TW201920427A - Stabilized polyolefin compositions comprising benzofuranones and organophosphorus stabilizers - Google Patents

Abstract

Polyolefin compositions comprising (i) a polyolefin, (ii) one or more phosphorus-containing benzofuranone compounds and (iii) one or more organophosphorus stabilizers are provided excellent protection against discoloration and enhanced thermal stability during melt processing as exhibited by improved retention of molecular weight and maintenance of polymer molecular architecture.

Description

Stabilized polyolefin composition containing benzofuranone and organophosphorus stabilizer

The present invention relates to a polyolefin composition, which contains a phosphorus-containing 3-phenyl-benzofuran-2-one compound and certain organic phosphorus stabilizers. The polyolefin composition exhibits excellent color performance and enhanced thermal stability during melt processing.

For decades, traditional phenolic / phosphite antioxidant blends have been successfully used to provide good melt flow control and acceptable color maintenance for polyolefins. However, there is a growing demand for lighter colored polyolefin objects and improved color maintenance.

Thus, a polyolefin composition is disclosed that includes i) a polyolefin, ii) one or more phosphorus-containing benzofuranone compounds, and iii) one or more organic phosphorus stabilizers. The phosphorus-containing benzofuranone compound may belong to formulae I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2 described further below. Also disclosed is an additive composition containing a phosphorus-containing benzofuranone compound and an organic phosphorus stabilizer.

Also disclosed is a method for stabilizing polyolefins against the harmful effects of heat, light and oxygen, the method comprising incorporating the following into the polyolefin: ii) one or more selected from formulas I-p1, I-p2, I-o1 , I-o2, I-m1 and I-m2 benzofuran compounds and iii) one or more organic phosphorus stabilizers. The harmful effects of heat, light and oxygen can cause undesirable colors.

Phosphorus-containing 3-phenyl-benzofuran-2-one compounds can belong to formulas I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2 (also referred to herein as "Benzofuran-2-one" or "benzofuranone" compounds). Where X and Z are independently P or P = O; Y ^p , Y ^o and Y ^m are oxygen or represent covalent bonds; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents the sub-formula II-p , II-o or II-m R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m means sub-formula III, IV Or one of V Or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with the following: C ₁ -C ₈ alkyl group, C ₁ -C ₈ alkoxy group, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between or C ₂ -C ₁₆ alkyl group with a sulfur atom in between, R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represents one of sub-formulas III, IV or V, or R ^2p , R ^2o and R ^2m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl group interrupted by one or more oxygen atoms of the C ₂ -C ₃₀ alkyl group or interrupted by a sulfur atom of a C ₂ -C ₁₆ alkyl; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o Or one of II-m, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ Alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms interspersed or a sulfur atom interspersed C ₂ -C ₁₆ alkyl, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl, which are unsubstituted or C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen Or a phenyl or halogen substitution; R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently hydrogen or C _{1 -} C ₈ alkyl, R ^m1 , R ^m3 , R ^m5 and R ^m6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 Each is independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3 , and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl.

A connection point at the sub-formula II-p, II-o or II-m is indicated by the end of the line, which does not carry characters and is blank. The two connection points at sub-formulas III, IV or V are each indicated by the end of each line, which does not carry characters and is blank. When R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represent one of sub-formulas III, IV or V, then R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m Represents the same subform.

Compounds of formula I-p1, I-p2, I-o1, I-o2, I-m1 or 1-m2 have at least one asymmetric carbon atom, that is, at the 3-position of the benzofuran-2-one structural unit Carbon atom. Other asymmetric carbon atoms can be present in alkyl substituents having at least four carbon atoms. Phosphorus atoms substituted with three different substituents can exhibit steric inversion, which can produce asymmetric phosphorus atoms depending on temperature. The present invention relates to any of these enantiomers, the resulting diastereomers, or mixtures thereof.

C ₆ -C ₁₀ aryl groups which are unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group are, for example, phenyl, 2-methyl-phenyl, 3 -Methyl-phenyl, 4-methyl-phenyl, 2,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 4- (1,1-dimethylethyl) -Phenyl, 4- (1,1,3,3-tetramethylpentyl) -phenyl, naphthalene-1-yl, naphthalene-2-yl, 6-methylnaphthalene-2-yl, 4-benzene -Phenyl, 2-methoxy-phenyl, 3-methoxy-phenyl, 4-methoxy-phenyl, 2-ethoxyphenyl, 3-ethoxy-phenyl, 3 -(N-propoxy) -phenyl, 4- (1,1-dimethylethoxy) -phenyl, 2-chloro-phenyl, 3-chlorophenyl, 4-chlorophenyl, 2- Chloro-4-methylphenyl. In some embodiments, C ₆ -C ₁₀ aryl is unsubstituted or substituted with C ₁ -C ₈ alkyl or C ₁ -C ₈ alkoxy. In certain embodiments, the aryl group is unsubstituted or substituted with C ₁ -C ₈ alkyl. In other embodiments, the aryl group is phenyl.

C ₁ -C ₈ alkyl is linear or branched and is, for example, methyl, ethyl, n-propyl, 1-methyl-ethyl, n-butyl, 1-methyl-propyl, 2-methyl -Propyl, 1,1-dimethyl-ethyl, n-pentyl, 1-methyl-butyl, 3-methyl-butyl, n-hexyl, 1-methyl-pentyl, 2-methyl -Pentyl, 4-methyl-pentyl, 2-ethyl-butyl, n-heptyl, 1-methyl-hexyl, n-octyl, 1-methyl-heptyl, 2-ethyl-hexyl , 5,5-dimethyl-hexyl or 1,1,3,3-tetramethyl-butyl. In some embodiments, the alkyl group is C ₁ -C ₄ alkyl or C ₈ alkyl, such as methyl, ethyl, 1-methyl-ethyl, 1-methyl-propyl, 1,1-di Methyl-ethyl or 1,1,3,3-tetramethyl-butyl. In certain embodiments, the alkyl group is a C ₁ -C ₄ alkyl group, such as methyl, ethyl, 1-methyl-ethyl, 1-methyl-propyl, 1,1-dimethyl-ethyl And in certain other embodiments is methyl, 1-methyl-propyl or 1,1-dimethyl-ethyl.

C ₁ -C ₈ alkoxy is straight or branched and is, for example, methoxy, ethoxy, n-propoxy, 1-methyl-ethoxy, n-butoxy, 1-methyl-prop Oxygen, 1,1-dimethyl-ethoxy, n-pentyloxy, 2-methyl-pentyloxy, 2-ethyl-butoxy, 1-methyl-hexyloxy, n-octyloxy Group, 1-methyl-heptoxy, 2-ethyl-hexyloxy, 1,1,3,3-tetramethyl-butoxy. In some embodiments, the alkoxy group is a C ₁ -C ₄ alkoxy group, such as methoxy.

The halogen is, for example, a fluorine atom (fluorine), a chlorine atom (chlorine), a bromine atom (bromine), or an iodine atom (iodine). In some embodiments, the halogen is a chlorine atom or a fluorine atom, and in some embodiments, the halogen is a fluorine atom.

