moieties carries two alkyl group substituents at sites Orto and Bara.

9 Thus, the composition of solid phosphite may be distinguished by weight ratio of monoalkylaryl groups to diakylaryl groups. And in this face; Solid phosphite composition includes two or more phosphite compounds where each phosphite compound includes 0 alkyl aryl groups where edn is the first of the alkyl aryl groups being monoalkyl aryl groups and where the second part of the alkyl groups Aryls are di-alkyl groups (Jol

vo and where the weight ratio of mono-alkyl aryl groups to di-alkyl aryl groups ranges from yey to 0:77 for example from 0:3.5 to 1:19 or from VE to AY and it may be The first part and the second part are based on the same phosphite compound, or different phosphite compounds, or both identical and different phosphite compounds. and usually;. The ial) includes the first of the alkyl groups

veya

Aryl and part two alkyl aryl groups have at least 795 wt total alkyl aryl groups. And in this embodiment; As mentioned [ode], two or more phosphite compounds (EY) preferably include: (a) ternary (monoalkyl aryl) phosphite (Ole) tertiate (;-th-butylphenyl) phosphite or tri-( -amylphenyl) phosphite and (b) di(monoalkyl aryl) di-alkyl 0 aryl phosphite; Where the composition includes components (a) and (b) in combination with an amount greater than 2760

by weight; Ste greater than 775 wt. or greater than TAA wt.; Based on the total weight of all phosphite compounds in the composition. Tris (monoalkylaryl) phosphite is frequently present in an amount ranging from 751 by weight to 795 by weight; Sle from +0 to 287 wt. or from 68 to IVA wt. May include installation

01 PHOSPHITE ALSO ON ONE OR BOTH OF THE COMPONENTS: (c) di (dialkylaryl)monoalkylary] phosphite and/or (d) tri(alkylaryl) phosphite .tris(dialkylaryl) phosphite and generally di-alkyl groups and mono-alkyl groups are at least one compound © of butyl and one Sie amyl compound “7” on JY) of th-butyl or Th- I tend to stick.

vo and for each of the above embodiments; Phosphite structures are solid at ambient conditions, but they have melting point ranges less than triple oY); Tris(2,4-di-t-butylphenyl)phosphite to facilitate curing and improve solubility in the polymer to be stabilized. It is preferable that the installation melt within a minimum range greater than 17 m; greater than #0 m or greater than 01 m.

ve The composition of phosphite also includes a low level of free phenolic compounds, meaning; Unreacted phenolic compounds resulting from the manufacture of phosphite compounds and may contain; for example (JE) at less than 77.0 wt.; eg less than 8 wt. of free phenolics; or less than 720.1 wt. of free phenolic compounds”; Based on the total weight of the fixture.

Yo The invention further provides stabilized polymeric compositions comprising a polymer and any of the aforementioned phosphite solids and processes for stabilizing the polymeric structures by adding an effective amount composition of the aforementioned phosphite solids to the polymers. In one embodiment; The polymeric composition is suitable for use in food related applications.

In the AT embodiment the invention relates to processes for forming solid phosphite compositions comprising the reaction of a phosphorus halide with an alkylated phenol composition containing a mixture of alkylated phenols necessary to produce a desired combination of phosphite compounds. (Jd Jiu) reaction of phosphorus halide ae phosphorus halide compound_phenol 0 alkylated to produce a solid phosphite composition comprising two or more phosphite compounds where each phosphite compound includes alkyl aryl groups calkylaryl where a first part of the alkylaryl groups are monoalkylaryl groups and where a second part of the alkylaryl groups are dialkylaryl groups and where the weight ratio of monoalkylaryl groups is Alkyl Ve aryl monoalkylaryl to dialkyl aryl groups from ?:0 to 7 Sie from 7,5: to 0:19 or from 0:4 to ANY In the above-mentioned solid phosphite composition manufacturing processes, it is preferable that the molar ratio of the alkylated phenol to phosphorus halide range from V:Y,Y to vy Vo as The processes optionally include removal of unreacted alkylated phenol (free phenolics $a) from the crude phosphite composition to form a solid phosphite composition. The composition of the sae alkylated phenol Ji includes monoalkyphenol and dialkyphenol 191016001L018; For example “J The composition of alkylated phenol© includes monoalkyl phenol in an amount ranging from 71 to 799 by weight; Sie 75 to 756 wt.; or from 80 to 797 by weight” and dialkylphenols range from 3? to 278 wt. Sle © to 775 wt.; or from +8 to 770 wt; On the basis of the total weight of all the alkylated phenol compounds in the composition of the alkylated phenols. One embodiment according to the invention relates to the hydroxyaryl ve alkylated structures referred to herein in alkylate structures and often selects the alkyl moieties in monoalkylphenol and dialkylphenol from butyl and amyl amyl (JE) is t-butyl and th-amyl 1"e. For example (JE) at least 750 or at least 7850 by weight of the alkyl moieties in the alkyl composition are

+ of tbutyl or th-amyl and in one embodiment; preferably monoalkylphenol; -t-alkylphenol 4-tert-alkylphenol and dialkylphenol is oF 4-di-tert-alkylphenol -24-di-tert-alkylphenol and in several embodiments the existence of other isomers “Sia th-alkyl analyte-””? iso-alkyl etc. 0 is useful and we have small amounts of these substances in both the resulting alkylate and phosphite formulations. The invention is also directed towards processes for the formation of such alkylate compositions” for example JE by contacting one or more olefin compounds with a phenol in the presence of a catalyst and under effective conditions for the formation of an alkylate composition and the ratio ranges. Molarity of a compound - one or more olefins to phenol 16001 for example » from Vi), to 1:1,5 Sie from 1:00 to ANY Brief explanation. For drawings: agit the present invention better considering Fig. 1 Appendix unspecified; Which displays an approximate viscosity diagram of the alkylaryl phosphite structures as a function of the monoalkylaryl moiety content and the su02 dialkylaryl moiety content. The invention is directed towards phosphite compositions that are solid at ambient conditions. Phosphite compositions include two or more phosphite compounds that include alkylated aryl moieties, most of which are monoalkylated. The weight ratio of 7 monoalkylaryl groups to dialkylaryl groups ranges from 1:7 to Sle 7 from 3,9: to 1:19 or from 1:4 to 1:17. Also, the invention ade towards processes for forming the aforementioned compositions; And towards intermediate compounds of alkylated hydroxyaryl to make compositions _ of this kind and towards processes for the formation of these intermediate compounds of alkylated hydroxyaryl vo. The incorporation of alkylaryl phosphite structures according to the invention works into polymeric structures to improve the desired properties and/or properties of the resulting polymeric structures. For example, JE may significantly increase the “melt flow index” and/or oxygen induction time of the polymeric composition in addition to the color as measured by the Tay index.

Yellowness index (YI) The presence of multiple phosphite compounds in the phosphite compositions according to the invention leads to different steric environments around the central phosphorus atom and allows the extent of hydroperoxide scavenging Scavenging modifiers provide more effective clamping. In addition to (Add)lela, the phosphite compositions according to the invention have very desirable processing properties and can easily be incorporated into polymer compositions. for example; Solid phosphite structures have relatively low melting points and can be liquefied at low temperatures. Because of its compositional diversity; Solid phosphite structures also have high solubility in various polymers, which reduces sedimentation. especially; When compared with Ve tris(--di-alkylaryl) phosphites Jie 48 tris(2,4-di-alkylaryl) phosphites (7;-di-th-butylphenyl) phosphite (Ltris) 2,4-di-t-butylphenyl) phosphite The phosphite solid compositions according to the invention are more easily processed into various forms and combinations than many pure alkylaryl phosphite compounds. Alkylaryl Phosphite Compositions The alkylaryl phosphite compositions according to the invention are solid at ambient conditions. Jay with surrounding circumstances; a YO and one atmosphere. In one embodiment; The invention relates to a phosphite composition comprising: (00) tris(monoalkylarylphosphite) in an amount ranging from (©) to 795 by weight; Sie from +1 to 787 wt or from 68 to 7748 wt or from 18 to IVA © _wt; and at least one of: (b) bis(monoalkylaryl) dialkylaryl phosphite (c) ebis(dialkylaryhmonoalkylaryl phosphite 5 (3) Tri(Dialkylaryl) phosphite (Anonhawalah 015) 01. The composition includes components (B), (C) and (D) in combination in an amount ranging from © to 749 by weight; Ole from VE to 779 by weight or from 77 to IXY ve by weight, based on the total weight of all phosphite compounds in the composition. It is preferable that the composition include components (a) and (b) in combination in an amount greater than 7760 by weight; Sa greater than by weight or greater than 788 by weight, based on the total weight of all phosphites in the composition.

As wel mentioned, the aryl moieties carry most of the phosphite compounds present in the phosphite composition Jl phosphite from one or more alkyl groups Sie ,©0,»0 alkyl groups; Sie ,©-M,©; or f-:0. In this cans, the alkyl substituent(s) on the aryl moieties is chosen from a straight or branched chain of the alkyl «Cig, for example, alkyl ©-,,0. alkyl 0 ©”; alkyl b©-m,; alkyl©-.; alkyl ,©-m©; a C5 alkyl or a Cy alkyl and includes one or more alkyl substituents » for example; methyl Jie cethyl propyl butyl (especially th-butyl « iso-butyl 0 and/or th-butyl 1) amyl (especially th-amyl ec camyl iso-amyl ciso-amyl neo-amyl th-amyl ct-amyl 1-methylbutyl-1-methylbutyl and/or 1-7-Jie Propyl 71M1,2-010©0710:0); hexyl chexyl <heptyl ye octyl coctyl nonyl (although less preferred); decyl condecyl dodecyl ctridecyl lecidart “dodecyl tetradecyl ctetradecyl pentadecyl hexadecyl chexadecyl heptadecyl octadecyl coctadecyl and cohorts thereof. For example (Jia) the alkyl substituents are Co groups ie; p-butyl (n-butyl); esec-butyl iso-butyl and/or iso-butyl and/or Cs va groups i.e.; p-amyl rasana-s_then-amyl esec-amyl iso-amyl neo-amyl 01a-080 th-amyl ctert-amyl 1-methylbutyl and/or “-bi Methylpropyl-1,2l010©17000). and in special incarnations; Alkyl groups are either branched or highly branched; on

for example; t-butyl and tert-amyl and in one embodiment; The invention relates to a solid phosphite composition comprising mainly YS phosphite compounds containing monosubstituted aryl moieties. dy is this embodiment; The phosphite composition includes (a) tris(monoalkylaryl) phosphite in the amount of ©1 to 795 by weight; eg 71 to TAT by weight or 148 to SWE (©) scale TVA (monoalkyl (Jol) dialkyl Jol phosphite dua cbis(monoalkylaryl)dialkylaryl phosphite Composition includes components (0) and ( b) in a combination ve in an amount greater than 260 by weight, eg greater than 7975 by weight or greater than TAN by weight, based on the total weight of all phosphite compounds in the composition. Phosphite composition additionally includes (c) bis(dialkylaryl)monoalkylaryl phosphite and (d) tri-vera

(Dialkylaryl)phosphite ctris(dialkylaryl)phosphite although preferred in only trace amounts. The types and relative amounts of phosphite compounds present in

Phosphite compositions according to the invention to some extent as long as the phosphite composition is solid at ambient conditions. for example; Phosphite composition includes: phosphite

> 0( tris(monoalkylaryl)phosphite (optionally tris(4-t-butylphenyl)phosphite or —t) BIER phenyl) phosphite (tris(4-t-amylphenyl)phosphite preferably in an amount of #1 wt.; Sle 60 to 787 wt. or 8 to 278 wt.;

Sse (9) di (monoalkyl). (Qf) di-alkyl. (Qf) phosphite

bis(monoalkylaryl)dialkylaryl phosphite Ve (optionally Al ( ;-th-butylphenyl)-7;) 4 ;- di-th-butylphenyl phosphite bis(4-t-butylphenyl)-2,4- di-t-butylphenyl phosphite or di(£-th-amylphenyl)-7; 4-di-th-amylphenyl phosphite bis(4-t-amylphenyl)-2,4-di- (t-amylphenyl phosphite is preferred in an amount from 0 to 777 by weight; Sie from ?1 to TY or from 01 to 778 by weight;

last (a) \o compounds of di (di-alkylaryl) mono Jol dS phosphite bis(dialkylaryl)monoalkylaryl phosphite (optionally bi “Y) ¢ -di-th-butyl phosphorite)- -th- Butyl phosphate bis(2,4-di-t-butylphenyl)-4-t-butylphenyl phosphite or di(©; -bi-th-amylphenyl)-; Di-amylphenyl phosphite bis(2,4-di-t-amylphenyl)-4-t- (amylphenyl phosphite in an amount less than 701 by weight” Sle less than 708 by weight or between

1 © to 24 wt.; And

(d) optionally tris(dialkylarylphosphite) (optionally (SU(7;-di-(-------------butylphenyl)) phosphite o(tris(2,4-di-t-amylphenyl)phosphite preferably less than 727 by weight; Sle less than 77 by weight or less About 71 by weight.

Yo Unless otherwise indicated; The weight percentage of these components is determined on the basis of the total weight of all alkylaryl phosphite compounds in the composition of solid phosphite.