C ₁ -C ₁₈ alkyl is straight or branched and is, for example, methyl, ethyl, n-propyl, 1-methyl-ethyl, n-butyl, 1-methyl-propyl, 2-methyl -Propyl, 1,1-dimethyl-ethyl, n-pentyl, 1-methyl-butyl, 3-methyl-butyl, n-hexyl, 1-methyl-pentyl, 2-methyl -Pentyl, 4-methyl-pentyl, 2-ethyl-butyl, n-heptyl, 1-methyl-hexyl, n-octyl, 1-methyl-heptyl, 2-ethyl-hexyl, 5,5-dimethyl-hexyl, 1,1,3,3-tetramethyl-butyl, n-nonyl, 2-ethyl-heptyl, n-decyl, undecyl, n-dodecyl, Thirteen base, fourteen base, fifteen base, regular sixteen base or regular eighteen base. In some embodiments, the C ₁ -C ₁₈ alkyl group is a linear or branched C ₁ -C ₁₂ alkyl group.

C ₃ -C ₁₆ cycloalkyl is unsubstituted or substituted with C ₁ -C ₄ alkyl and is, for example, cyclobutyl, cyclopentyl, 3,4-dimethyl-cyclopentyl, cyclohexyl, 4-methyl -Cyclohexyl, 4- (1-methylethyl) -cyclohexyl, 4- (1,1-dimethylethyl) -cyclohexyl, 3,5-dimethyl-cyclohexyl, 5-methyl Yl-2- (1-methyl-ethyl) -cyclohexyl, cycloheptyl, cyclooctyl or cyclododecyl. In certain embodiments, C ₃ -C ₁₆ cycloalkyl is C ₅ -C ₇ cycloalkyl, such as cyclohexyl.

C ₇ -C ₁₃ aralkyl is, for example, benzyl, 4-methyl-benzyl, 2-phenyl-ethyl, 3,5-dimethylbenzyl, 1-phenyl-1,1 -Dimethyl-methyl, 3-phenyl-propyl, 3-phenyl-2-methyl-propyl, 3,5-di-tert-butyl-benzyl or 4-phenyl-benzene -Methyl. In certain embodiments, the aralkyl group is benzyl. C ₂ -C ₁₈ alkenyl is linear or branched and is, for example, vinyl, allyl, Z- or E-but-2-en-yl, or E-but-3-en-yl, Z- Or E-pent-2-en-yl, pent-4-en-yl, Z- or E-2-methyl-but-2-en-yl, Z- or E-3-methyl-butan-3 -Alkenyl, Z- or E-hex-1-en-yl, Z- or E-hexadec-9-en-yl or Z- or E-octadec-9-en-yl, (9Z, 12Z ) -Eighteen-9,12-dien-yl or (9Z, 12Z, 15Z) -Eighteen-9,12,15-trien-yl. In certain embodiments, the alkenyl group is allyl.

The C ₂ -C ₃₀ alkyl group with one or more oxygen atoms in between is linear or branched and is, for example, methoxy-methyl, 2-methoxy-ethyl, 2-ethoxy-ethyl, 2- (2-methoxy-ethoxy) -ethyl, 2-n-butoxy-ethyl, 2- [2- (2-methoxy-ethoxy) -ethoxy] -ethyl Group, 2- [2- [2- (2-methoxy-ethoxy) -ethoxy] -ethoxy] -ethyl, 2- (2-methoxy-1-methyl-ethyl Oxy) -1-methyl-ethyl, 3- (n-propoxy) -propyl, 2- [2- [2- (2-n-butoxy-ethoxy) -ethoxy]- Ethoxy] -ethyl, 2- [2- (2-n-butoxy-2-methyl-ethoxy) -2-methyl-ethoxy] -2-methyl-ethyl or 2 -[(2-n-dodecyl) -ethoxy] -ethyl. In some embodiments, the alkyl group doped with one or more oxygen atoms is 2-methoxy-ethyl or 2-ethoxy-ethyl.

The C ₂ -C ₁₆ alkyl group interspersed with a sulfur atom is linear or branched and is, for example, 2- (methyl-thio) -ethyl, 3-thiundecyl, or 3-thiapentadecyl.

In some embodiments, benzofuranone is of formula I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2, where R ⁴ and R ⁶ are hydrogen, and R ⁵ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, such as hydrogen or C ₁ -C ₄ alkyl. In certain embodiments, R ⁴ , R ⁶ and R ⁷ are hydrogen and R ⁵ is hydrogen or C ₁ -C ₈ alkyl, such as hydrogen or C ₁ -C ₄ alkyl. In some embodiments, R ^p2 and R ^p6 are each independently hydrogen or C ₁ alkyl, R ^p3 and R ^p5 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^o1 and R ^o6 are each independently Hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen or C ₁ alkyl and R ^o5 is hydrogen or C ₁ -C ₄ alkyl, R ^m1 is hydrogen or C ₁ alkyl, R ^m3 and R ^m5 are each independent Ground is hydrogen or C ₁ -C ₄ alkyl, and R ^m6 is hydrogen or C ₁ -C ₈ alkyl.

In certain embodiments, benzofuranone is of formula I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2, where R ^p2 and R ^p6 are hydrogen, and R ^p3 and R ^{p5 is} each independently hydrogen or C ₁ -C ₄ alkyl, R ^o1 is hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen, R ^o5 and R ^o6 are each independently hydrogen or C ₁ -C ₄ Alkyl, R ^m1 and R ^m3 are hydrogen or C ₁ alkyl, R ^m5 is hydrogen or C ₁ -C ₃ alkyl and R ^m6 is hydrogen or C ₁ -C ₈ alkyl. In other embodiments, R ^p2 and R ^p6 are hydrogen, and R ^p3 and R ^p5 are each independently hydrogen or C ₁ -C ₄ alkyl, wherein one of R ^p3 and R ^p5 is not C ₄ alkyl , R ^o1 is hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen, R ^o5 hydrogen or C _{1 -} C ₃ alkyl, and R ^o6 is hydrogen or C ₁ -C ₄ alkyl, and R ^m1 and R ^m3 is hydrogen or C ₁ alkyl, R ^m5 is hydrogen or C ₁ -C ₃ alkyl and R ^m6 is hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, R ^p2 and R ^p6 are hydrogen and one of R ^p3 and R ^p5 is hydrogen, while the other is hydrogen or C ₁ -C ₄ alkyl, and R ^o1 is hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen, R ^o5 is hydrogen or C ₁ alkyl and R ^o6 is hydrogen or C ₁ -C ₄ alkyl, and R ^m1 , R ^m3 and R ^m5 are hydrogen, and R ^m6 is hydrogen or C ₁ -C ₈ alkyl. In certain embodiments, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each Are independently hydrogen or C ₁ -C ₄ alkyl and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₄ alkyl.