As indicated above; Solid phosphite compositions according to the invention may also be characterized

"

In terms of the percentage of aryl moieties that are monosubstituted (e.g. carrying a “substitute” at the site; where the aryl moiety is phenolic for example; it is at least Ive by weight; She is at least 7972 by weight or at least 780 wt; of monosubstituted aryl moieties” in most cases at site Para when the aryl moiety BE eg JED D is from 01 to 797 wt; Sle from Ve to 795 wt or from 80 to 797 wt; monosubstituted aryl moieties (Sle) bearing a substituent in situ; when the aryl moiety is phenolic). and vice versa; be less than 770 wt of disubstituted aryl moieties (Se) bearing two substituents in the 7-(ortho) and ?-(para) positions when the aryl moiety (ls for example JB) is less than 775 wt; or less than 7700 wt.For example, from ? to 770 wt are bisubstituted © aryl moieties (Sig) bearing two substituents in positions -1 and ;- when the aryl moiety is phenolic); Sle from 5 to 775 wt. or + to 770 wt. In terms of proportions; Some aryl moieties are monosubstituted and some aryl moieties are disubstituents. The weight ratio of monosubstituted aryl moieties to disubstituted aryl moieties ranges from 1:3 to 1:77; Sle from 1:32 to VINE

or from 1:4 to ANY vo and it has now been discovered that it may form at the Ade contents of the mono-alkyl aryl moiety described herein; Solid phosphite compositions with high processability. Figure 1 provides an approximate graph of the viscosity of alkylaryl phosphite compositions as a function of dialkyl aryl moiety content and monoalkyl aryl moiety content (Si (ratio of dialkyl aryl moieties to monoalkyl aryl moieties). As come, the viscosity and physical state of various x alkylaryl phosphite compositions depend largely on the content of the di-alkyl radical and the content of the mono-alkyl aryl radical. In the right side of the figure (Sar) note that at a very high content of the dialkyl aryl moiety and at a low content of the monoalkyl moiety of the phosphite composition is solid at ambient conditions; As shown by the “Solid Zone B 8” Solid Zone, and when the content of the mono-alkyl aryl moiety increases relative to the content of the ve dialkyl moiety “Jf,” the composition of phosphite in Ala becomes liquid as shown by “ Liquid Zone for 1 son. It should be noted that only a narrow region of the liquid region forms a stable, mobile liquid structure that is able to withstand repeated freeze/thaw cycles because the regions on the right and left sides of the fluid region tend to form highly stable semi-liquids.

Yum

VY

viscosity. and when the content of the monoalkylaryl moiety continues to increase relative to the content of the divalent moiety of a solid; as indicated by the “A solid region.” phosphite alkyl aryl phosphite compositions may form according to the present invention. oe (monoalkylaryl) tris(monoalkylaryl)phosphite and bis(monoalkylaryl)dialkylaryl phosphite instead of di(monoalkylaryl) monoalkylaryl phosphites bis(dialkylaryl)monoalkylaryl phosphite and tris(dialkylaryl) phosphite since the latter compounds mainly include aryl moieties which are di-alkylated 0:21109180. Thus the composition of \phosphite generally includes three (monoalkyl aryl) phosphite lie “tris(monoalkylaryl)phosphite tri(t-butylphenyl) phosphite or DE (tri-amylphenyl) phosphite tris(t- amylphenylphosphite and di (monoalkyl aryl) dialkyl phosphite Jaf Sie cbis(monoalkylaryl)dialkylaryl phosphite di(th-butylphenyl) di-th-butyl filament phosphite | bis(t-butylphenyl)di-t-butylphenyl phosphite 0 or di(t-amylphenyl) di-th-amyl Jud phosphite bis(t-amylphenyl)di-t- camylphenyl phosphite greater than 750 by weight; Se greater than 775 by weight or greater than TAA by weight” based on the total weight of all phosphite compounds in the composition. In one aspect; The main constituent in the phosphite synthesis is tris (monoalkyl aryl) phosphite (SO ia) tris(monoalkylaryl) phosphite (;-th-butylphenyl) phosphite tris(d-t- butylphenylphenylphosphite v.) or tris(monoalkylaryl) phosphite (4-Th-amylphenyl) phosphite) tris(4-t-amylphenyl) phosphite In the “aT” face, the main constituent in the composition of phosphite is di (monoalkyl aryl) SU alkyl aryl bis(monoalkylaryl)dialkylaryl phosphite OL) binary . (;-th-butyl. phenyl)-? . ? -di-th-butyl-phenyl. 4-(4-,1-butylphenyl)-2,4-di-t-butylphenyl phosphite or di(?-tht-amylphenyl)-"+; -bi-(bis(4-t-amylphenyl)-). 2,4-di-t-amylphenyl phosphite Jud Th-amyl Yo and preferably the aryl moiety is phenyl and carries at least 2970 wt.; at least 275 wt.; or at least 780 wt.; of the aryl moieties one substituent in Dia t= th-butyl “ia cbutyl group eg; substituent of the butyl group (Hl) position veya

VY

Preferably, A plus the t-amyl th-amyl Sa amyl group or the cbutyl amyl group wt. of the aryl moiety ZA carries at least 73 wt; At least 75 by weight” or at least, for example, a th-cbutyl group, preferably a butyl group (bls, two substitutes in the 7- and 4-positions (ortho tramyl), for example, an amyl group or an amyl group ct -butyl: The composition of phosphite according to the present invention may be distinguished by its melting point.As indicated above, the compositions of phosphite according to the invention are solid under ambient conditions. Phosphite has a melting point greater than 75 C, for example, greater than a Fe, greater than Ee, greater than 201 um, greater than 10 C, or greater than L. In fact, since the compositions are in For mixtures, the 'melting points' in these AN. are melting ranges of fag at a low minimum; Sle is greater than 0 km and the phosphite composition is melted during processing to be incorporated into the polymer that will be stabilized. The composition of phosphite generally includes flutes with a temperature range J of degree ele Bla tri (oY ?-di-t-butylphenyl) trise2,4-di-tert-<butylphenyl) phosphite i.e. Mga 185-186 C for example; the 1s phosphite composition of the present invention will become molten at temperatures below Sie (VA <175 C; Less than VY or less than 165 m. For example (Jl) a phosphite composition will have a range of melting points from 00 o C to a YAS for example 10 C to an IVE from 0 C to 10 C; or high ranges ranging from for example 1000 C to VA or from 0040 C to 0 C. Low melting points are often preferred in order to facilitate the liquefaction of the phosphite ©-phosphite compositions during curing and a more homogeneous dispersion in the polymer to be set. Highly soluble in the setting polymer; and typically more soluble in the setting polymer. Pure, thereby reducing the problems associated with sedimentation and efflorescence.Also, the improved solubility: (i) reduced solid build-up in the polymer curing unit (i) ve improved gloss on the surfaces of the polymer films (iii) “polymer film improves the adhesion of ink adhesion for printing on polymeric materials and films; and (iv) improves the sealability of polymeric materials and films. In one embodiment, the phosphite composition includes compounds with the structure:

ROL OR

P

0 - represents independently selected alkylated aryl groups. In one embodiment Ry and Ry Ry wherein “Ry” Sia according to the present invention is a phosphite the aryl moiety present in the Sa VA phenyl phosphite compounds is an aromatic moiety containing a number of carbon atoms ranges from + to Ry or diphenyl cphanathryl fenanthryl canthracyl anthracyl cphenanthryl fenanthryl naphthyl taphthyl 0 p- meta-cresyl 0-0651 para-cresyl co-cresyl orto-cresyl cterphenyl cbiphenyl .phenyl and the like; The exylenol(s) are usually phospho xylenol or ceresyl xylenol compounds and the aromatic moieties may bear monosubstituents; binary or triple at one or more sites: of an alkyl group; U=meta- and/or para-; Usually one or more of the two sites ortho- and/or om dl is preferred mono- Jad) provided that the majority of the numbers or the majority of the weight of the aromatic moieties are mono-0 substituents in the site-; Where the aromatic part is phenolic. As mentioned above; The composition of the phosphite (ul) or both compounds should include tris(monoalkylaryl)phosphite JS and/or di(monoalkylaryl)phosphite also phosphite In general, the composition of phosphite includes bis(monoalkylaryl)dialkylaryl phosphite dy (dialkylaryl) monoalkyl phosphite alSe or both Te and/or bis(dialkylaryl)monoalkylaryl phosphite phosphite although these compounds typically occur in trace amounts (less than ctris(dialkylaryl) phosphite by weight) if present. contains phosphite compounds comprising Cs moieties _with © and/or © substituents bearing other substituents.In some embodiments, the phosphite composition includes phosphite compounds other than Jy, b, c, and d, but in reduced amounts. Co Cro-Cy and, in a preferred embodiment, the phosphite composition is essentially devoid of alkyl substituents, and in a preferred embodiment, the phosphite composition is essentially devoid of nonyl aryl-Cio alkyl substituents, which means that the phosphite composition contains (if any) nonylaryl phosphite Yo ve Less than 0 ppm by weight Sie (wppm) ppm by weight Less than “nonylaryl phosphite ppm by weight” of nonylaryl aryl phosphite compounds 50 or Less than one on nonylaryl defined herein as phosphite compounds comprising a nonylaryl moiety and the term “ppm by weight #088” refers to parts per million by weight (JB). 5 and in one embodiment; All phosphite compounds are principally in composition phosphite by weight at least 795 by weight; Or 7299 by weight at least 0 Sie phosphite It is alkyl aryl phosphite compounds in the composition of phosphite Phosphite from phosphite compounds is phosphite The aryl moieties of phosphite or phosphite compounds are day phosphite. For example eg CoCo alkyl aryls le sane Mie “J aryl groups bearing substituents of 0 bearing at least 745 wt.; at least 798 by weight or at least 799 aryl moieties and by metral; in tramyl or tri-amyl tbutyl substituents of at least one or more tert-butyl groups wt. or 799 wt. to 798 Ste a preferred embodiment; At least .795 wt.t-amyl or the lesser tebutyl alkyl substituents are te-butyl substituents in structure (11); in one of the embodiments»; The moieties of phosphite and with reference to phosphite compounds (yo:111) are independently selected alkylated phenyl groups by structure (Ry and Raz Ry Sie alkyl aryls).

Ry

C ~ (111) h is chosen independently from the group of 0,0mM alkyl hydrogen and alkyl; Re and Rs (Ry where chexyl camyl butyl propyl cethyl Jf) methyl Jie Sia has at least one of JE's butyl and its terminators such as ¢ octyl octyl cheptyl heptyl 0 and as .-80071 Jad and/or th t-butyl; For example, di-butyl amyl and butyl phosphite are the majority of the numbers or the majority by weight of the aryl groups in the phosphate structure Junta representing the Rs group where a is a monosubstituted; Preferably, the alkyl groups at the parasite site include alkyl groups; And with Rg and Rs and with two hydrogen representations. In a preferred embodiment; Ras represents an alkyl

a It represents the hydrogen of at least some aryl groups (but is preferred as a minority) in the phosphite structure and in some embodiments; Alkyl groups do not contain alpha-hydrogen atoms” lia the alkyl groups are .tert-alkyl th-alkyl groups and in the AT embodiment Ra Ry and some with structure (11) are aryl groups Alpe 0 is independently selected by structure: Ry Or avy © 0" where Rs Ry and Rg defining Ros def contain a hydrogen or a methyl, provided that it is one of the The groups Re Rs Ry and Ry are an instance of at least two Gi of Ry Re «Rs and Ry hydrogen hydrogen and as indicated by Mel the majority of the alkyl aryl groups are monomeric 0 - Substituents, for example, phosphite compounds (eg JE) may be formed by the reaction of one or more alkylated cresol compounds (Sia) with an amyl butyl added to W00.In this embodiment The terms monoalkyl and monosubstituted refer to a single alkyl group other than a cresyl methyl group. cdialkylated, whether on the same or different molecules. and in some embodiments; The number of comme, if any; A trisubstituted aryl moiety. for example. In some embodiments it is less than 77 wt of the trisubstituted aryl moieties; For example JB of 71 wt. or less than 0.5 7 wt. in other incarnations; The phosphite structures are completely free of cial tertiary aryl moieties which means that no substituted aryl moieties ABE can be detected. And by the way; have few, if any, (Jp) flats; Monosubstituted in the ortho site. and in some cases; These aryl moieties may be caste but generally the monosubstituted aryl moieties are in the ortho position by less than 77 wt; Se is less than 77 wt. or less than 71 wt.

no es is preferable; The composition of phosphite includes a low level of or is essentially devoid of; any; contains from 0 to 75 by weight based on the total phosphite composition; Of phenolic compounds (Sie) phenol. Cresols or xylenols, whether alkylated or unalkylated; hereinafter referred to as 'free phenolics' or Lexie (free phenols) are included in the composition of phosphites phosphite These free phenol compounds, according to the invention, are generally unreacted phenolic compounds resulting from the interaction with phosphorous trihalide to form phosphite compounds and reflect the structures of the alkylated aryl groups of phosphite compounds. Phosphite composition preferably less than 75 wt; Sie less than IY 0 wt or less than 779 wt of phenolic compounds a based on total weight of the phosphite composition and JU compounds undesirable free phenolics (eg Jal) by distillation Very low levels of free phenolic compounds may be achieved eg by using a wiped film (short path) molecular distillation unit a wiped film evaporator (WFE) thin film evaporator or similar equipment.In terms of (lad) 0s the phosphite composition may include less than 0.5 7 by weight; Sia is less than 0.7 7 wt.; or less than 720.1 wt. of free phenolic compounds; On the basis of the total weight of the phosphite composition, such low free phenol levels may be particularly desirable for use in "le dallas temperature" for example (Jha) as is usually required to treat polypropylene to reduce losses in the percentage of organic compounds volatile or fuming. See Sie 0" US Patent No. EY 2077; fully incorporated herein for reference. Phosphites are often used in combination with certain essential chindered phenol antioxidants Existing phosphite formulations may also be used in combination with such essential antioxidants. Phenylphosphites “triphenylphosphites are bis(phenyh)alkylphenyl phosphites or compounds (Si Jil) phenyl) bis(alkylphenyl)phenyl phosphites. Some are often available.” But in general, the composition of phosphite includes 77 by weight; or less Sie less than 77 by weight”, for example less than viva

0 out of 271 wt. or less than 70.0 wt.; Phosphite compounds include at least one unsubstituted aryl moiety; On a total weight basis of the phosphite composition and in other embodiments slag the phosphite composition is primarily of phosphite compounds comprising aryl groups bearing substituents of alkyl groups having hydrogen atoms in the 0 alpha position. and in some embodiments; At least Jae carries at least 798 or at least 4 aryl moieties with substituents of alkyl groups containing tertiary a-carbons eg; th-butyl and th-amyl although other enzyme exist in several embodiments; Wie ten-butyl sec-butyl p-butyl n-butyl iso-butyl ciso-butyl p-amyl n- camyl th-amyl csec-amyl neo-amyl neo -amyl « etc. 1 and in some embodiments; The composition of phosphite includes a phosphorus content of at least 75 moles; Sie at least 75.5 mol; at least 71.0 mol; or at least 0" mol. In terms of ranges, the total phosphorus content in the phosphite composition will typically range from 9.0 to 77.7 mol Sa ,5 "to 75.2 mol or from 0.0 to 73.0 moles for all phosphorus-containing compounds in the phosphite composition and for butyl ve aryl phosphite compounds; it is preferable that the phosphite composition include a phosphite content IS ranging from 1) to 775.4 “Joe For amyl aryl phosphites, the phosphite composition preferably includes a JS phosphite content of 9.5 to 78.5 mol.In some preferred embodiments, dally phosphite composition 1:11P 1:05P_Hydyl stabilizer One or more hydrolytic stabilizers. oF is preferred 1 or ?; Rg is chosen from the group consisting of hydrogen; the CoC alkyl group is straight or branched; and Ry is chosen from the group consisting of the 0:0, straight or branched alkyl group. abe selects Ry from the group consisting of a straight or branched 0,20 alkyl group; Mie methyl or ethyl Jey ethyl towards a preferred vo selects Ry from the group consisting of the alkyl group Cpp -Cs straight or forked; Mie Adly