In some embodiments, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^b1 , R ^b2 , R ^b3 and R ^b4 are each independently hydrogen or C ₁ -C ₄ alkyl and one of R ^b5 and R ^b6 is C ₁ -C ₄ alkyl, and the other is hydrogen and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₄ alkyl. In certain embodiments, Y ^p , Y ^o and Y ^m are oxygen or represent covalent bonds; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents the sub-formula II-P, II-o or II One of -m, R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together R ^2m represents one of sub-formulas III, IV, or V, or R ^1p , R ^1o, and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl, C _1- C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl or C ₂ -C ₁₈ alkenyl substitution, and R ^2p represents one of the sub-formulas II-p, II-o or II-m, R ^2o represents the sub-formula One of II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represents one of sub-formulas III, IV or V Or, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₆ alkyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl Or C ₂ -C ₁₈ alkenyl substitution; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents one of the sub-formula II-p, II-o or II-m, R ^1o represents a sub II-o of formula II-m, or one of those, R ^1m represents a sub-formula II-m, or R ^1p, R ^1o, and R ^1m is a C ₆ -C ₁₂ aryl group, Unsubstituted or C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl or C ₂ -C ₁₈ substituted alkenyl, and R ^2p, R ^2o and R ^2m is C ₆ -C ₁₀ aryl group, which is unsubstituted or substituted by C ₁ -C ₈ alkyl or halogen, the halogen is chlorine or fluorine.

In some embodiments, Y ^p , Y ^o and Y ^m are oxygen or represent covalent bonds; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents sub-formula II-P, R ^1o represents sub-formula II -o, R ^1m represents the sub-formula II-m, or R ^1p and R ^2p , R ^1o and R ^2o and R ^1m and R ^2m represent one of the sub-formulas III, IV or V, or R ^1p and R ^1o And R ^1m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, or C ₂ -C ₁₈ alkenyl Substitution, and R ^2p represents sub-formula II-p, R ^2o represents sub-formula II-o, R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represents One of formulas III, IV, or V, or R ^2p , R ^2o, and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl , C ₃ -C ₁₆ cycloalkyl or C ₂ -C ₁₈ alkenyl substitution; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents the sub-formula II-p, R ^1o represents the sub-formula II- o, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl , C ₃ -C ₁₆ cycloalkyl or C ₂ -C ₁₈ alkenyl substitution, and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ An aryl group, which is unsubstituted or substituted with a C ₁ -C ₈ alkyl group or a halogen, which is chlorine or fluorine.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents the sub-formula II-p, R ^1o represents the sub-formula II-o, R ^1m represents the sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represent one of the sub-formulas III, IV or V, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl or C ₂ -C ₁₈ alkenyl substitution, and R ^2p is R ^1p , R ^2o is R ^1o , R ^2m is R ^1m , or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent one of the sub formulas III, IV or V; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p Represents sub-formula II-p, R ^1o represents sub-formula II-o, R ^1m represents sub-formula II-m, and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by C ₁ -C ₈ alkyl or halogen substituted, the halogen is chlorine or fluorine.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o or II-m One of them, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represents one of sub-formula III, IV or V, or R ^1p , R ^1o And R ^1m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, or C ₃ -C ₁₆ cycloalkyl, and R ^2p represents a ^subformula One of II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o R ^2m and R ^1m together represent sub formulas III, IV or V, one of those, or R ^2p, R ^2o and R ^2m is a C ₆ -C ₁₀ aryl group, which is unsubstituted or C _{1 -} C ₈ alkyl, C ₁ -C ₁₈ alkyl or C ₃ -C ₁₆ cycloalkyl substitution; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents the sub-formula II-p, II-o II-m, or one of those, R ^1o represents the sub-formula II-o II-m, or one of those, R ^1m represents the sub-formula II-m, or R ^1p R ^1o, and R ^1m is a C ₆ -C ₁₀ aryl group, which is unsubstituted or C ₁ -C ₈ alkyl, substituted C ₁ -C ₁₈ alkyl or C ₃ -C ₁₆ cycloalkylalkyl and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or fluorine.

In some embodiments, Y ^p , Y ^o and Y ^m are oxygen or represent a covalent bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents the sub-formula II-p, II-o or II One of -m, R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together R ^2m represents sub-formula III, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or C ₁ -C ₁₈ alkyl, and R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p together R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent sub-formula III; or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or C ₁ -C ₈ alkyl Or C _{1 -} C ₁₈ alkyl substitution; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents one of the sub formulas II-p, II-o or II-m, R ^1o represents a sub One of formulas II-o or II-m, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or C ₁ -C ₈ alkyl or C ₁ -C ₁₈ alkyl substitution, and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl, which are unsubstituted Or substituted by C ₁ -C ₈ alkyl or fluorine.

In some embodiments, benzofuranone belongs to formula I-p1, I-p2, I-o1, or I-o2, wherein Y ^p and Y ^o are oxygen or represent covalent bonds; when Y ^p and Y ^o are oxygen , R ^1p , R ^2p , R ^1o or R ^2o do not represent the sub-formula II-m; when Y ^p and Y ^o represent a covalent bond, R ^1p or R ^1o do not represent the sub-formula II-m. In certain embodiments, in the compound of formula I-p1 or I-p2, Y ^p is oxygen or represents a covalent bond; when Y ^p is oxygen, R ^1p or R ^2p does not represent sub-formula II-o Or II-m; when Y ^p represents a covalent bond, R ^1p does not represent the sub-formula II-o or II-m.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o or II-m One of them, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl group, C ₃ -C ₁₆ cycloalkyl group, C ₇ -C ₁₃ aralkyl group, C ₂ -C ₁₈ alkenyl group, intermixed with one or C ₂ -C ₃₀ alkyl groups with multiple oxygen atoms or C ₂ -C ₁₆ alkyl groups with one sulfur atom interspersed, R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o Represents one of sub-formula II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by : C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl group interrupted by one or more oxygen atoms of the C ₂ -C ₃₀ alkyl interrupted by one sulfur or Son C ₂ -C ₁₆ alkyl; when Y ^p, Y ^o and Y ^m represents a covalent bond, R ^1p represents the sub-formula II-p, II-o II-m, or one of those, R ^1o represents a sub- One of formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or one phenyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between, or C ₂ -C ₁₆ alkyl with one sulfur atom in between, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ Aryl, which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen, or a phenyl or halogen.

In certain embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m is oxygen. In some embodiments, benzofuranone belongs to formula Ip or Io, wherein Y ^p and Y ^o are oxygen, and R ^1p , R ^2p , R ^1o or R ^2o do not represent sub-formula II-m. In other embodiments, benzofuranone belongs to formulas I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2, where Y ^p , ^Yo, and Y ^m are oxygen, and R ^1p Together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represent one of sub formulas III, IV or V, and R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent sub formula III , IV, or V.

In some embodiments, benzofuranone belongs to formula I-p1, I-p2, I-o1 or I-o2, wherein Y ^p and Y ^o are oxygen, R ^1p together with R ^2p and R ^1o together with R ^2o represent One of formulas III, IV, or V, and R ^2p together with R ^1p and R ^2o together with R ^1o represents one of sub-formulas III, IV, or V. In certain embodiments, benzofuranone belongs to formula I-p1 or I-p2, where Yp is oxygen and R ^1p together with R ^2p represents one of sub-formulas III, IV, or V. In some embodiments, benzofuranone belongs to formula Ip, where Yp is oxygen and R ^1p together with R ^2p represents sub-formula IV.

The above cited examples of compounds of formulae I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2 individually refer to formulae I-p1, I-p2, I-o1, I -o2, I-m1 or I-m2 structural unit. These structural units include benzofuran-2-one units, including R ⁴ , R ⁵ , R ^6, and R ⁷ ; connected phenylene units, including R ^p2 , R ^p3 , R ^p5 , R ^p6 , R ^o1 , R ^o2 , R ^o5 , R ^o6 , R ^m1 , R ^m3 , R ^m5 and R ^m6 , and other units close to the phosphorus atom, including R ^1p , R ^2p , R ^1o , R ^2o , R ^1m and R ^2m , With substituents for sub-formulas III, IV or V, that is, R ^a1 , R ^a1 , R ^a3 , R ^a4 , R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 , R ^b6 , R ^c1 , R ^c2 , R ^c3 and R ^c4 . The above-cited embodiments of the three structural units can be combined. Examples are provided below.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o or II-m One of them, R ^1m represents the sub-formula II-m, or R ^1p and R ^2p , R ^1o and R ^2o and R ^1m and R ^2m represent one of the sub-formulas III, IV or V, or R ^1p and R ^1o And R ^1m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl, C ₁ -C ₁₈ alkyl Group, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -cis-alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms interspersed or a sulfur atom C ₂ -C ₁₆ alkyl, R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m, R ^2m represents sub-formula Formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent one of the sub formulas III, IV or V, or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl group, which is unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ Group, a halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl group interrupted by one or more oxygen atoms C ₂ -C ₃₀ alkyl group or C ₂ -C ₁₆ alkyl group with a sulfur atom in between; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents the sub-formula II-p, II-o Or one of II-m, R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ Aryl, which is unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or one phenyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkane Group, C ₇ -C ₁₃ aralkyl group, C ₂ -C ₁₈ alkenyl group, C ₂ -C ₃₀ alkyl group with one or more oxygen atoms in between, or C ₂ -C ₁₆ alkyl group with one sulfur atom in between, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl or halogen; R ⁴ And R ⁶ is hydrogen, R ⁵ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 and R ^p6 are each independently hydrogen or C ₁ alkyl, R ^p3 and R ^p5 are each independently hydrogen or C ₁ -C ₄ alkyl, R ^o1 and each R ^o6 Site is hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen or a C ₁ alkyl group, R ^o5 hydrogen or C ₁ -C ₄ alkyl, R ^m1 is hydrogen or a C ₁ alkyl group, R ^m3, and R ^m5 Each is independently hydrogen or C ₁ -C ₄ alkyl, R ^m6 is hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₄ alkyl Radicals, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen C ₁ -C ₄ alkyl.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o or II-m One of them, R ^1m represents the sub-formula II-m, or R ^1p and R ^2p , R ^1o and R ^2o and R ^1m and R ^2m represent one of the sub-formulas III, IV or V, or R ^1p and R ^1o And R ^1m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, or C ₃ -C ₁₆ cycloalkyl, and R ^2p represents a ^subformula One of II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent one of sub-formulas III, IV or V, or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by C _1- C ₈ alkyl, C ₁ -C ₁₈ alkyl or C ₃ -C ₁₆ cycloalkyl substitution; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents the sub-formula II-p, II-o Or one of II-m, R ^1o represents one of sub-formula II-o or II-m, R ^1m represents a sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, or C ₃ -C ₁₆ cycloalkyl, and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or fluorine; R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are independently hydrogen or C ₁ -C ₈ alkyl, R ^m1 , R ^m3 , R ^m5 and R ^m6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^{c4 are} each Independently hydrogen or C ₁ -C ₈ alkyl.

In certain embodiments, benzofuranone belongs to formula I-p1, I-p2, I-o1 or I-o2, wherein Y ^p and Y ^o are oxygen or represent covalent bonds; when Y ^p and Y ^o are In the case of oxygen, R ^1p represents one of sub-formula II-p or II-o, R ^1o represents sub-formula II-o, or R ^1p together with R ^2p and R ^1o together with R ^2o represents sub-formula III, IV or V ^Either one, or R ^1p and R ^1o are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen, or a phenyl group , C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between Or a C ₂ -C ₁₆ alkyl group with a sulfur atom in between, R ^2p represents one of the sub-formula II-p or II-o, R ^2o represents the sub-formula II-o, or R ^2p together with R ^1p and R ^2o Together with R ^1o represents one of the sub-formulas III, IV or V, or R ^2p and R ^2o are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl group, C ₃ -C ₁₆ cycloalkyl group, C ₇ -C ₁₃ aralkyl group, C ₂ -C ₁₈ alkenyl group, intermixed with one or C ₂ -C ₃₀ alkyl groups of multiple oxygen atoms may be intermixed C ₂ -C ₁₆ alkyl group of sulfur atom; when Y ^p and Y ^o represent a covalent bond, R ^1p represents one of sub formula II-p or II-o, R ^1o represents sub formula II-o, or R ^1p and R ^1o are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms interspersed or a sulfur Atomic C ₂ -C ₁₆ alkyl, R ^2p and R ^2o are C ₆ -C ₁₀ aryl, which are unsubstituted or substituted by C ₁ -C ₈ alkyl, C ₁ -C ₆ alkoxy, halogen or one Phenyl or halogen substitution; R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₆ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C _{1 -} C ₈ alkyl and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independent Ground is hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, benzofuranone belongs to formula I-p1, I-p2, I-o1, or I-o2, wherein Y ^p and Y ^o are oxygen or represent covalent bonds; when Y ^p and Y ^o are oxygen , R ^1p represents one of sub formula II-p or II-o, R ^1o represents sub formula II-o, or R ^1p together with R ^2p and R ^1o together with R ^2o represents sub formula III, or R ^1p and R ^1o is a C ₆ -C ₁₀ aryl group, which is unsubstituted or substituted with a C ₁ -C ₈ alkyl group or a C ₁ -C ₁₈ alkyl group, R ^2p represents one of the sub-formula II-p or II-o, R ^2o represents sub-formula II-o, or R ^2p together with R ^1p and R ^2o together with R ^1o represents sub-formula III, or R ^2p and R ^2o are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by C _1- C ₈ alkyl or C ₁ -C ₁₈ alkyl substitution; when Y ^p and Y ^o represent a covalent bond, R ^1p represents one of sub formula II-p or II-o, R ^1o represents sub formula II- o, or R ^1p and R ^1o are C ₆ -C ₁₀ aryl, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or C ₁ -C ₁₈ alkyl, R ^2p and R ^2o are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or fluorine; R ⁴ and R ⁶ are hydrogen, R ⁵ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 and R ^p6 is hydrogen, R ^p3 and R ^p5 each independently hydrogen or C ₁ -C ₄ alkyl, wherein R ^p3 R ^p5 is not one of those C _a alkyl group, R ^o1 is hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen, R ^o5 hydrogen or C ₁ -C ₃ alkyl, R ^o6 is hydrogen or C ₁ -C ₄ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₄ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each Independently is hydrogen or C ₁ -C ₄ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₄ alkyl.