0 is straight or branched. and in C pC straight or branched or CoCo alkyl group straight or branched Jie group; Cp-Cs represents the alkyl group Ro and 1 represents x one embodiment; straight or Cag-Cro representing the alkyl group Ro and 1 representing x and in one embodiment; 0,”0 Ji

Cie-C ra OSH de gana branched; Similar to the amine from the group consisting of triethanolamine (JER) and in one of the 0 tri-isopropanolamine 1150010080016 triethanolamine and diisopropanolamine diethanolamine .tetraisopropanolethylenediamine Diamine selects the amine from the group consisting of an octyl-di(7-ethanol)amine AT in front of a nonyl-di("-ethanol)amine 16 015)2-18010811-telmo soctyl-bis(2- ethanol)amine ye indecyl-di(7-ethanol)amine cdecyl-bis(2-ethanolamine) amine dodecyl-bis(2-dodecyl-di(7-ethanol)amine condecyl-bis(2-ethanol)amine «tridecyl-bis(2-ethanol)amine amine tetradecyl-di(7-ethanol)amine hexadecyl-di(7-ethanol)amine cpentadecyl-bis(2-ethanol)amine amine (ds) ve heptadecyl-bis(2-heptadecyl-bis( 7-ethanol)amine <hexadecyl-bis(2-ethanol)amine «octadecyl-bis(2-ethanol)amine octadecyl-di)-amine «ethanol)amine (7-propatol) Sd- duss coctyl-bis(2-propanol)amine octyl-bis(7-propanol)amine decyl-bis(2-decyl-di(7-propanol)amine cnonyl-bis(2-propanol)amine amine condecyl-bis(2- propano)amine “dodecyl-bis(2-propanol)amine”propanol)amine A-7(tridecyl-bis”dodecyl-bis(2-propanol)amine dodecyl- di)"-propanol)amine tetradecyl-di(7-propanol)amine dridecyl-bis(2-propanol)amine propanol)amine pentadecyl-bis(2- (pal (7-propanol)) SlJawslisy ctetradecyl -bis(2-propanol)amine <hexadecyl-bis(2-propanol)amine hexadecyl-di( 7-propanol)amine cpropanol)amine octadecyl-bis<heptadecyl-bis(2- propanol)amine “heptadecyl” Bi-(7-propatol)amine voamine compounds include lea and octadecyl-bis(2-propanol)amine (2-propanol)amine). Armostat 1800 and ArmostatTM 300 are commercially available 71.5 to 1.1 from Se cpl 75 to 1.09, and the amine may be present in an amount ranging from

Y. phosphite to 70.8 by weight based on the total weight of the phosphite composition 17 by weight or from soybean oil Jie epoxies Additional hydrolyzed stabilizers include epoxy compounds (Drapex 392 “DrapexTM 39” Lad brand available (ESBO) with added epoxy available, “polycarbodiimides de) or polycarbodiene compounds Drapex 6.8 and Drapex 4 commercially available under the brand Stabaxol™ M° Processes for making solid phosphite compositions The present invention also relates to processes for making phosphite compositions described above and to new alkyl compositions useful in these processes. Such alkylated hydroxyaryl compounds include at least two different hydroxyaryl alkylates. lie «phosphorus trihalide» either independently or as a 'synthesis' SST two alkylated or hydroxyaryl hydroxyaryl alkylates containing a mixture of two or more hydroxyaryl alkylated compounds. A compound on ld may be an aromatic compound that includes at least one hydroxyl group; including hydroxy ol ve for example; phenol cresol compounds; xylenol compounds; and mixtures thereof. monoalkyl phenol and in one embodiment; The composition of alkyls includes mono-alkylphenol 1-4 Js or 4-th-amyl 4-t-butylphenol; -th-butylphenol Wie for example; alkylphenols such as oY Nie “dialkyl phenol” and amylphenol 2,4-di-t-Js; -di-di-di-amyl oY or 24-dit-butyl phenol di-di-di-butylphenol x. For example “monoalkyl phenol” eg?-th-alkylphenol is present 8071016001. 75 to 798 wt or Se to 799 wt; 71 preferably in the amount of 797 to 797 wt. on a total weight basis of the alkyl composition; i.e. monoalkylphenol 0 is greater than 775 by weight; or Se; -ter-alkylphenol; present in an amount greater than 770 by weight; lia - 7 Se greater than 7850 by weight. In terms of duration; preferably di-alkylphenol; ve di-ter-alkylphenol; By weight ranging from © to 790 wt. for example; From © to 775 by weight; the weight ratio ranges from 0. On the basis of the total weight of the alkyl composition eile 2700 from +8 to dialkylphenol to monoalkylphenol compounds to monoalkylphenol compounds veya

1 and may include NY to 1:4 or from 1:19 to 0:7, from Wie 1:77 usually from 1:7 to without limitation; ?- Jie Synthesis of alkyls Optionally trace amounts of other alkyl phenol compounds; uncorrosive phenol. Cresol; with one or more olefin compounds; Shes in the presence of isoamylene or isobutylene Jie camylenes and/or amylin catalysts and under effective conditions for the formation of alkyl mixtures. One or more olefins contain ? From? to 4 carbon atoms; or from; to + carbon atoms. As an alternative to Sle carbon atom; 08 to one or more alkyl halide alcohols, an olefin alkylating agent can be used The alkylation agent used may include or derive from a hydrocarbon stream TAME or more 11788 or > 0 bis petrochemical refinery li Jie alkenes and alkanes containing petroleum cut alkanes © or © or from the product of a stripping reaction (je petrochemical raffinate stream or isobutane Sie alkane SY dehydrogenation hydrogen) and in this aspect; Alkanes pass through the alkylation process in a stable state and can be easily separated, isopentane, from the resulting alkyl composition. Phosphite composition Some typical embodiments; As _.011050000005 halide with phosphorus halide cisoamylene or isobutylene isobutylene Sie molar ratio of one or more olefin compounds; 0.1:10 of ccresol or cresol phenol Js «Nie hydroxyaryl to the hydroxyaryl compound © on Sie although these ratios may vary depending on; OT to 1:00 to 1.,5:; For example, from the catalyst used in the alkylation process and the desired composition and physical properties for the formation of the finally formed phosphite. The alkylation process may vary greatly; where in certain preferred incarnations; A reaction ranging from Bhs may occur at the degree of (nitrogen under nitrogen gas Sa) phenol and olefin in an inert atmosphere ve

OY at pressures ranging from VE or from 80 to PV E0 to 71 from Sle MYT to 0 to ; Pressure. and in 1.7 to © atmospheric pressure; Or from 1.7 Ole at 10 atmospheres to 10 atm? To Me dela 11 to 1 interaction in batches; The duration of the reaction may last longer

YY

hours. In a continuous interaction, the survival time may range from © AT hours; or from 1 hour to 1.5 hours to ; hours; or from oF from She h to © h; 1 one. Alkylation is usually accomplished in the presence of a suitable catalyst to form an alkyl structure rich in monoalkyl o-hydroxyaryls” Wie 4-alkyl Ji compounds 4-alkylphenols Js; -th-butylphenol 4-t-butylphenol or ; -Th-amylphenol .4-t-amylphenol and may choose the catalyst. For example JU from the group consisting of a cacid clay catalyst cationic ion exchange resins Mie Bronsted acids sulfuric acid: trifluoromethanesulfonic acid 01 triflic acid and cphosphotungstic acid or Lewis acids eg BF; JO including suitable commercial acid clay catalysts 228 - Fulcat™ The catalyst for the sulfuric acid type cation exchange resin useful in the present invention may be, for example, a copolymer of di-Jibenzene and a sulfonated styrene-divinyl benzene copolymer of styrene sulfonate cross-linked eo” sulfonated crosslinked styrene resin from phenol formaldehyde and sulfonic acid (zd) sulfonic acid from benzene formaldehyde (aes formaldehyde Lsulfonic acid including cation exchange resins available dpa at Spell clash (JE) ion exchange for strong acids of type did benzene and styrene Jia SOWX4 catalysts Dowex “Dowex M-31 Dowex 50WX2” Dowex DR-2030 < Monosphere M-31 and Dowex Monosphere DR-2030. Other compatible resins include: 15 “Amberlyst 36” Amberlyst 35 <Amberlyst 131 “Amberlyst™ and Diaion “Diaion PK208” Diaion SKIB <Diaion SK104 “Diaion™ WA30 ¢A21 2m Tulsion T- «Tulsion T-66 «Tulsion T-62 «Tulsion'" T-38 ¢Diaion PK216 «Lewatit K1261 <Lewatit K1221 «Lewatit'” 11131 ¢Tulsion T-3830 5 3825 and Purolite™ CT- « Purolite™ CT-175 ¢Indion 225 Indion™ 180 ¢Lewatit SC 104 vo Purolite™ CT-275 5169. In one embodiment; Alkyl synthesis occurs in a batch alkylate synthesis in a reactor ©001-0/0. In the AT embodiment the alkyls are synthesized on a yy basis and in alternative embodiments; continuous-type reactor. Any free phenolic compounds that did not react with the olefin are removed from a mixture of 70 to 1360 °C Jl reaction products by distillation at temperatures ranging from, for example, 01 to 1 mbar, pressures ranging from dey and and/or a feedstock (Cs and ©, Sie) and in some embodiments; A mixed phenolic mixed olefin can be used to form a more diverse alkyl composition which may be desirable to form a more phosphite composition A mixture of low molecular weight alkenes (eg cade) can be reacted eventually. A mixture of butylenes A mixture of compounds Butylene Jie two or more compounds of olefins and ©-0; a mixture of butylene and amylin© propylene and amylin or propylene and butylene camylencs) amylin and olefin 8 compounds at the same time) or in form A with the phenolic compound either in parallel (an olefin is fed 8 first and then a successive olefin A). (i.e. the olefin is reacted and in one embodiment the reaction of the alkyl composition formed by the process of synthesizing the composition as phosphorus trihalide the alkylates described Above also with phosphorus trihalide with or without “phosphorus tribromide” example; phosphorus trichloride or phosphorus tribromide ae useful catalysts; Si N,N-dimethyldodecylamine dodecylamine Jia SEEN no epyridine and rialkylamine hydrochloride salts tri-alkylamine «dilauryl methyl amine» thereof. It is preferable that the molar ratio for the composition of alkyls (i.e. hydrochloride salts compounds range from Se 1:8 to 0:7 of phosphorus trihalide the alkylated phenols) to phosphorus trihalide vy

NT to 1: or from Aig to 7 phosphorus trihalide and the reaction can be made between the synthesis of alkyls and phosphorus trihalide

Ev from Sia VY 0 at a temperature ranging from © to (nitrogen Sia) in an inert atmosphere and phosphorus trihalide can be fed into the reactor and Ve can be added to ©0 to 10L or from Alkylation to it. In this case; It is preferable to maintain the temperature at or below 17°C during the ve addition of phosphorus trihalide to the alkyl composition to prevent reflux of phosphorus trihalide. After adding 10 minutes to phosphorus trihalide, the temperature is optionally maintained for a period of hours; or from 1 hour to ¥ hours. Preferably 10 minutes to Fe of Die an hour; 1

Ye TL 1.4 atm from lie to ; atmospheric pressure of 1.8 to carry out the reaction at a pressure ranging from to “atmospheric pressure.” Optionally, an alkyl composition may be fed into the reactor and 1 or more

WY temperature can be raised to 10 oF phosphorus trihalide. It is preferable to maintain the reaction at the degree of Ye from 0 to SM en from 880 to Sli 01 for example from 30 minutes to dela VY minutes to 01 the temperature raised for a period ranging from 0 hours; Or from one hour to ? hours. The reaction is preferably carried out at a low pressure of 0.1 to 0.04 to 4 atm; or from 1507 Sle to 5 atmospheres of pressure or 100 of hydrochloric gas Sle atmospheric pressure. During the reaction, its removal is released by reducing the pressure to a value of about atmospheric pressure or by scavenging an inert gas such as nitrogen 0 through the reaction mixture. gases until the total halide content of the reaction mixture is less than 10 parts per million by weight; or less than YO less than Se parts per million by weight; 200 of: per million by weight. Any free phenolic compounds that have not reacted with tri-halide (eal) and in one respect no more than Se phosphorus can be released by raising the reaction temperature to no more than 775" C; ve pressure 19 to 10001 then or no more than ©772"m; And in a vacuum at a pressure of 8 atmospheres. In one embodiment; A membrane (short path) molecular distillation unit may be used

Alas thin or elie equipment; a cleared evaporator (WFE); A wiped film evaporator for subsequent removal of free phenolic compounds to the very low amounts indicated above. In a phosphite solvent and in one embodiment the step of formation of the Y. phosphite structure may occur with one or more neutral xylene ctoluene. Typical solvents that can be used include toluene and benzene chloroform heptane (lw “methylene chloride) solid exylene .benzene chloride according to phosphite and in one embodiment the phosphite compositions of various Asal compounds are obtained where the ratio is modified ile chemical Jeli in the call of the invention ve hydroxyl aryl alkylated to produce a phosphite composition that is solid under ambient conditions.A schematic diagram of one of the reaction methods used to form such phosphite compositions is shown below. Eddie ve BG -.©- 5 3 8

OA. 2 0 is the vector of le.- (vi): where R represents Rs “Ry and Rg separately as defined above. Since the composition of alkyls consists mainly of monosubstituted hydroxyaryl compounds; Sle; -th-butylphenol or; -Th-amylphenol; Preferably, the principal constituents formed in the resulting phosphite composition are 0-(mono-alkyl aryl) phosphite and di-(mono-alkyl aryl) dialkyl aryl phosphite; For example (4-alkyl (Jd-(4-alkylphenyl)phosphite) and di(?-alkylphenyl)-7 ;-dialkylphenyl phosphite .bis(4-alkylphenyl)-2,4-dialkylphenyl phosphite Note that the trace amount of alkylated hydroxyaryls (Sie cg AY) phenolic compounds bearing one substituent of an alkyl group in the orthosite may be included as an additional reactant in the reaction scheme - shown above; forming additional phosphite derivatives; (BL) omitted These additional reactants and products from reaction (VI) are for illustrative purposes. The compositions according to the invention may be further processed to obtain a variety of product forms; slime powder; lia kiryat; etc. using various known methods. The formulations may also be combined with one or more additional additives; Alle are primary vo antioxidants; etc; Ji any of those detailed below; In the production of these product forms or packages of other multi-component additives.