In other embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m represents an oxygen or co Valence bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o or II-m One of them, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl group, C ₃ -C ₁₆ cycloalkyl group, C ₇ -C ₁₃ aralkyl group, C ₂ -C ₁₈ alkenyl group, intermixed with one or C ₂ -C ₃₀ alkyl groups with multiple oxygen atoms or C ₂ -C ₁₆ alkyl groups with one sulfur atom interspersed, R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o Represents one of sub-formula II-o or II-m, R ^2m represents sub-formula II-m, or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by : C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl group interrupted by one or more oxygen atoms of the C ₂ -C ₃₀ alkyl interrupted by one sulfur or Son C ₂ -C ₁₆ alkyl; when Y ^p, Y ^o and Y ^m represents a covalent bond, R ^1p represents the sub-formula II-p, II-o II-m, or one of those, R ^1o represents a sub- One of formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or one phenyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between, or C ₂ -C ₁₆ alkyl with one sulfur atom in between, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ Aryl, which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl or halogen; R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently Hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently Hydrogen or C ₁ -C ₈ alkyl, and R ^m1 , R ^m3 , R ^m5 and R ^m6 are each independently hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, belonging phthalide of formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p, Y ^o and Y ^m is oxygen, R ^1p Together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represent one of sub-formulas III, IV or V, R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent sub-formula III, In one of IV or V, R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^m1 , R ^m3 , R ^m5 and R ^m6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 Each is independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3, and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl.

In certain embodiments, benzofuranone belongs to formula I-p1, I-p2, I-o1, or I-o2, wherein Y ^p and Y ^o are oxygen, R ^1p together with R ^2p and R ^1o together with R ^2o represent One of sub-formulas III, IV or V, R ^2p together with R ^1p and R ^2o together with R ^1o represents one of sub-formulas III, IV or V, R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently Is hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently Is hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 And R ^b6 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3, and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, benzofuranone belongs to formula I-p1 or I-p2, where Y ^p is oxygen, R ^1p together with R ^2p represents one of sub-formulas III, IV, or V, R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are independently hydrogen or C ₁ -C ₈ alkyl, And R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, in the benzofuran compound of formula I-p1 or I-p2, Y ^p is oxygen, R ^1p together with R ^2p represents sub-formula IV, and R ⁴ , R ⁵ , R ^6, and R ⁷ are each Independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C ₁ -C ₈ alkyl.

In some embodiments, the benzofuranone is selected from compounds of formula (101) to (133).

The benzofuranone of the present invention can be prepared as disclosed in US2017 / 0226323, US2017 / 0066905, and US Patent No. 15/751497 published as WO2017 / 025431.

Organic phosphorus stabilizers include organic phosphites and organic phosphonite diester stabilizers and include, for example, triphenyl phosphite, diphenyl alkyl phosphite, phenyl dialkyl phosphite, phosphite ginseng (non Phenyl), tris (dodecyl) phosphite, tris (octadecyl) phosphite, ginseng phosphite (2,4-di-third-butylphenyl) phosphite, ginseng phosphite -(2-Second butylphenyl) ester (O), distearyl pentaerythritol diphosphite (F), bis (2,4-di-α-anisylphenyl) pentaerythritol diphosphite ( K), diisodecyl pentaerythritol diphosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite (D), bis (2,6-di-tert-butyl- 4-methylphenyl) pentaerythritol diphosphite (E), diisodecoxy-pentaerythritol diphosphite, bis (2,4-di-tert-butyl-6-methylphenyl) pentaerythritol di Phosphite, bis (2,4,6-tri-tert-butylphenyl) pentaerythritol diphosphite, tristearyl sorbitol triphosphite, (2,4-di-tert-butylphenyl ) 4,4'-biphenylene-diphosphite (H), 6-isooctyloxy-2,4,8,10-tetra-tert-butyl-dibenzo [d, f] [1 , 3,2] diox Phosphagepta (C), 6-fluoro-2,4,8,10-tetra-tert-butyl-12-methyl-dibenzo [d, g] [1,3,2] dioxaphospha Octacyclic (A), bis (2,4-di-tert-butyl-6-methylphenyl) phosphite methyl ester, bis (2,4-di-tert-butyl-6-methyl phosphite) Phenyl) ethyl ester (G), 2,2 ', 2''-Azo [triethyl ginseng (3,3'5,5'-tetra-tert-butyl-1,1'-biphenyl- 2,2'-diyl) phosphite] (B), bis (2,4-di-tert-butylphenyl) octyl phosphite, poly (4,4 '-(2,2'-di Methyl-5,5'-di-tert-butylphenylthio-} octyl phosphite), poly (4,4 '{-isopropylidene diphenol} -octyl phosphite), poly (4 , 4 '-{isopropylidenebis [2,6-dibromophenol]}-octylphosphite), poly (4,4'-{2,2'-dimethyl-5,5'-di -Tert-butylphenylthio) -pentaerythritol diphosphite), phosphorous acid, mixed 2,4-bis (1,1-dimethylpropyl) phenyl and 4- (1,1-dimethyl Propylpropyl) phenyl triester (CAS No. 939402-02-5), phosphorous acid, triphenyl ester, and α-hydro-ω-hydroxy poly [oxy (methyl-1,2-ethanediyl) the polymer, C ₁₀ - ₁₆ alkyl ester (CAS No. 1227937-46-3), .

In some embodiments, a combination of one or more organophosphorus stabilizers may be used.

In certain embodiments, the organic phosphorus stabilizer is selected from the group consisting of ginseng-nonylphenyl phosphite, bis (2,4-di-third butylphenyl) pentaerythritol diphosphite, Bis (2,4-di-tert-butyl-6-methylphenyl) ethyl phosphite, 2,2 ', 2' '-nitrosyl [triethyl ginseng (3,3'5,5' -Tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl) phosphite], bis (2,4-di-α-anisylphenyl) pentaerythritol diphosphite, Phosphorous ginseng (2,4-di-tert-butylphenyl) ester and combinations thereof.

Based on the weight of the polyolefin, the amount of benzofuran stabilizer used can range from about 20 ppm, about 30 ppm, about 40 ppm, about 50 ppm, about 60 ppm, about 70 ppm, about 80 ppm, about 90 ppm, about 100 ppm, about 110 ppm, about 120 ppm, about 130 ppm, about 140 ppm, about 150 ppm, about 160 ppm, about 170 ppm, about 180 ppm, about 190 ppm, about 200 ppm , About 250 ppm, about 300 ppm, about 350 ppm, about 400 ppm, about 450 ppm, or about 500 ppm to about 550 ppm, about 600 ppm, about 650 ppm, about 700 ppm, about 750 ppm, About 800 ppm, about 850 ppm, about 900 ppm, about 950 ppm, about 1000 ppm, about 1050 ppm, about 1100 ppm, about 1150 ppm, about 1200 ppm, about 1250 ppm, about 1300 ppm, about 1350 ppm, or about 1400 Any of ppm.