Fixed phosphite structures as discussed above; The stabilized amount or effective amount of the phosphite composition according to the invention may be used as a secondary antioxidant for various types of polymers. and as use in this document; 'laid' means an effective stabilizing amount Laie "amount o The polymeric composition containing phosphite structures according to the invention exhibits improved stability with respect to any of its color or physical properties compared to a similar polymeric composition which does not contain Phosphite composition according to the invention. Examples of improved stability include improved fixation of cain (for example JBN) molecular weight degradation (ccolor degradation) and similar product coe (for example, Jal) magma treatment; 0 - weathering; and/or long-term field exposure to air; hall light; and/or other elements. In an AEN) improved stability is obtained in the form of one or both of the properties of a lower initial color As measured by the yellowing index (YI), magma flow rate of the molten polymer, or additional resistance to weathering, as measured, for example, by the initial yellowing index (YI) or resistance to yellowing and discoloration.

Contains no proven additive.

Thanks to which the additives and stabilizers described in this document are present in an effective amount to improve the stability of the composition. and when one of the aforementioned phosphite compositions is used “lle the composition is usually present in an amount ranging from about 1.009 to about 75 by weight” Sle from about 0.0078 to about 77 by weight; or from about 0005© to about 71 by weight; Based on the total weight ve of the polymer including the weight of the phosphite composition and any other additives or stabilizers. The Wy phosphite compositions of this invention stabilize resins, especially during curing at high temperatures with relatively little change in magma index and/or sl)

Even after multiple extrusions. The invention further relates to stabilized thermoplastic materials; comprising a base polymer i) vo polymeric resin) and any of the aforementioned phosphite compositions according to the invention. The polymer may be a polyolefin and the solid phosphite can be synthesized with a co-stabilizer eg JUN phenolics; aromatic amines; hydroxylamines Viva lactone compounds

Yv :; And the compounds of the water 65. Accordingly; The thermoplastic stabilizer fixed by 65 of the present invention may optionally contain one additional stabilizer phosphite or more phosphite compositions or a mixture of stabilizers selected from the group consisting of phenolic antioxidants; UV absorbents violet; Compounds (HALS) Light Stabilizers of Amines Retards Acids Alkaline Metal Salts Alkaline Metal Salts Phosphites © Oils emetal oxides metal oxides chydrotalcites hydrotalcites 00 acids Fatty hydroxylamine compounds cepoxydized soybean oils soybeans that have undergone an oxidation process lactone compounds tertiary amine oxides hydroxylamine tertiary amine oxide compounds thermal reaction products _ of tertiary amine oxide compounds and sulfur synergists dlactones thiosynergists 01 In one embodiment, the amount of each component present in the stabilizing mixture is shown on the basis of 1.1% by weight of the total polymer or polymer resin.In Table 1 Table Component Range Preferred Range

ATE To=v va) Phosphite steel Phosphite compositions by weight by weight

JARTIRRY- 2 wt 0,0 Primary antioxidant wt 7-1 wt 27-0 light JUV stabilizer wt ARTITER wt 27-08 material Metal Inhibitor wt NM-7 wt 27-0 Other secondary antioxidants wt ASCE wt 27-0 Peroxide scavengers wt JA ETERS wt 27-0 Stabilized polyamides veya

Ya

By weight T...-7/ 77-0 Stabilizers Basic Contributors wt 27-00 Nucleation or Purification Materials by weight 0-27 Propanoate Aminoxy by weight include primary antioxidants; For example; the following: eg: 7 7-di-calkylated mono-phenols 0

SET 7-tert-butyl-; Phenol ALE 7 2-tert-butyl-4,6-dimethylphenol Methylphenol 2,6-di-tert-butyl-4- 7-di-tert-butyl-;-p-butylphenol 17 ctert- butyl-4-ethylphenol 8 2,6-di-tert-butyl- 7-di-tert-butyl-?;-isobutylphenol 7 n-butylphenol 2,6-dicyclopentyl-4-vol J fim 7 -cyclopentyl- 7 4190001016001 2,6-bis(a-methylbenzyl)-4- 7-di(alpha-methylbenzyl)- methylphenol “Y” methylphenol 2-(a-phenol) Jie SBT 7-(alpha-methylcyclohexyl)-?; «methylphenol 2,6-di- 7-di-octadecyl-;-methylphenol 7 cmethyleyclohexyl)-4,6 dimethylphenol 1.2,4, 6,- ful dla hexyl DT 4 7 coctadecyl-4-methylphenol 2,6-di-tert-butyl- phenol Jie 7-di-tert-butyl ctricyclohexylphenol alkylated mono- phenols include other commercially alkylated monophenols. hydroquinones Alkylated hydroquinones (ii) -<methoxyphenol 2,6-01-16:1-5111-4-016010<0106001» 7 ©-di-th § = Ji gar -th AU 2 ,5-*©-di-th-amyl-hydroquinone 7 2,5-di-tert-butylhydroquinone 2,6-diphenyl-Js; J = octadecyl-oxy and 7” 7-di-cdi-tert-amyl-hydroquinone alkylated hydroquinones (N<Ha4-002060). These include commercially available alkylated hydroquinones | Lowinox AH25 0.

Ya on hydroxylated thiodipheny! ethers Hydroxylated thiodeniphenyl ethers (i) 2,2 thio-bis-(6-tert-butyl-d- phenol) Jia 4 = Ji sam 7"-thio-bis-(+7-th-7 ( JO Spell —'¢ K (2,2'-thio-bis-(4-octylphenol) ?"-thio-di-(?-octylphenol) 17 cmethylphenol) and K "4 A '-thio-bis-(6-tertbutyl-3-methylphenol) oi 4 A'-thio-bis-(6-tert-butyl-2-methylphenol) (-methylphenol) - -di-(71-th-butyl) sito hydroxylated thiodiphenyl ethers, including hydroxylated thiothanephenyl ethers

Lowinox TBP6 5 “commercially available TBM6 label = v YJ as calkylidene-bisphenols alkylidene compounds --bisphenol(iv)2,2'-methylene-bis-(6-tert-butyl-4-) -(7-th-butyl = 4-methylphenol) Al methylene 2,2'-methylene-bis-(6- 7"'-methylene-bis -(7-th-butyl = § - 7 emethylphenol (1-methyl-cyclohexyl) all) == 7"-methylene-di-(?-methyl-7 tert-butyl-4-ethylphenol) 7"-methylene-7 2,2-methylene-bis-(4-methyl-6-(a-methylcyclohexylphenol) phenol) 2,2"-methylene-bis-(4-methyl-6-bi-(;-methyl-7) -cyclohexylphenol) 2,2'-methylene-bis-(6-?"-methylene-di-(7-nonyl-;-methylphenol) 7 «cyclohexylphenol) 2,2- (Js-methyl benzyl)-4-tonyl al) = 1) = “'-methylene-di « Y < nonyl-4-methylphenol) Ve — all ket '-(7-(alpha methylene-)'-methylene bis-(6-(a-methylbenzyl)-4-nonylphenol) 2,2 -methylene-bis-(6-(a, o-dimethylbenzyl)-4-nonyl-benzyl)- ;-nonyl-phenol) Jie 2,2"-methylene-bis-(4,6-di- -tert-butylphenol) AGT 0 "-methylene-bis-(?1 (a00ft") 2,2 - “"-ethylidene-di-(7-th-butyl-); -isobutylphenol (oY dert-butylphenol) +-di-th-OY) SU cpl" cethylidene-bis-(6-tert-butyl-4-isobutylphenol) 0'-methylene-di-(7H-) 4 4, 4'methylene-bis-(2,6-di-tert-butylphenol) ~0)= pe 10110 ¢44'-methylene-bis-(6-tert-butyl-2- 7- methyl-; -5-t-butylphenyl)butane Yo —&im¥)= SET 7 2,2%isobutylidene-bis(4,6-dimethylphenol) phenol) Jie AS 2,6-di-(3-tert-butyl-5 -methyl-2-butyl (*-methyl-7-hydroxy.benzyl)-; pd'-tri-(5-th-butyl-;-hydroxy-"-methyl chydroxybenzyl)-4-methylphenol r. =o) AY) (ll 3-tris-(5-tert-) butyl-4-hydroxy-2-methylphenyl)butane phenyl)butane 1 1-bis-(5-tert-butyl-d= -dodecyl-mercaptobutane T= th-butyl-;-hydroxy-7-methyl phenyl) - SY ;'-hydroxy ethyleneglycol-bis-(3,3-bi s-(3 -tert-butyl-4'- Slag methyl.phenyl)-di-0 hydroxyphenyl)-butyrate)-di-(3-tert) -butyl-4-hydroxy-35 -methylpenyl)- - -butyl-?'-hydroxy -*'-methylbenzyl ( 7-sET) SU «dicyclopentadiene di-(2-(3"-tert-butyl-) 2'-hydroxy-5'-methylbenzyl)-6-tert- terephthalate (Jed butyl-;-methyl-alkylidene- alkylidene compounds include .butyl-4-methylphenyl)terephthalate

Naugard “Lowinox 44825 #” monomer WSP “Lowinox 22M46 commercially available bisphenols Ve. Lowinox 221846 “Naugawhite™ ¢536-5-tri-(; 5#-bi-th oF 0 eg; benzyl benzyl compounds (v) 1,3 5-tris-(3,5-di-tert-butyl-4-methylbenzene SET of butyl-;-hydroxybenzyl)-7;di-("© 5#-di-th-butyl-; -th-butyl- > isooctyl 3,5-di-tert-butyl-4-hydroxybenzyl- ?-hydroxybenzyl-mercaptoacetate isooctyl-methylbenzyl diethyl) SUT oY - -1-hydroxybenzyl - -(?-th-butyl SU amercaptoacetate «bis-(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)dithiol-terephthalate terephthalate 1,3,5-5-terephthalate-(); 5-di-tert-butyl-;;10-hydroxybenzyl) (Fo) isocyanurate #-tri-oF) isocyanurate ctris<(3,5-di-tert-butyl-4,10- hydroxybenzyljisocyanurate +0 1,3,5-tris-(4-tert-butyl-3-hydroxy-methylbenzyl) SET -th-butyl-7-hydroxy-7”£)-7 Y= pkk -tri-(4-th-butyl-7-hydroxy-2,6-dimethylbenzyl)isocyanurate 1,3,5-tris(4-t-butyl- -trione) 118 (HY HY) cf #-triazine -T oF dimethylbenzyl)-diphosphonate (¢3-hydroxy-2,6-dimethylbenzyl)-1,3,5-Triazine-2,4,6-(1H,3H,5H)- trione dioctadecyl-3,5-di-tert-butyl-d- -; -Hydroxybenzyl Ji gm octadecyl-?; ©-di-th-vo - ©-di-th-butyl -; oF l calcium salt chydroxybenzylphosphonate monoethyl ~~ 3,5-di-tertbutyl-4- Ja) hydroxybenzyl | Monophosphonate - cyclohexyl lio -(;1-isocyanurate) hydroxybenzylphosphonate vy .1,3,5-tris-(3,5-dicyclohexyl-4-hydroxybenzyl)isocyanurate? Hydroxy.|Benzyl).

Lowinox Ro Anox 330 “Anox™ 10-4 Commercially available benzyl acid compounds include benzyl .0 ull acid eg; cacylaminophenols acylaminophenol(vi)anilide acid; -hydroxy-stearic 4-hydroxy-lauric acid anilide ,4-bis-octylmercapto-6-(3,5-tert-butyl-4-hydroxyanilino)-hydroxyanilino)--triazine octyl-N- octyl-11-(;©-di-ter-butyl- ?-hydroxyphenyl)-carbamate 5-1826 (3,5-di-tert-butyl-4-hydroxyphenyl)-carbamate (vii)ve esters of the (oF) acid ti©-di-tert-butyl -; -hydroxyphenol)-propionic beta-(3,5-di-tert-butyl-4-hydroxyphenol)-propionic acid with monohydric or cpolyhydric alcohols e.g. JB Methanol methanol cdiethyleneglycol octadecanol coctadecanol triethylene glycol 1-criethyleneglycol 1-hexanediol cl6-hexanediol pentaerythritol ve neopentyl glycol cneopentylglycol isocyanurate SG-hydroxy ethyl tris- hydroxyethyl isocyanurate cthiodiethyleneglycol di-hydroxyethyl oxalic acid diamide. These phenols include lid ely oS phenols (© ©-di-eth-butyl -?-hydroxycinnamate)]methane [methylene {3,5-di-tert-butyl-4-hydroxycinnamate} Jmethane colkyl 0.ve includes the esters commercially available 0 "with 1315 GP45 ¢ Anox “Memdomel 38” Naugalube “Naugard PS48” Anox PP18 ¢Naugalube 531 and Naugard XL-1. (viii) asad thio esters lsd beta-(e-th-butyl-); -hydroxy-?-methylphenyl)-propionic (of beta-(5-tert-butyl-4-hydroxy-3-methylpheny!)-propionic acid with alcohols monohydric or cpolyhydric for example; Methanol 0608001 Diethylene Glycol cdiethyleneglycol coctadecanol triethylene glycol 10 driethyleneglycol 1+-hexane_diol 1,6-1©8060101; Pentaerythritol 0018601101 Neopentylglycol <neopentylglycol tris-hydroxyethyl isocyanurate Ja) thiodiethyleneglycol diethyleneglycol