In other embodiments, based on the weight of the polyolefin, the amount of benzofuran ballast stabilizer used in the present invention may range from about 0.05 wt% (weight percent), about 0.07 wt%, about 0.09 wt%, about 0.10 wt%, about 0.15 wt%, about 0.20 wt%, about 0.25 wt%, about 0.30 wt%, about 0.35 wt%, about 0.40 wt%, about 0.50 wt%, about 0.60 wt%, about 0.65 wt%, about 0.70 wt%, about 0.75 wt%, about 0.80 wt%, about 0.90 wt%, about 1.0 wt%, about 1.3 wt%, about 1.5 wt%, about 1.7 wt%, about 2.0 wt%, about 2.5 wt%, about Any of 3.0 wt%, about 3.5 wt%, about 4.0 wt%, about 4.5 wt%, about 5.0 wt%, or about 5.5 wt% to about 5.5 wt%, about 6.0 wt%, about 6.5 wt%, about Any one of 7.0 wt%, about 7.5 wt%, about 8.0 wt%, about 8.5 wt%, about 9.0 wt%, about 9.5 wt%, or about 10.0 wt%.

In other embodiments, based on the weight of the polyolefin, the amount of the benzofuran stabilizer in the present invention may range from about 1 wt%, about 5 wt%, about 10 wt%, about 15 wt%, about 20 Any of wt%, about 25 wt%, or about 30 wt% to any of about 35 wt%, about 40 wt%, about 45 wt%, or about 50 wt%.

Based on the weight of the polyolefin, the amount of the organophosphorus stabilizer used can range from about 20 ppm, about 30 ppm, about 40 ppm, about 50 ppm, about 60 ppm, about 70 ppm, about 80 ppm, About 90 ppm, about 100 ppm, about 110 ppm, about 120 ppm, about 130 ppm, about 140 ppm, about 150 ppm, about 160 ppm, about 170 ppm, about 180 ppm, about 190 ppm, about 200 ppm, about 250 ppm, about 300 ppm, about 350 ppm, about 400 ppm, about 450 ppm, or about 500 ppm to about 550 ppm, about 600 ppm, about 650 ppm, about 700 ppm, about 750 ppm, about 800 ppm , About 850 ppm, about 900 ppm, about 950 ppm, about 1000 ppm, about 1050 ppm, about 1100 ppm, about 1150 ppm, about 1200 ppm, about 1250 ppm, about 1300 ppm, about 1350 ppm or about 1400 ppm Any one.

In other embodiments, based on the weight of the polyolefin, the amount of organophosphorus stabilizer used may range from about 0.05 wt% (weight percent), about 0.07 wt%, about 0.09 wt%, about 0.10 wt%, about 0.15 wt%, about 0.20 wt%, about 0.35 wt%, about 0.50 wt%, about 0.75 wt%, about 0.1 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.6 wt%, about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1.0 wt%, about 1.3 wt%, about 1.5 wt%, about 1.7 wt%, about 2.0 wt%, about 2.5 wt%, about Any of 3.0 wt%, about 3.5 wt%, about 4.0 wt%, about 4.5 wt%, about 5.0 wt%, or about 5.5 wt% to about 5.5 wt%, about 6.0 wt%, about 6.5 wt%, about Any one of 7.0 wt%, about 7.5 wt%, about 8.0 wt%, about 8.5 wt%, about 9.0 wt%, about 9.5 wt%, or about 10.0 wt%.

In some embodiments, one or more benzofuranone and one or more organophosphorus stabilizers can be used in the following weight / weight ratio: about 1/99, about 1/90, about 1/80, about 1/70, About 1/60, about 1/50, about 1/40, about 1/30, about 1/20, about 1/10, about 1/9, about 1/8, about 1/7, about 1/6, Any one of about 1/5, about 1/4, about 1/3, about 1/2, or about 1/1 to about 2/1, about 3/1, about 4/1, about 5/1, About 6/1, about 7/1, about 8/1, about 9/1, about 10/1, about 20/1, about 30/1, about 40/1, about 50/1, about 60/1, Any one of about 70/1, about 80/1, about 90/1, or about 99/1.

In some embodiments, the organophosphorus stabilizer is used at the same or higher weight than one or more benzofuranone. For example, in some embodiments, the weight / weight ratio of one or more benzofuranone to one or more organophosphorus stabilizers may be about 0.05, about 0.10, about 0.15, about 0.20, about 0.25, about 0.30, Any of about 0.35, about 0.40, about 0.45, or about 0.50 to about 0.55, about 0.60, about 0.65, about 0.70, about 0.75, about 0.80, about 0.85, about 0.90, about 0.95, or about 1.0 By.

An additive composition comprising one or more benzofuranone compounds and one or more organophosphorus stabilizers is also disclosed. The weight / weight ratio of benzofuranone and organophosphorus stabilizer can be the same as above.

In some embodiments, the composition may further include one or more additional additives selected from the group consisting of antioxidants, ultraviolet light absorbers, hindered amine light stabilizers, acid scavengers, metal deactivators, hydroxylamine, nitrate Ketones, amine N-oxides, thiosynergists, peroxide scavengers, nucleating agents, fillers, flame retardants and antistatic agents.

In some embodiments, the additional additives may include plasticizers, lubricants, emulsifiers, pigments, dyes, optical brighteners, rheological additives, catalysts, flow control agents, slip agents, crosslinking agents, crosslinking promoters Agents, halogen scavengers, smoke inhibitors, antistatic agents or clarifiers, such as substituted and unsubstituted bisbenzylidene sorbitol.

Based on the weight of the polyolefin, the range of additional additives individually or collectively may be: about 20 ppm, about 30 ppm, about 40 ppm, about 50 ppm, about 60 ppm, about 70 ppm, about 80 ppm, about 90 ppm, about 100 ppm, about 110 ppm, about 120 ppm, about 130 ppm, about 140 ppm, about 150 ppm, about 160 ppm, about 170 ppm, about 180 ppm, about 190 ppm, about 200 ppm, about 250 ppm , About 300 ppm, about 350 ppm, about 400 ppm, about 450 ppm, or about 500 ppm to about 550 ppm, about 600 ppm, about 650 ppm, about 700 ppm, about 750 ppm, about 800 ppm, Any of about 850 ppm, about 900 ppm, about 950 ppm, about 1000 ppm, about 1050 ppm, about 1100 ppm, about 1150 ppm, about 1200 ppm, about 1250 ppm, about 1300 ppm, about 1350 ppm, or about 1400 ppm One.

In other embodiments, based on the weight of the polyolefin, the following additional additives may be used individually or collectively, about 0.05 wt% (weight percent), about 0.07 wt%, about 0.09 wt%, about 0.10 wt%, about 0.15 wt %, About 0.20 wt%, about 0.35 wt%, about 0.50 wt%, about 0.75 wt%, about 0.1 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.6 wt %, About 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1.0 wt%, about 1.3 wt%, about 1.5 wt%, about 1.7 wt%, about 2.0 wt%, about 2.5 wt%, about 3.0 wt %, About 3.5 wt%, about 4.0 wt%, about 4.5 wt%, about 5.0 wt%, or about 5.5 wt% to about 5.5 wt%, about 6.0 wt%, about 6.5 wt%, about 7.0 wt %, About 7.5 wt%, about 8.0 wt%, about 8.5 wt%, about 9.0 wt%, about 9.5 wt%, or about 10.0 wt%.

In some embodiments, the hindered amine light stabilizer is a compound containing one or more moieties of the formula Wherein R ₁ , R ₂ , R ₃ and R _{4 are} independently methyl or ethyl and wherein R is H, methyl, hydroxy, propoxy, octoxy, cyclohexyloxy, acetyloxy or N- (2-hydroxy-2-methylpropoxy).