YY

These include commercially available dihydroxyethyl oxalic acid diamide. Anox 70 s Naugalube™ 5 thio esters amides had (ix) of beta-(3;5-di-) tert-butyl-;-hydroxyphenol)-propionic B-(3,5-di-tert-butyl-4-hydroxyphenol)-propionic acid eg; 2 (Tm JEN. 5-di-tert-butyl-;-hydroxyphenylpropionyl)-hexamethylenediamine N,N'-di-(3,5-di-tert-butyl-4-hydroxyphenyipropionyl)- hexamethylendiamine l ='N di-("©-di-th-butyl-?-hydroxyphenylpropionyl)-trimethylenediamine NON {N «di-(3,5-di-t- butyl-4-hydroxyphenylpropionyl)trimethylenediamine 7-bi-(; 2-di-tert-butyl = § Jad Sy aa propionyl)-hydrazine (N,N"-di-(3,5-di-tert-butyl) -4- chydroxyphenylpropionyl)-hydrazine ve la "-hexamethylene di-(7-[ ;-[;-th-butyl-;-hydroxyphenyl]) propionamide N,N'-hexamethylene bis[3-( 3,5-di-t-butyl-4- hydroxyphenyl)propionamide , SEY ( ; Alo - eth-butyl - ; -hydroxyhydrocinamyl) hydrazine .1'2-bis(3,5 -di-tent-butyl-4-hydroxyhydrocinnamoylhydrazine Commercially available amides include Lowinox 11098 and Lowinox MD24 (x) Ve. Other phenolic antioxidants include the following families: Polymeric phenols, Jie, the product of the reaction of the compound, Jit, phenol -4 methylphenol with dicyclopentadiene and cisobutylene, available commercially under the trade name ¢Lowinox CPL. Alkylidene-poly-alkylidene compounds Jie “phenols? Tri-(7-methyl-;-hydroxyl-5-th-butyl-phenyl)-butane tris(3- 1,3 methyl-4-hydroxyl-5-t-butyl-phenyl)-butane Ye (with name Commercial 0822 «1.01100]. thiophenols Y Jie thio phenols 7-di-th-butyl-; -(?; SUT(octylthio)-;7 0—triazine-JY amino)phenol 2,6-di-tert-butyl-4-(4,6-bis(octylthio)-1,3 ,5-triazin-2-ylamino) phenol (Brand Name 565 SET of o(Irganox™ (octylthiomethyl)-ortho-cresol)-4,6 bis (octylthiomethyl)-o-cresol (Brand name Trade name 1520 (SUE ef g(Irganox) (dodecylthio yo methyl)-ortho-cresol (trade name 1726 4,6-bis(dodecylthiomethyl)-o-cresol (Irganox) (Irganox 1726) and includes phenols ester phenols di[oF 7-bis(;-hydroxy-7?- ?-tri-Jipphenyl)butanoic acid] bis[3,3-bis(4-hydroxy-3-tert-butyl) glycol phenyl)butanoic acid]glycol ester (trade name 03 "11051800«1). It includes ry-phenols -di-eth-eth-pentylphenyl)ethyl]-© (Tm Sg 0am) =] other as well as acrylates phenols 2-[1-(2-hydroxy-3,5-di-tert-pentylphenyl) ethyl]-4,6-di-tert- -pentylphenyl Ei AT 4 (Sumilizer GS (trade name pentylphenyl acrylate) Di(octadecyl)hydroxyl Jie cHydroxylamines Hydroxylamine (xi) Dimer Compounds 1). FS 042 (trade name bis(octadecyl)hydroxylamine amine 5 and in one embodiment; The proven composition includes one primary antioxidant selected from the group of tetramethylene (JE oF) -th-butyl-; tetrakismethylene (3,5-di-t-butyl-4-hydroxylhydrocinnamate) methane (trade name 20 *"00m") isocyanurate (oF) #-tri-oF) 5-di-th -butyl -; - Hydroxy

Anox 16- (trade name 1,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl) benzyl isocyanurate) ve —o oF 0-(methyl lysine SET); tert-butyl-7-hydroxy-7;Se 1 «(14 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6- 118)-trione «HY <H) in Yee

Lowinox (trade name dimethylbenzyl)-1,3,5-triazine-2,4, 6-(1H,3H,5H)-trione octyl-3-(3,5-di-octyl-7-propionate) (7; ©-di-eth-butyl = -hydroxyphenyl) 0 t-butyl-4-hydroxyphenyl) propionate 00 (trade name Anox PP18 1(octadecyl)hydroxylamine bis(octadecyl) hydroxylamine (trade name 1 (Irgastab FS-042 ¥ 1,3,5-benzene) (Jon #-di-th-;-hydroxy oF) B= of methyl-?; SDE “ Anox 330 (trade name trimethyl-2,4,6-tris (3,5-di-tert-4-hydroxybenzyl) benzene 2,6-bis(a-methylbenzyl)-4-methylphenol (alpha-methyl) benzyl)-; 1-dimethylethyl)-4-hydroxy-benzenepropanoic acid aul) Commercial 1315 SEY ((Anox-th-butyl-;-ethyl-phenol 2,6-di-t-butyl-4-« (BHEB) ethyl-phenol and mixtures of phosphite terminators and composition specified herein. One or more Jie What (i) compounds? -( “”-hydroxyphenyl)-benzotriazoles «2-(2”-hydroxyphenyl)-benzotriazoles for example; Derivatives: Jeo = -Etah-5" SLO OF -th-butyl- -N3!,5-4 veya

5'-tert-butyl- 5'-tert-amyl- 5'-di-tert-amyl- 5'-di-tert-amyl 17 ctert-butyl- 5)1,1,3,3-butyl (- Jie olay ToT-0101) 2 -Al“5-18:1-2” = Jairo 0 5-chloro-3',5"-di-tert-butyl- -th-butyl A =" -chloro-?; © ctetramethylbutyl)- - 5-anjanan-1-'5-201010-3' ? ATN -011 ©-chloro-?"-th-butyl-#-methyl- -ebriation - 5 TY 4-0010 '-octoxy ¢ (3'-sec-butyl-5"-tert-butyl- - butyl = 0 '-th-butyl o 3" 5'-ditert-amyl-3',5"bis-methylbenzyl) Sma o)= S10 OF = Jal dade ALE 2-2 “"- Hydroxyphenyl (-1-benzotriazole) and include compounds (00-0101607106021)-

Lowilite 27 Lowilite™ 6 Commercially available: hydroxyphenyl)-benzotriazoles Lowilite 234 and Lowilite 55 35 Lowilite 29 for example 8 “2-hydroxy-benzophenones” compounds? ><hydroxybenzophenone (ii) ye 4- -octoxy- ¢ «4-methoxy- -methoxy- 4 4-hydroxy- = derivatives : 4-hydroxy ~¢ «4-dodecyloxy- - dodecyloxy- 4 c4-decyloxy- -decyloxy- 4 coctoxy- a § no 2,4-dihydroxy- = ? 7'-dihydroxy-4-benzyloxy--benzyloxy 2'-hydroxy-4,4'- SEE and 7'-hydroxy-;4. 4trihydroxy- - 2-hydroxy-benzophenones Compounds include ? 7-hydroxy-benzophenone .dimethoxy Ve «2-hydroxy-4-methoxybenzophenone Typical: 7-hydroxy-; -methoxybenzophenone-di-4 oY 2-hydroxy-4-ethoxybenzophenone 7-hydroxy-; -ethoxybenzophenone and 7-hydroxy-? -propoxy “2,4-dihydroxybenzophenone hydroxybenzophenone - hydroxy A benzophenone P2-1701070-4-01000<3060200160017. Compounds of the “Lowilite 22 commercially available” solution include: 20 GANA 2-hydroxy-benzophenones benzophenones 0. Lowilite 24 5 “Lowilite 20S carries substituents and is devoid of terminators, for example,” benzoic acids are esters of benzoic acids (ii) 4-tert-butylphenyl salicylate; SU coctylphenyl salicylate Jud octyl salicylate bis-(4-tert-di-(;-th-butylbenzoyl)-resorcinol “dibenzoylresorcinol Yo -hydroxy 4 cbenzoylresorcinol (butylbenzoyl)-resorcinol 2 A-divtert-butyl-di-divtert-butyl-phenyl-;0-di-th-butyl 4 OY benzoate and -hydroxybenzoate Hexadecyl-; cphenyl-3,5-di-tert-butyl-4-hydroxybenzoate vera

Yo .hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate -di-tert-butyl ©

(iV) 0 UV absorbers and/or AZ photosensitizers may also include: 5-acrylate compounds. For example, “JE” ethyl ester or isooctyl ester of an alpha-acid cyano-beta-diphenyl acrylate alpha-cyano-beta, beta-

«diphenylacrylic | 0 > alpha- jiu) ccarbomethoxy-cinnamic acid methyl ester methyl ester or butyl ester of alpha-cyano-beta-methyl-para-methoxy- alpha-cyano-beta- cmethyl-p-methoxy-cinnamic acid ester Jie of alpha-carbomethoxy-p-methoxy-cinnamic acid methyl ester L1- (beta-ye carbomtoxy-beta-cyano-phenyl)-7-methyl-indoline N-(beta-carbomethoxy-beta-cyano- .vinyl)-2-methyl-indoline (v) Nickel compounds are suitable for Lind as UV absorbers and photosensitizers. Typical nickel compounds include: nickel complexes of 1001 (-4( Slim SY oY 0-?-tetrabutyl Jie)-phenol) 2,2'-thio-bis(4- o(1,1,1,3-tetramethylbutyl)-phenol) as the complex in 1:1 or 1:7 ratio; optionally with additional Jie ligands p-butylamine 0-6 triethanolamine triethanolamine or N-cyclohexyl-diethanolamine SUS (N-cyclohexyl-diethanolamine) butyl thiocarbamate “nickel dibutyldithiocarbamate” nickel salts of monoalkyl ester compounds of acid 4 (T= Sy ue ©-di-th-butylbenzyl Y.phosphonic “4-hydroxy-3,5-di-tert-butylbenzylphosphonic acid monoalkyl esters eg 00601 for cethyl or butyl esters Nickel complexes ketoximes, for example; for the compound “-hydroxy-?-methyl-phenyl undecyl ketoxime 2-hydroxy-4-methyl-phenyl undecyl ketoxime” 1-phenyl-;-lauroyl-H-hydroxy-Yo pyrazole ¢1-phenyl-4-lauroyl-5-hydroxy-pyrazole optionally in the presence of additional ligands. Commercially available nickel compounds include: 4oY) Lowilite 7"-thio-di(4-th-octyl-phenolato)) 7<-butylamine-nickel (11). (vi) Stereoly hindered amines as veya substances

b UV absorbents and photosensitizers. These include stereoisomerically impaired amine compounds; For example; (eT YoY) 7-tetramethylpiperidyl (tetramethylpiperidyl)-2,2,6,6)-bis ctetramethylpiperidyl)-sebacate (di-(1 7 7 1 7-penta Jie) bebridil) at 560-(I need to do part 1,2,2,6,6-00121)-wa; ester (YY) SLE ct ; 7-Pentamethylpiperidyl) to p-butyl-3-acid; LE -th-butyl - -hydroxybenzyylmalonic n-butyl-3,5-di-tert-butyl-4-hydroxybenzyl ~~ malonic acid (,2,2,6,6.-pentamethylpiperidyl) ester 1; 1-hydroxyethyl-t-GUY olay methyl-4-hydroxy-piperidine condensate 1-hydroxyethyl-2,2,6,6-tetramethyl-4-hydroxy-piperidine and succinic acid product condensation of 3 Ah( T-GUY Jie trans-1-1 piperidyl)-hexamethylendiamine-11,21-2,2.6.6 tetramethylpiperidyl)-hexamethylendiamine f ; -th-octylamino-1 7-dichloro-)¢ 7 5-o-triazine dd-tert-octylamino-2,6-dichloro-1,3,5-s-triazine (7; 07 31 oly methylpiperidyl) tris=(2,2,6,6- tetramethylpiperidyl)-nitrilotriacetate tetra-( 7 2 ely methyl-;- yo piperidyl)- oF FV 1 4-butane olay-carbonic tetrakis-(2,2,6,6-tetramethyl-4-"1 0 epiperidyl)-1,2,3,4-butane-tetra-carbonic acid ((» 7-ethanediyl)-biperazinone (; OF©-tetramethylpiperazinone) 1,1(1,2-ethanediyl)-bis-(3,3,5,5- tetramethylpiperazinone) These amines include hydroxylamines 705 which are derived from inactivated amines such as: di(1-hydroxy-7 oly 5 0-methylpiperidinyl(4)) di(1-hydroxy-2,2,6,6) -tetramethylpiperidin-4- sebacate (ala; 1-hydroxy-?; 7; 7-1-tetramethyl-;-benzoxypiperidine I= “TYc-iscorde-1¢hydroxy-2,2 ,6,6-tetramethyl-4-benzoxypiperidine tetramethyl-;-(3;5-di-eth-butyl-;-hydroxyrosinamoyloxyhydroxyhydroxypiperidine)-piperidine 1-hydroxy-2,2,6,6-tetramethyl- 4-(3,5-di-tert-butyl-4-hydroxy ¢hydrocinnamoyloxy)-piperdine vo h(1-hydroxy-?;7 3 7-tetradf d-piperidinyl(4))-epsilon Caprolactam N-(1-hydroxy-2,2,6,6-tetramethyl-piperidin-4-) 21-51100830181 Commercially available inactivated amine compounds include: 19 Lowilite < Lowilite 77 < Lowilite 62 92 families ltrs1 » 5 94 Lowilite vera ry ;- of eg oxalic acid diamides (vid) ! '-di-octyloxy-oxanilide 1 ct «44-di-octyloxy-oxanilide ~'Y-t(2,2 -di-octyloxy-5',5'-diert-butyloxanilide 5-Di-butyloxanilide 2,2'-di-dodecyloxy-5".5'di--butyl-oxanilide JP »5-dodecyloxy-AL for «2-ethoxy-2' -ethyl-oxanilide Jal Y = 7-etoxy ctert-butyl-oxanilide °

N,N"-bis(3-dimethylaminopropyl)-(7-dimethylaminopropyl)-oxalamide (SN 2-ethoxy-5-tert-butyl-2'-”-etoxy-e-eth-butyl - ?'-ethyl coxanilide ortho- and mixtures thereof with 7-ethoxy-7'-ethyl-*; -5,4-di-tert-butyloxanilide plus mixtures of cpara-methoxy-, para-methoxy- Ve .p-ethoxy- and para-ethoxy- o-ethoxy- two substituted orto-etoxy Jaa oxanilides of the invention phosphite The polymeric resins and mixtures of phosphites may also comprise one or more other additives comprising, for example, one or more of the following compounds: phenyloxalic SENN Metal-retarding agents, eg diamide of (i) acid 0