Suitable hindered amine light stabilizers are, for example: (1) 1-cyclohexyloxy-2,2,6,6-tetramethyl-4-octadecylaminopiperidine, (2) bis (2,2 , 6,6-tetramethylpiperidin-4-yl) sebacate, (3) bis (1-acetoxy-2,2,6,6-tetramethylpiperidin-4-yl) Sebacate, (4) bis (1,2,2,6,6-pentamethylpiperidin-4-yl) sebacate, (5) bis (1-cyclohexyloxy-2,2 , 6,6-tetramethylpiperidin-4-yl) sebacate, (6) bis (1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl) dec Diester; (7) Bis (1-acetyl-2,2,6,6-tetramethylpiperidin-4-yl) sebacate, (8) Malonate bis (1,2,2 , 6,6-pentamethyl-4-piperidinyl) n-butyl-3,5-di-tert-butyl-4-hydroxybenzyl ester (9) 2,4-bis [(1-cyclohexyl Oxy-2,2,6,6-tetramethylpiperidin-4-yl) butylamino] -6- (2-hydroxyethylamino) -s-triazine, (10) bis (1- Cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) adipate, (11) 2,4-bis [(1-cyclohexyloxy-2,2,6 , 6-piperidin-4-yl) butylamino] -6-chloro-s-triazine, (12) 1- (2-hydroxy-2-methylpropoxy) -4-hydroxy-2,2 , 6,6-tetramethylpiperidine, (13) 1- (2-hydroxy-2-methylpropoxy) -4-oxo-2,2,6,6-tetramethylpiperidine, (14) 1- (2-hydroxy-2- Propylpropoxy) -4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine, (15) bis (1- (2-hydroxy-2-methylpropoxy) -2 , 2,6,6-tetramethylpiperidin-4-yl) sebacate, (16) bis (1- (2-hydroxy-2-methylpropoxy) -2,2,6,6 -Tetramethylpiperidin-4-yl) adipate, (17) 2,4-bis {N- [1- (2-hydroxy-2-methylpropoxy) -2,2,6, 6-tetramethylpiperidin-4-yl] -N-butylamino} -6- (2-hydroxyethylamino) -s-triazine, (18) 4-benzyl-2,2 , 6,6-Tetramethylpiperidine, (19) Di- (1,2,2,6,6-pentamethylpiperidin-4-yl) -p-methoxybenzylidene malonate, ( 20) 2,2,6,6-tetramethylpiperidin-4-yl octadecanoate, (21) bis (1-octyloxy-2,2,6,6-tetramethylpiperyl succinate Pyridyl) ester, (22) 1,2,2,6,6-pentamethyl-4-aminopiperidine, (23) 2-undecyl-7,7,9,9-tetramethyl- 1-oxa-3,8-diaza-4-oxo-spiro [4,5] decane, (24) ginseng (2,2,6,6-tetramethyl-4-piperidinyl ) Nitrotriacetate, (25) ginseng (2-hydroxy-3- (amino- (2,2,6,6-tetramethylpiperidin-4-yl) propyl) nitrotriacetic acid Ester, (26) (2,2,6,6-tetramethyl-4-piperidinyl) -1,2,3,4-butane-tetracarboxylic acid ester, (27) (1,2) , 2,6,6-pentamethyl-4-piperidinyl) -1,2,3,4- Butane-tetraformate, (28) 1,1 '-(1,2-ethanediyl) -bis (3,3,5,5-tetramethylpiperazinone), (29) 3- N-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro [4.5] dec-2,4-dione, (30) 8-acetoyl-3-dec Dialkyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro [4.5] decane-2,4-dione, (31) 3-dodecyl-1 -(2,2,6,6-tetramethyl-4-piperidinyl) pyrrolidin-2,5-dione, (32) 3-dodecyl-1- (1,2,2,6 , 6-pentamethyl-4-piperidinyl) pyrrolidine-2,5-dione, (33) N, N'-bismethylformyl-N, N'-bis (2,2,6,6 -Tetramethyl-4-piperidinyl) hexamethylenediamine, (33a) bis (1-undecanecarbonyloxy-2,2,6,6-tetramethylpiperidin-4-yl carbonate ) Ester, (34) 2,4-bis [(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl) butylamino] -6-chloro-s-triazine and N , N'-bis (3-aminopropyl) ethylenediamine reaction product, (35) 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-hydroxypiperidine and Succinic acid condensate, (36) N, N'-bis (2,2,6,6-tetramethyl-4-piperidinyl) -hexamethylenediamine and 4-third octylamine Condensate of yl-2,6-dichloro-1,3,5-triazine, (37) N, N'-bis (2,2,6,6-tetramethyl-4-piperidinyl)- Hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3 , 5-triazine condensate, (38) N, N'-bis- (2,2,6,6-tetramethyl-4-piperidinyl) hexamethylenediamine and 4-morpholinyl -Condensate of 2,2,6-dichloro-1,3,5-triazine, (39) N, N'-bis- (1,2,2,6,6-pentamethyl-4-piperidinyl ) Condensate of hexamethylene diamine and 4-morpholinyl-2,6-dichloro-1,3,5-triazine, (40) 2-chloro-4,6-bis (4-n-butyl Amino-2,2,6,6-tetramethylpiperidinyl) -1,3,5-triazine and 1,2-bis (3-aminopropylamino) ethane condensate, (41) 2-chloro-4,6-di- (4-n-butylamino-1,2,2,6,6-pentamethylpiperidinyl) -1,3,5-triazine and 1,2- Condensate of bis- (3-aminopropylamino) ethane, (42) 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza The reaction product of hetero-4-oxo spiro [4,5] decane and epichlorohydrin, (43) poly [methyl (3-oxy- (2,2,6,6-tetramethylpiperidine -4-yl) propyl)] siloxane, CAS # 182635-99-0, (44) maleic anhydride-C ₁₈ -C ₂₂ -α-olefin-copolymer with 2,2,6,6 -The reaction product of tetramethyl-4-aminopiperidine, (45) 4,4'-hexamethylenebis (amino-2,2,6,6-tetramethylpiperidine) and 2- Chloro-4,6-bis (dibutylamino) -s-triazine-terminated 2,4-dichloro-6-[(2,2,6,6-tetramethylpiperidin-4-yl) butane Group] -s-triazine oligomeric condensate, (46) 4,4'-hexamethylene bis (amino-1,2,2,6,6-pentamethylpiperidine) and 2- Chloro-4,6-bis (dibutylamino) -s-triazine-terminated 2,4-dichloro-6-[(1,2,2,6,6-pentamethylpiperidine-4- Group) Butylamino] -s-triazine oligomeric condensate, (47) 4,4'-hexamethylenebis (amino-1-propoxy-2,2,6,6-tetramethyl Piperidine) and 2,4-dichloro-6-[(1-propoxy-2,2,2,2,2-chloro-4,6-bis (dibutylamino) -s-triazine 6,6-tetramethylpiperidin-4-yl) butylamino] -s-triazine oligomeric condensate, (48) 4,4'-hexamethylenebis (amino-1-amide) Yl-2,2,6,6-tetramethylpiperidine) and 2,4-dichloro-6-terminated with 2-chloro-4,6-bis (dibutylamino) -s-triazine [(1-Acetyloxy-2,2,6,6-tetramethylpiperidin-4-yl) butylamino] -s-triazine oligomeric condensate, (49) by using (a) The product obtained with (b), wherein (a) is a product obtained by reacting 1,2-bis (3-aminopropylamino) ethane with cyanuric chloride, and (b) is (2, 2,6,6-tetramethylpiperidin-4-yl) butylamine, (50) (4-piperidinol, 2,2,6,6-tetramethyl-1- (undecyloxy) )-, 4,4'-carbonate, and (51) 1,3,5-triazine-2,4,6-triamine, N2, N2'-1,6-hexanediylbis [N4, N6- Dibutyl-N2, N4, N6-ginseng (2,2,6,6-tetramethyl-4-piperidinyl)-, N-propoxy.