N- 11-salicyl-17-salicyloyl hydrazine (N. N'-diphenyloxalic acid ~~ diamide

N,N-bis- for 'L-1-di-salicyloylhydrazine' salicylal-N'-salicyloylhydrazine *-di-th-butyl-; -hydrofenyl (F) = enanth-1la(N «salicyloylhydrazine

N,N'-bis-(3,5-di-tert-butyl-4-hydrophenylpropionyl)-propionyl)-hydrazine diesalicyloylamino-1,2,4-triazole -triazole 4 oF = sual Salicyloyl chydrazine Y. .bis-benzyliden-oxalic acid dihydrazide Di-benzyliden-oxalic acid hydrazide and/or phosphites Jie phosphites Additional secondary antioxidants (ii) ctriphenyl phosphite triphenylphosphite Additional JUL; ex. 5 cdiphenylalkyl phosphites diphenylalkyl phosphites tris(nonyl- (nonyl-phenyl) phosphites DN cphenyldialkyl |. phosphites Yo tris(nonyl-phenyl) phosphites trilauryl phosphite 016010001 distearyl trioctadecyl phosphite tris(2,4-tris( ;-di-ter-butylphenyl) phosphite epentaerythritol diphosphite vera

Ya

ALS phosphite cdi-tert-butylphenyl)phosphite di(7;4-di-tert-butylphenyl) penta cdiisodecyl pentaerythritol diphosphite «bis(2,4-di-tert-butylphenyl)pentaerythritol ~~ erythritol diphosphite-4 (7; SUD ctristearyl sorbitol triphosphite SE bis (2,4-dicumylphenyl) typhosphate SUS dicumylphenyl) pentaerythritol o ; (-di-tert-butylphenyl)-4'-diphosphite oY () and quaternary “pentaerythritol diphosphite tetrakis(2,4-di-tert-butylphenyl)4,4'-biphenylene phosphonate ALS phenylene” Naugalube TPP 110018M0101105. Commercially available secondary antioxidants include: “Weston TNPP “Weston” 399 “Naugard P (Ultranox™ 626 “Alkanox’” 240 “Weston DPP” “Weston DPDP” “Weston 619F” “Weston 618F” “Weston 430 ye” “Weston TPP Weston TLP «Weston TDP «Weston PTP «Weston ¢ (trilauryl trithio phosphite) Weston TLTTP 5 «Doverphos HiPure 4 «Doverphos 4-HR Plus «Doverphos 4-HR «Doverphos™ 4 Hostanox PEPQ and ¢Doverphos S-9228 Beta acid esters (JU) as peroxide scavengers Peroxide scavengers (ili) 0 Lauryl esters (Jal) as cbetathiodipropionic acid esters or myristyl esters stearyl esters clauryl esters or mercaptobenzimidazole salt etridecyl esters dibutyl 2-mercaptobenzimidazole of 7-mercaptobenzimidazole zinc salt zinc salt Disulfide SL ezine-dibutyldithiocarbamate zinc dithiocarbamate y. Pentaerythritol tetra-(beta-dodecylmercapto)- dioctadecyldisulfide octadecyl pentaerythrotetrakis-(beta-dodecylmercapto)-propionate propionate eg cpolyamide salts can also be polyamide stabilizers ( iv) and/or phosphorus iodides in combination with copper salts iodide compounds found in divalent manganese salts and phosphorus yo .phosphite polymeric resins and/or melamine phosphite mixtures For example; Melamine cbasic co-stabilizers ATs Basic co-stabilizers Substances (v) “dicyandiamide cyandiamide SUS cpolyvinylpyrrolidone polyvinylpyrrolidone ra urea derivatives ctriallyl cyanurate triallyl cyanurate compounds Amine 5e Polyamides chydrazine derivatives hydrazine hydrolates cil She polyurethanes polyurethanes polyamides alkaline and alkali metal salts hydrotalcites stearates (JE of high weight fatty acids) Molecular eg earth metal salts 8 lactate “calcium stearoyl lactate SUSY “Ca stearate Calcium 7” octate Zn stearate calcium lactate Na ricinoleate Sodium ricinoleate (Mg stearate, magnesium stearate, coctoate, antimony pyrocatecholate, antimony pyrocatecholate, K palmitate, and potassium palmitate, which contribute to AT fal. The materials include . 2106 pyrocatecholate or zinc pyrocatecholate.

Commercially available Mark 605SACM “Mark 6055 Mark 6045ACM Mark™ 6045 Commercially available: “Mark CE 387s “Mark CE 350 “Mark CE 345 “Mark 6102 “Mark 6087ACM DHT-4A™ eg Clarifying agents and nucleating agents 5 Variation Factors (vi) 4-0-50115©02016; adipic acid the metallic salts of an acid; ter-butylbenzoic vo sorbitol diphenylacetic 40 phenylacetic ALE cadipic 0 benzoic acid, sodium benzoate and derivatives terminated ~N sodium benzoate for example; methyl-?-(21; aminoxy propanoate) aminoxypropanoate derivatives (vil) - ethyl emethyl-3-(N,N-dibenzylaminoxy)propanoate dibenzylaminoxy)propanoate ethyl-3-(N,N- dibenzylaminoxy) taunonaporb (71-dibenzylaminoxy) (N)-Y ; benzylaminoxy)propanoate (SEN 1-7) methylene-dicyclohex-1111 methyl-(-7-(methyl)propanoate -?- ¢1,6-hexamethylene-bis(3 -N,N-dibenzylaminoxy)proponoate methyl-(2-(methyl)-3(N,N-benzylaminoxy)propanoate)SENN)benzylaminoxy) SUN octadecyl-7-(11;tdibenzylaminoxy)propanoate

SUN «N) quaternary soctadecyl-3-(N,N-dibenzylaminoxy)propanoic acid propanoic ye tetrakis (N,N-dibenzylaminoxy)ethyl benzyl-aminoxy)ethyl carbonyl oxymethyl)methane ethylaminoxy)-propanoate ‎ SEN 01(-7-phonates"; octadecyl oxymethy)methane -N potassium salt of sulfuric acid ¢octadecyl-3-(N,N-diethylaminoxy)-propanoate vera

3-(N,N-dibenzylaminoxy)propanoic acid potassium + L; 5 )0 7-Hexamethylene bis(3-(N-allyl-N-dodecyl aminoxy)propanoate)-1,6 .hexamethylene bis(3-(N-allyl-N-dodecyl aminoxy)propanoate) ( viii) other additives. For example: plasticizing agents cplasticizers lubricating agents 5°C emulsifiers cemulsifiers pigments Jules dyes optical brighteners flameproofing agents canti-static Agents Blowing agents and sulfur servo agents 5. Ex: Dilaurythiodipropionate SL i dilaurythiodipropionate Stearyl thiodipropionate

.distearylthiodipropionate Ve

The polymer or polymeric resins may optionally include 0-* 75 wt* eg 750-01 wt or 7701-15 wt of fillers 61105 and hardening agents 6010:0108 eg; Calcium carbonate Silicates compounds Glass fibers cglass fibers Asbestos casbestos Calc kaolin metal oxides and metal oxides and hydroxides barium sulfate mica vo . graphite, carbon black, carbon black chydroxides

The invention also relates to a stabilized polymer; where one of the components is the composition of “laa phosphite” according to the present invention; The other is represented by a polymer such as polyolefin “their contemporaries; polyvinyl chloride etc.; or polymeric resins.

r- The polymer stabilized by these phosphite solids may be any polymer known in the art; For example; polyolefin homopolymers and polyolefin copolymers thermoplastic polymers; rubber materials; polymers of polyesters, polymers of polyurethane, cpolyurethanes, polymers of polyalkylene terephthalates

Ye cpolysulfones cpolyimides cpolyphenylene ethers styrenic polymers and styrenic copolymers 507©016; Polycarbonates Polycarbonates Acrylic polymers Polyamides Polyamides Polymers

Acetal 5M are chalide-containing polymers and ALE biodegradable polymers. Mixtures of different polymers can also be used, such as combinations of polyphenylene ether 001606 01M / styrenic resin ABS/polyvinyl chloride 0 other impact modified polymers. such as methacrylonitrile o and ABS containing alpha-methyl a-methylstyrene (pf) and poly-885 or polycarbonate/885 and poly-ester in addition to another shock-modifying agent. These polymers are commercially available or can be prepared using known methods The ATA compositions of the invention are particularly useful in thermoplastic polymers Jie polymers of polyolefins Polycarbonate polymers Polymers of 5m polyester polyphenylene ethers J) and styrenic polymers due to the extreme temperatures at which thermoplastic polymers are often processed and/or used. The polymers used in combination with the solid phosphite compositions of the invention are produced using various polymerization processes including: solution polymerization; high pressure polymerization; ve slurry polymerization and gas-phase polymerization using various catalysts, including Ziegler-Natta catalysts, single site catalysts, metallocene catalysts or Philips 5L 111105-006 catalysts. Polymers useful for use with solid 6-phosphite compositions include; For example but not limited to ethylene based polymers such as: polyethylene dad low density polyethylene > 35m stretchable polymers elastomeric polymers cplastomers high density polyethylene intrinsically linear polymers with long chain branches; low density polyethylene and polymers based on propylene based 5 such as: Lay polypropylene polymers, including catactic polypropylene polymers, symmetrical polypropylene polymers, arranged, cisotactic polypropylene polymers and syndiotactic polypropylene polymers and copolymers of propylene 5m mql : random copolymers of propylene | propylene random 65 m propylene block copolymers or vera

Propylene impact copolymers. For polymers; Usually, ethylene based polymers have a density ranging from 1.87 to Canvas 19597, preferably from 1.84 to 0.558 g/sm. And the best is from 1.9050 to Safer 1.97, and the best is from 1,905 to 0.95 g/cm, and the best is also from 900 to 0.540 g/cm, and the most preferred is more than 0.119 g/cm. poison "; the best of Safad 0 and most preferably of 0.975 g/cm.” The polymers resulting from the process of the invention usually have an emolecular weight distribution, the ratio of the weighted average of the molecular weights to the mean of the numerical weights (Mn/Mw) of more than 1,0 and up to about eo, specifically more than ?, and up to about 01, and it is better that it is more than about 7.7, and 0 is less than about A, and the best is from about YY, and less than about 0, and it is preferable that it ranges from from Y,0 to .140/108 can be measured using gel permeation chromatography techniques well known in the technique.In one embodiment the polymers of the present invention have a melt index (MI) or (12) As measured according to method ASTM-D-1238-E ranges from 60 to 0.001 dg/min; preferably from about 0.00 to about 0.01 dg/min; 1.1 to about 0 dg/min; most preferably from about 151 to about 10 dg/min. In one embodiment, the polymers of the invention have a flux index ratio of (12/121) (121 measured according to the method (ASTM-D-1238-F ranging from 01 to less than Y0 and preferably from about 15 to no less than Y0. In a preferred embodiment; The polymers of the invention have a melt index ratio (12/121) (121 measured according to the method (ASTM-D-1238-F) preferably vs more than yo, better than oF, better than ofr And better than 0 and more Sadi than the solid io of the invention phosphite The polymers used with phosphite structures to form coextusion and extusion A are useful in forming processes such as injection molding processes blow molding membranes Sheets; and fibers In addition to blow molding processes Films include: Blown or rotary molding films Injection molding ve (Gales) Contributory or laminating useful for use as shrink films Formed Filly films Stretch films Sealing films for sealing; directional films; snack wrappers; rigid bags; film bags; etc. in deli wrappers for baked and frozen foods; medical wraps; AG liners or food contact and non-contact applications. Fibers include: fibers made with a melt process blowing or "solution spinning" baby diaper fabrics; medical gowns; ground tissue; etc. Extruded materials include: medical tubes; wire and cable sheaths; geomembranes; and pond liners. Molded materials include: single- and multi-layer 0-bottle-shaped structures; tanks; wide-bore materials»; solid phosphite food containers and children's toys; etc. In addition to what was mentioned above; Phosphite compositions are used in tires; barriers, etc. Jie in various suitable solid and/or phosphite based rubber based products and in one embodiment; Phosphite compositions shall be on them for use in polymers; Polyolefin 5M used in 0 contact with beverages is preferred; Foods and other human consumptions. Polyolefin 5 and polypropylene olefin 5 may also be used as polymers, for example; Polypropylene polymethylpentene- 1- polymethylpentene cpolybutene-1- polybutene “polyisobutylene” as well as polymers of polybutadiene “polybutadiene 0” polyisoprene polyisoprene 1 Ve or cyclopentene for example ; Cycloolefins cycloolefins (can optionally be cross-linked) polyethylene polyethylene norbornene polyethylene (HDPE) high density polyethylene eg high density polyethylene mixtures of these – (LLDPE) linear low density polyethylene with polypropylene polymers can also be used; For example. Mixtures of Ae) polyethylene with polypropylene epolyisobutylene polyethylene and mixtures of various types of polyethylene (LDPE/PP Example 110018/07; in copolymers by Lind Useful polymers are HDPE/LDPE (eg monoolefins 05 and diolefins 5) with each other or with vo and mixtures with LLDPE 016 other vinyl monomers. Ethylene 091606 / Rubylene Ethylene chexene ethylene p00160/hexene cbutene-1-1-netweb/0:0m71606 propylene (LDPE erythroctene 6 cli) cheptene 60:91606 cethylpentene Ji) ethylene vera

> <butane-1 0-natoeb/has p(“ (pli) 10018 propylene propylene coctene isobutylene ©5001 isoprene 500106 ethylene cbutadiene propylene ©9160M030/butadiene alkyl methacrylate LS yefethylene Ethylene calkyl acrylates/alkyl acrylates or copolymers (EVA) vinyl acetate vinyl <li wlfethylene ethylene calkyl methacrylates and their salts (EAA) copolymers of ethylene 80: 16:08 acrylic acid 5 “diene and propylene diene with propylene ethylene and copolymers of ethylene 1110 65 —ethylidene (pauls) or dicyclopentadiene Sl chexadiene Jie plus mixtures of These copolymers and their mixtures with tnorbomene, norbornene, copolymers of polypropylene (JA), the above-mentioned polymers, for example, EVA/LDPE, ethylene propylene, ethylene propylene, EAA/0m/ethylene propylene. LLDPE 5 < EVA/LLDPE by polymerization of olefins in the presence of “J” Olefinic polymers can be produced; for example

Yo chromium salts MgCl Hie Ziezer-Natta catalysts optionally carried on similar carrier materials. Olefinic also using chromium catalysts 0 Jie metallocene complexes, for example “metalocene catalysts” single site catalysts site, and those skilled in the technique will easily realize that Zr Ti Jie for cyclopentadiene metals can Polyethylene Polyethylene Polyethylene Polymers 1-1-1-0180 Nitweb-1 contains various co-monomers such as; co-monomers of 1-001(6-NitCoA-1 and 1-hexene). Y. hexene as poly-estyrenic polymers may also include styrenic polymers #-poly-(H-methyl ¢poly-(p-methylstyrene) poly-(para-methylstyrene) 017566

Jama or styrene 5; Styrene copolymers of poly-(a-methylystyrene) styrene) as cacrylic or acrylic diene derivatives with copolymers of o-methylstyrene styrene 16/acrylonitrile (SBR) butadiene example; 507606 styrene/butadiene ve styrene anhydride 1 state; styrene methacrylate styrene 507©0(6/alkyl methacrylate acrylonitrile) styrene ©(507©0/maleimide 01216101108 styrene ©50760/butadiene cmaleic anhydride maleic styrene ©(50/17©0/acrylonitrile 06 1” E] ethyl acrylate Jo acrylate / butadiene

Jie 607186 High impact strength mixtures of copolymers of styrene and other polymers; For example; of cpolyacrylate a diene or tertiary polymer of ethylene (lus ethylene ©007160:m/diene©160l; and AS copolymers of styrene estrone on the “Jal styrene” pathway ©9060 /butadiene P00180160/styrene (SBS) styrene fstyrene isoprene 1006168 /styrene (515) “styrene (CnLii)/styrene on top”/butylene 16(6 oz/styrene or styrene 5/ 608 / ethylene / propylene 010071606 / styrene The styrene polymers may alternatively or additionally include graft copolymers of styrene or Jie styrene co-methylstyrene for example Example; styrene on polybutadiene styrene on polybutadiene (ii polybutadiene or polybutadiene—¢acrylonitrile styrene and acrylonitrile (or methacrylonitrile) (methacrylonitrile on polybutadiene and copolymers thereof; styrene and maleic anhydride or maleimide on polybutadiene 0 styrene acrylonitrile and maleic anhydride Or maleimide on polybutadiene styrene “styrene” acrylonitrile and methyl methacrylate on polybutadiene styrene and alkyl acrylates or alkyl methacrylates alkyl methacrylate on polybutadiene styrene 0 | Je acrylonitrile Tertiary polymers of ethylene cma—propylene (ulus yrethylene cdiene styrene and acrylonitrile Ae acrylonitrile polyacrylates or cpolymethacrylates styrene and acrylonitrile based on 1(-20/butadiene) acrylate copolymers as well as mixtures thereof with the styrene copolymers described above. Yo Suitable rubber materials include natural rubbers and synthetic rubbers; and combinations thereof. Synthetic rubbers include; For example but not limited to thermoplastic rubbers Lill ethylene -olefin alpha-0 / 019606 (EPDM) non-conjugated veya ethylene rubber

(EPR) alpha-olefin Odds Lali ethylene styrene rubber ©5/160/butadiene acrylic rubber materials cacrylic rubbers nitrile rubbers cnitrile rubbers polyisoprene polybutadiene cpolybutadiene polychloroprene “polychloroprene” rubber materials of acrylonitrile 80/100116 / butadiene (((NBR)) butadiene rubber materials of 0 polychloroprene 01010006 polybutadiene rubber materials “polybutadiene copolymers of isobutylene” ©(15000160-isoprene 6) etc. The thermoplastic elastomers include SBS (SIS) in solution and emulsion form, etc. Nitrile polymers are also useful for use in the polymeric synthesis of the invention. These polymers include: homopolymers and copolymers of acrylonitrile ye and their analogues Such as cpolymethacrylonitrile cpolyacrylonitrile copolymers of acrylonitrile butadiene (ual sufacrylonitrile) copolymers of acrylonitrile <3,sl/acrylonitrile alkyl acrylate copolymers of acrylonitrile 106 00100 / alkyl methacrylate late nuclei/butadiene cbutadiene and various ABS compositions as indicated above for styrenic polymers. eo can also use polymers based on acrylic acids, Jie acrylic acids, acrylic acid, methacrylic acid, methyl methacrylic acid, methyl ethacrylic acid, and esters thereof. These polymers include: cpolymethylmethacrylate and ABS grafted copolymers in which the acrylonitrile monomer is LIS or partially replaced by an acrylic acid ester or an acrylic acid amide. Use of polymers comprising other acrylic monomers. Polymers containing halogens can also be stabilized using the Gy phosphite mixtures of the present invention. These include Jie Shady polychloroprene ve 001700100060 copolymers of epichlorohydrin 16010070:10m copolymers of epichlorohydrin polyvinyl chloride polyvinyl bromide polyvinyl bromide Polyvinyl fluoride polyvinyl chloride 01771071:006 polyethylene chlorinated polyethylene sie poly 4m cv

chlorinated polypropylene fluorinated cpolyvinylidene brominated polyethylene chlorinated rubber ©0Td_vinyl chloride copolymer enro-vinyl acetate polymer cethylene vinyl chloride copolymer (plil-vinyl chloride) vinyl chloride copolymer except“ -propylene vinyl chloride copolymer ~vinyl chloride styrene 507606;vinyl chloride copolymer —vinyl chloride Isobutylene “isobutylene copolymer of vinyl chloride ALO”-vinylidene chloride trivinyl chloride copolymer 1071+<-styrene ©5160 maleic anhydride copolymer of vinyl chloride chloride 1,0a-styrene 97606 -acrylonitrile “copolymer of vinyl chloride ve 56 butadiene copolymer of vinyl chloride a0a”-isoprene ©1500 _copolymer_ of vinyl chloride Cbg y—chloride eds chlorinated propylene trivinyl chloride vinyl 11006 -vinylidene chloride p101100””--vinyl acetate jiu-vinyl chloride copolymer of acid Acrylic cacrylic acid ester copolymer 0. jiu-vinyl chloride of maleic acid acid ester 0021616 Copolymer of vinyl chloride 56 a-ester of methacrylic acid emethacrylic acid ester copolymer of Acrylonitrile vinyl chloride Jai sh Si-vinyl chloride and polyvinyl chloride plasticizer from the inside

Other useful polymers include homopolymers and copolymers of cyclic ethers, epolyalkylene glycols, Jie ceyclic ethers 9, or copolymers thereof, polypropylene oxide, polyethylene. oxide poly Jie cpolyacetals theseglycidyl ethers with polyoxymethylene diglycidyl ethers and polyoxymethylene covalent oxymethylenes; Paige polyacetal compounds as ethylene oxide containing ethylene oxide “thermoplastic polyurethanes” with thermoplastic polyurethane compounds dase polyacetals ¢methacrylonitrile compounds containing methacrylonitrile ABS or acrylates polyphenylene acrylates and polyphenylene oxides polyphenylene oxide with polystyrene polyphenylene oxides 65m and mixtures of polyphenylene oxide compounds

EA polycarbonates or polyamides 65+ polycarbonates polystyrene cpolysulfones ¢polyester-carbonates spolyetherketones and polyethersulfones dicarboxylic acids dicarboxylic acids SE derived from polyesters, polyesters, diols and/or hydroxycarboxylic acids or the corresponding lactones; Jie polyethylene terephthalate polybutylene terephthalate poly-0; -Dimethylol-cyclohexane “poly-1,4-dimethylol-cyclohexane terephthalate poly-7-(TE ¢)? -hydroxyphenyl)-propane) poly-2(2,2,4(4-hydroxyphenyl)-propane) terephthalate ye and polyhydroxybenzoates in addition to copolyetheresters inhibited Alida From leo polyethers with terminal groups of 'hydroxyl' it is also possible to use polyamide 85 and copolyamides derived from diamine 5 compounds and dicarboxylic acids Ve and/or of aminocarboxylic acids or the corresponding lactams; Jie polyamide; 4 “polyamide polyamide 7 6 polyamide polyamide 7 6/6 cpolyamide polyamide 6/10 1/0 polyamide 5/16 polyamide 6/9 polyamide 7 6/ 12 polyamide and polyamide 4 4/6 polyamide polyamide 11 “polyamide 11 polyamide VY 12 saraham” aromatic polyamide compounds 9 05 resulting from the condensation of meta-xylene diamine m-xylene bisamine and tadipic acid Polyamide 5M compounds prepared from hexamethylene bisamine, isophthalic acid and/or terephthalic acid and optionally an elastomer as an agent “Je eg polylamide terephtha; cf? -Jie poly-2,4,4-trimethylhexamethylene .poly-m-phenylene isophthalamide -phenylene lam or terephthalamide vo aforementioned polyamides Other copolymers can also be used of polyamide compounds with polyolefin compounds; olefin copolymers; ionopolymers or chemically grafted or cross-linked elastomer polymers; or with polyethers (eg Jad) with vera

polyethylene glycol polypropylene glycol or dada polytetramethylene glycols and polyamides or copolyamides neutralized by EPDM or ABS In the OAT embodiment the polymer includes a biodegradable polymer or a compostable polymer. Biodegradable polymers are those in which degradation occurs by naturally occurring microorganisms (asd Jie, fungi, algae). Compostable polymers undergo degradation by biological processes during composting to produce non-toxic compounds (CO ele). Organic and biomass at a rate compatible with other compostable materials Biodegradable or compostable polymers are typically derived from plant sources and produced industrially Examples of biodegradable or compostable polymers include poly(acid aes) dais (PGA) poly(glycolic acid) (PLA) poly(lactic acid) and copolymers thereof. Load's biodegradable or compostable polymers can be derived from a blend of vegetable starch and a regular ptzole-based polymer. For example JE the biodegradable polymer can be synthesized with a polyolefin. vo polymers of choice are polyolefin polyalkylene terephthalate (plid aie “polyalkylene terephthalate” polyphenylene ether and styrenic polymers; terminator mixtures and particularly preferred polymers are cpolyethylene polypropylene terephthalate Polyethylene terephthalate 7©071606Ahem”_Home-polymers and copolymers of polyphenylene dae “polyphenylene ether Jil styrene polystyrene - 0 polystyrene Je impact; polycarbonates and ABS-grafted copolymers In one embodiment, solid phosphite compositions are added to stabilize natural and synthetic waxy compounds Jie waxes from waxes (hme 0-021210 chloroparaffins cchloroparaffins waxes from »-olefin co- olefin waxes microcrystalline waxes microcrystalline waxes polyethylene waxes polyethylene cowaxes amide waxes Fisher-Tropsch waxes (jug fi) These waxes can be suitable to make candles. Existing stabilizers can be easily incorporated into polymers using vera's traditional technologies

Any suitable stage before making the materials formed from it. for example; The solidifier may be mixed with the polymer as a dry powder or a suspension or emulsion of Bil may be mixed with a solution; hanging; or an emulsion of the polymer. The AEA compositions of the invention may optionally contain various conventional additives; such as those described previously; or mixtures of terminations in the amount of 0 from about 1000 to about Bo by weight; for example” from about 0.0078 to about AY by weight; or from about 1.05 to about 0.7 7 © by weight. and recommended; The materials (REE) of the present invention assist in the stabilization of polymeric structures, particularly in high-temperature curing processes to resist changes in flux index and/or coloration even though the polymer may undergo multiple extrusions. Stabilizers of the present invention can be easily incorporated into polymeric structures by conventional techniques at any appropriate stage prior to fabrication of the materials formed from them. For example oJ the stabilizer may be mixed with the polymer in powder form bla or a suspension or emulsion of the stabilizer may be mixed with a solution; hanging; or an emulsion of the polymer. The call structures of the invention can be prepared using a variety of methods; Fie Those involving ae Synthetically mixing the ingredients with any additional materials desired in the formulation. Appropriate methods include: solution blending and .melt blending. Given the availability of melt-blending equipment at commercial polymer processing facilities; Magma processing methods are generally preferred. Examples of equipment used in such flux synthesis methods include co-rotating extruders 0 00 and ccounter-rotating extruders ccounter-rotating extruders 33a) screw extruders et al. Dallas machines contain disk-pack processors and various other 2 types of extrusion equipment. and in some cases; The composite material exits the extruder through small exit holes in a mold and the resulting molten resin strands are cooled by passing them through a water bath. The cooled strands can be cut into small pellets for packaging and further processing. Say all components are added to the curing system from the start; or certain additives can be pre-combined with each other or with a portion of the polymer or polymeric resin to form an Ae substrate. In addition, at least one vent port is also desirable. To allow the venting of magma (atmospheric or vacuum vent). Those who are versed in the technique can adjust the temperatures and times of synthesis, as well as the places of addition of components and their sequence, without the need for any additional experiments. of this invention conveniently using Although materials with traditional technologies can be incorporated into polymers before being manufactured into preformed materials, 0: ATE stabilizers can also be applied topically to finished materials. polymers and composites, roofing panels, telephone covers, aircraft interiors, building interiors, computer housings, commercial machine moldings, automotive parts, and household appliances. Manufacture of materials by injection molding, rotary stacking and other methods. This is particularly useful in 0-by-step (JED) fiber applications where the current stabilizers are locally applied to the fibers as a spin finish during the magma spin process. 1 Other uses of the invention Other uses phosphite Phosphite mixtures can have phosphite in addition to stabilizing polymers. For example, phosphite solids according to the invention may be used in the form of flame retardants. To form a phosphite product and in another embodiment it may be desirable to react the phosphite mixture A new derivative could have additional uses.Transesterification processes Hechenbleikner et al. at Hechenbleikner & collaborators ela described in Jie transesterification US Patent No. 30,507,877 are incorporated herein by reference.In particular; © triaryl and collaborators carry out a trans-esterification of triaryl phosphite (Sia) the process they describe in the presence of a monohydroxy hydrocarbon with a phosphite .metal phenolate or a metal alcoholate from a metal alcohol Lia Small but effective form of specific alcohol which should be esterified to alcoholate form and to avoid contamination; Transition alcohols are used. Instead of using pre-formed alcohols, alcohols can be formed on site by means of ve lithium a sii) or potassium sodium sodium (JO syl Jeo lal) addition, and the mono-alcohol and 30 are reacted. 018171 phosphite alcohol before adding triaryl phosphite moles of alcohol to one mole of EDS with a molar ratio of triaryl phosphite veya ov triaryl phosphite triaryl phosphite without further expansion it is believed that the person who is experienced in tech able; By using the description provided, Hana makes use of the present invention to its fullest extent. The following examples are provided to provide additional guidance to those skilled in the technique on the practical application of the claimed invention. These examples provided are only typical examples that help clarify the teachings of the present application. - 01 Accordingly; These examples are not intended to identify the invention as defined in the following claims. The present invention will be described through the accompanying Example Leds; Not in any way. The following is not specified. Examples tert Preparation of butyl alkylphenols with a low content of di-(t-butylphenol) 1 Example butylphenal gm of molten phenol. and after 5+0 a three times Dowex DR-2030 15.4 g of 15.4 Jus «©« 00 / slurry of phenol in a sealed container 2 preheated (to DR-2030 last wash; charge and charge Additional molten phenol in vessel nitrogen under nitrogen gas (pA temp dap poo Av mixture to gals mol); TVA) 009.7 g so that the total amount of phenol used was ve on range; 2-methlpropene propene Jie Y g (70,€ mol) of YOO stir. I added a sintered glss frit for hours at a regular rate and under the surface of the phenol using a sintered glass frit at the end of the addition. The reaction was carried out at 80 °C to allow for transitional alkylation. and after one hour.; The resulting mixture produced 8 g of Dowex 08-2030 butyl phenol from the reaction decant to stabilize and crude butyl phenol was filtered. Jee© g of crude butyl phenol was filtered in a vacuum fractional distillation equipment. The EYAL was removed and the remaining water was charged by distillation; This was considered to be 25 complete when the water content was less than the unalkylated gly

TIA) ppm and phenol content less than 0.5 72. Distillation continued to produce a major fraction (0 g) of butylated alkylphenols containing 70.7 by weight of phenol; 71.3 wt of ?-th-¢4-tert-butylphenol wt. of 4-tert-butylphenol 784.9 ¢ 2-tert-butylphenol ve wt. 74.8) 2, 4-dit-butylphenol; -di-tert-butylphenol oY by weight of 271 butylated by-products).

With a low content of di-tert-butyl phenol charging 7 g TiVO (mol) of fused butylalkylphenols prepared in Example 1 in a jacketed vessel preheated (1007 °C) under gas Cals nitrogen butyl phenol to 100 M with stirring. ATA added g (12+ mol) of phosphorus trichloride at a regular rate under the surface of butylphenol over a period of ? hours. During the addition, the temperature was raised gradually from 100 °C to 10 °C, and as soon as each amount of phosphorus trichloride was added, the reaction mass was kept at 0 °C for one hour. Then the AIS cual the reaction from 1050m to 1100m over a period of one hour. Once the reaction had reached a temperature of 70°C the gas was removed using vacuum (pressure 0-70-80 mbar) until the total chlorine content was less than +5 ppm. The excess amount of butylated phenol was removed by distillation under a pressure of 1 millibar until an internal temperature of 7560 °C was reached (vapor temperature (a VA) and the reaction produced 797.8 grams of phosphite. The composition of phosphite was left to harden as a product A white solid with a melting range of ?7?- 0m (measured by DST ©09); 00.4 mg of sample vo was heated at a rate of 01 m/min under nitrogen gas 0100860). Example “-preparation of dallas phenol alkylates with an amylated group with a low content of SU-th-amyl di-tert-amylphenol Js 01 gm of 08-2030 Dowex washed three times b 50 gm molten phenol.After final washing charge 06-0 (423)/Dowex phenol slurry into preheated jacketed vat (AA) under nitrogen gas 0170868 and charge additional molten phenol into vat so that ad The total phenol used was 701 g (TOY mol) ; The mixture was heated to 0°C with stirring. 171 g (Jse Y, €£) of “?-methyl-7-butene 2-methl-2-butene” was added over a uniform Y Jue lel range and below the phenol surface. Once the addition is complete; The reaction was kept at 0880 C to allow for transitional alkylation. four hours later; The reaction mixture was stirred to settle and decanted the amyl-treated phenol, Yo from Dowex 018-2030, yielding 700.7 g of amyl-treated crude phenol. And grind 798 g of crude phenol treated with an amyl group in a vacuum fractional distillation equipment. The non-glycylated phenol was removed from the remaining water by distillation; This was considered complete when the water content became less than eda 500 per million and the phenol content was less than To, i.e.

: oo 7 AA - ot 7075 g): 7001 by weight phenol Yo) and included the treated alkyl phenols with amyl group resulting 2-4 by weight of ; -Tet-amylphenol 794,9 2-tert-amylphenol Js by weight of 7-th-amyl tri(2,4-di-t-amylphenol Js by weight of ?; -di-tert-amyl 777 1, camylphenol by weight from amylated by-products). amylated alkylate (mol) of alkyl phenol fused with amyl (VTA) 150.7 g

Je Under (290) Bie Which 25 is prepared in the example? In a preheated covered bowl, phenal alkylate

LEY) phenol treated with a tendency to 0 m with stirring. And 1,000 mg/dgm Ges nitrogen nitrogen was added at a regular rate under the surface of phenol (5 trichloride mol) of phosphorus trichloride Ve hours. And the temperature was gradually increased during the addition from 00 C to 1 amyl treatment over a range of phosphorous trichlorlde and immediately after the completion of the addition of each amount of phosphorus trichloride a You reaction from 1560 C ALS cual, C for a period of one hour. Then, 1*0 reaction mass was kept at a temperature of 1007°C for one hour. When the reaction reached a temperature of 0080°C, the gas was removed from it using a vacuum (pressure range from 80-760 mbar) until the total chlorine content was less than 1 mbar, ppm. The excess amount of amyl-treated phenol was removed by distillation under a pressure of 716.76 gm). The reaction produced 708 to an internal temperature of 780 °C (steam temperature) to yield a white solid with a melting point of phosphite, phosphite. The composition of phosphite was left at a rate of pile 70.4 for a sample of Coll DSC ranging from From 27-748 m (measured by (010086).) under nitrogen, and given the many modifications and changes that can be made without deviating from the basic principles of the invention, it is necessary to refer to the appended claims to understand the scope of protection that will be presented to the invention. ,

Claims (1)

Claims 1-1 Phosphite composition includes: | or tris(4-t-butylphenyl) phosphite (?-th-butylphenyl) phosphite (00 y Saal i ) 1 phenyl) tris(4-t-amylphenyl) phosphite in an amount ranging from ©1 to 58 by weight; and 5 at least one of: . (b) SE ( -th-butylphenyl)(7; phosphite 7 or di(4-th-amylphenyl)(7-6 - bis(4-t-amylphenyl)(2,4-di-t- phosphite (Js dad) di-th-butyl A tbutylamylphenyl)phosphite 3 bis(2,4-di- (c)bi ( ; -di-th-butylphenyl) ( ; -th-butylphenyl) phosphite ve t-butylphenyl)(4-t- 1-butylphenyl) phosphite or bis(2,4-di-t-amylphenyl)(4-t-(?-th-butylamylphenyl) 11 phosphite 1 ¢ butylamylphenyl)phosphite or tris(2,4-di-t-(-di-(-di-butyl)phenyl)phosphite 7((y) VE tris(2,4-di) -t- phosphite (Jud or tri(7-;-di-th-amyl-butylphenyl)phosphite Ve «amylphenyl)phosphite 5 7495 The composition includes components (b); (c) and (d) in combination in an amount ranging from © to Cua VY VA by weight; based on the total weight of all phosphite compounds in the composition; and where 5 the composition is solid at ambient conditions for a melting point range greater than 75 °C. la, phosphite of the claim (0 since it has component 0) and at least one Y component from components (c) and (d). 0 *- The composition of phosphite according to claim um) includes components (a) and (d). vera \ ¢— The composition of phosphite according to the protective element oO, as it also includes an amine : in format 1 ' in millimeters \ Rg x (V). 1 where x is YO) or 7 Rg is chosen from the group consisting of hydrogen 3 and a straight or branched Co-Cy alkyl group; And Ry is chosen from the group consisting of < C30-Cp alkyl group straight or branched. 0 #- The composition of phosphite according to the claim (dim) includes phosphorous content 0 ranging from 75.5 mol to 771.5 mol. : 1-1 Composition of phosphite according to the claim ©; Where it includes: Y 0(tris(4-t-butylphenyl)phosphate tris(4-t-butylphenyl)phosphite in the amount of y of Lae doy by weight; and 1 at least one of: bist (;-di-th-butylphenyl)(";-di-di-th-butylphenyl) phosphite JL (b)0 ¢butylphenyl)(2,4-di-t-butylphenyl) phosphite 1 bis(2,4-di-t- ; -di-c-butylphenyl) )(8-c-butylphenyl)phosphite (0X) di(=)v or ¢butylphenyl)(4-t-butylphenyl ) phosphite A tris(2,4-di-t-butylphenyl) phosphite (3) 9 .phosphite 01 1 7- Composition of phosphite according to the claim ©; It includes: Y 0 tris(4-di-t-amylphenyl) phosphite in an amount ranging from ©1 to 755 by weight; and oy at least one of: 'Dis(4-t-(b)bi(;-th-amylphenyl)( ;-di-th-butylamylphenyl) phosphite : ¢<amylphenyl)(2 or st-amylphenyl)(4-t-butylamylphenyl)phosphite A tris(2,4-di-t-amylphenyl)phosphite dim(d)tri(7;-di-9) stabilizer; includes on: polymeric composition - 1 and spolymer (a) polymer .1 according to the claim phosphite where oA the stabilizer according to the claim includes polymeric composition Polymeric composition 4-1 Polyolefin homopolymer Polyolefin homopolymer Y Polyester rubber Rubber materials polyolefin copolymer Polyolefin copolymer 3 polyalkylene polyurethane polyurethane urethane polyester ¢ polyphenylene ether cpolyimide polyimide cpolysulfone polysulfone cterephthalate 8 5076016; halide- a cpolyacetal polyacetal cpolyamide polyamide A or a combination biodegradable polymer or biodegradable polymer “containing polymer 9 75 to approximately 1,000 in the amount of phosphite terminated and where the phosphite composition 1 is present by weight based on the total weight of the polymeric composition.” Stabilized pursuant to claim 9; Where the polymeric composition -0/1001701650 homopolymer comprises 00176516 polyolefin copolymer Y except for Wald; styrenic polymer terephthalate polyurethane ¢ polycarbonate styrenic copolymer styrenic polymer ° vere . “polycarbonate 4 cacrylic polymer polyamide polyamide v-acetal 001786121 .halide-containing polymer .1-1 polymeric composition stabilized according to the claim 9; Where 1 the phosphite structure comprises tris(4-t-butylphenyl)phosphite ¥ and at least one di(;-th-butylphenyl)(7 ; bis(2 4-dint-cbutylphenyl)(4-t-butylphenyl) phosphite 1 or tri-Y)-di-th-butylphenyl)7 phosphite .tris(2,4) -di-t-butylphenyl)phosphite -0" 1 The polymeric composition stabilized according to claim 9; wherein the phosphite composition Y comprises tri(;-th-butylphenyl) phosphite (d-t-butylphenyl)phosphite 1 and at least one bis(2,4-di-t-butylphenyl)phosphite (oY)-di-th-butylphenyl)¢ (4-t-butylphenyl) phosphite (Y) Df > tris(2,4-di-t- -butylphenyl)phosphite 1 YY 1 The polymeric composition stabilized according to claim 9 wherein the Y phosphite composition comprises DE (4-th-butylphenyl) phosphite. ; ; tris(2,4-di- -t-butylphenyl)phosphite ¢ -06 \ polymeric composition stabilized pursuant to claim 9; Where 1 the phosphite composition includes tris(?-th-amylphenyl) phosphite 1 and at least one di-(?-th-amylphenyl)( 7” 4-Di-¢-tri-amylphenyl) phosphite “bis(4-t-amylphenyl)(2,4-di-t-amylphenyl)phosphite (Jalen = SL CY)phenyl) ;- Tri-amylphenyl) phosphite bis(2,4-di-t vera ¢amylphenyl)}(4-t-amylphenyl)phosphite " or PR(67;-di-tri-amylphenyl)4 phosphite .tris(2,4-di-t-amylphenyl) phosphite - 1 1 The polymeric composition established pursuant to claim 9 wherein Y the phosphite composition comprises tris(4-th-amylphenyl) phosphites(4-t-1, amylphenyl) phosphite and at least one of the bis(2,4-di-t-amylphenyl)(4-t-amylphenyl) phosphate )phosphite or (Y)-di-th-amylphenyl) phosphite -tris(2,4-di-t-amylphenyl)phosphite 1 7 - polymeric composition stabilized according to element protection 9 wherein 1 the phosphite composition includes tris(?-pent-amylphenyl) phosphite r tri-oY)-di-th-amyl phenyl) phosphite tris(2,4-di-t- .amylphenyl)phosphite ¢ yy The polymeric composition stabilized pursuant to claim 9; Where the polymer Y comprises a blend comprising polyphenylene ether polystyrene 7 -polyvinyl chloride -08 1 the polymeric composition stabilized according to claim OY where Y the polymer comprises (ABS methacrylonitrile Jie all «ABS/methacrylonitrile styrene-1 and <ABS/a-methylstyrene poly ABS polyester jiu} or polycarbonate 4- The polymeric composition stabilized according to claim 017 where Y the polymer comprises a thermoplastic polymer comprising 1 polyolefin homopolymer copolymer cpolyolefin copolymer ¢ cpolycarbonate polyester jiu poly0 cpolyphenylene ether homopolymer of polystyrene polystyrene vere homo polymer - or -polystyrene copolymer -> 0 1 The polymeric composition established according to claim 109 where Y the polymer comprises a homopolymer of “polyolefin” homopolymer r polyolefin copolymer 001701650 homopolymer of polystyrene ¢ polystyrene homo polymer or polystyrene copolymer ° Vera