Also includes sterically hindered NH, N-methyl, N-methoxy, N-hydroxy, N-propoxy, N-octyloxy, N-cyclohexyloxy of any of the compounds mentioned above , N-acyloxy and N- (2-hydroxy-2-methylpropoxy) analogs. For example, replacing N-H hindered amines with N-methyl hindered amines will use N-methyl analogs instead of N-H.

For illustrative purposes, some of the structures of the above compounds are shown below.

In certain embodiments, the composition may further include hindered phenolic antioxidants, such as β- (3,5-di-third butyl-4-hydroxyphenyl) propionate, such as monohydric or polyhydric alcohols and For example, methanol, ethanol, n-octanol, isooctanol esters, mixtures of linear and branched C ₇ -C ₉ alkanols, stearyl alcohol, linear and branched C ₁₃ -C ₁₅ alkanols, 1,6 -Hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, 1,3-propanediol, neopentyl glycol, 1,4-cyclohexanedimethanol, glycerin, thiodiglyme Alcohol, diethylene glycol, triethylene glycol, pentaerythritol, ginseng (hydroxyethyl) isocyanurate, N, N′-bis- (hydroxy-ethyl) ethylenediamine, 3-thiaundecyl alcohol, 3 -Thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo [2.2.2] octane mixture .

In other embodiments, the hindered phenolic antioxidants include ginseng isocyanurate (3,5-di-tert-butyl-4-hydroxybenzyl) ester, 1,3,5-ginseng- (3,5- Di-tert-butyl-4-hydroxybenzyl) -2,4,6-trimethylbenzene, calcium salt of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester , 1,2-bis (3,5-di-tert-butyl-4-hydroxyhydrogenated phenylacryl acetyl) hydrazine, pentaerythritol [3- (3,5-di-tert-butyl-4-hydroxybenzene Group) propionate], 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate octadecyl ester, N, N′-hexamethylenebis (3,5-di- Tert-butyl-4-hydroxyhydrocinnamoylamide), 1,3,5-ginseng- (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) -1,3 , 5-triazine-2,4,6- (1H, 3H, 5H) -trione, 2,2'-methylenebis (4-methyl-6-tert-butylphenol) monoacrylate or α-Tocopherol.

In some embodiments, the composition contains substantially no or no hindered phenolic antioxidants. Basically, it does not mean that it is not intentionally added, and based on the weight of polyolefin, there can only be unintentional or trace amounts, such as ≤ 500 ppm (parts per million), ≤ 400 ppm, ≤ 300 ppm, ≤ 200 by weight ppm, ≤ 150 ppm, ≤ 100 ppm, ≤ 75 ppm, ≤ 50 ppm, ≤ 25 ppm, ≤ 20 ppm, ≤ 15 ppm, ≤ 10 ppm, ≤ 5 ppm, ≤ 4 ppm, ≤ 3 ppm, ≤ 2 ppm or ≤ 1 ppm.

Thio synergists include, for example, dilauryl thiodipropionate or distearyl thiodipropionate.

Acid scavengers include hydrotalcite and amorphous basic aluminum magnesium carbonate, such as those described in US Patent Nos. 4,427,816, 5,106,898, and 5,234,981. Hydrotalcite is also known as hycite, DHT4A, DHT4V, DHT4Z, DHT4A2 or DHT4C. Hydrotalcite is natural or synthetic, and may include a coating. Natural hydrotalcite has a structure still _{Mg 6 Al 2 (OH) 16} CO 3. 4 H 2 O. A typical empirical formula of a synthetic hydrotalcite is _{Al 2 Mg 4. 35 OH 11} . 36 CO 3 (1. 67) .x H 2 O. Examples of the synthetic product include _{Mg 0. 7 Al 0. 3} (OH) 2 (CO 3) 0. 15 .0.54 H 2 O, Mg 4. 5 Al 2 (OH) 13 CO 3 .3.5 H 2 O and Mg _{4 . 2 Al (OH) 12.} 4 CO 3.

In some embodiments, the acid scavenger includes metal salts of fatty acids, such as alkali or alkaline earth metal salts of fatty acids. In some embodiments, the acid scavenger includes calcium, magnesium, zinc, sodium, potassium, or aluminum salts of fatty acids. In some embodiments, the acid scavenger includes calcium stearate, magnesium stearate, zinc stearate, sodium stearate, potassium stearate or aluminum stearate, calcium behenate, magnesium behenate, Zinc behenate, sodium behenate, potassium or aluminum behenate, calcium ricinoleate, magnesium ricinoleate, zinc ricinoleate, sodium ricinoleate, potassium ricinoleate or aluminum ricinoleate, Or calcium palmitate, magnesium palmitate, zinc palmitate, sodium palmitate, potassium palmitate or aluminum palmitate. In certain embodiments, the acid scavenger includes calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate, and potassium palmitate. In other embodiments, the acid scavenger includes zinc oxide.

In some embodiments, a combination of one or more acid scavengers may be used.

Ultraviolet (UV) light absorbers can be selected from the group consisting of hydroxyphenylbenzotriazole, gins-aryl-s-triazine, hydroxybenzoate, 2-hydroxybenzophenone and cyanoacrylic acid Ester ultraviolet absorber (UVA).

Hydroxyphenylbenzotriazole UVA may include U.S. Patent Nos. 3,004,896, 3,055,896, 3,072,585, 3,074,910, 3,189,615, 3,218,332, 3,230,194, 4,127,586, 4,226,763, 4,275,004 No. 4,278,589, 4,315,848, 4,347,180, 4,383,863, 4,675,352, 4,681,905, 4,853,471, 5,268,450, 5,278,314, 5,280,124, 5,319,091, 5,410,071, No. 5,436,349, No. 5,516,914, No. 5,554,760, No. 5,563,242, No. 5,574,166, No. 5,607,987, No. 5,977,219 and No. 6,166,218, etc., such as 2- (2-hydroxy-5-A Phenyl) -2H-benzotriazole, 2- (3,5-di-tert-butyl-2-hydroxyphenyl) -2H-benzotriazole, 2- (2-hydroxy-5- Tributylphenyl) -2H-benzotriazole, 2- (2-hydroxy-5-third octylphenyl) -2H-benzotriazole, 5-chloro-2- (3,5-di -Tert-butyl-2-hydroxyphenyl) -2H-benzotriazole, 5-chloro-2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -2H-benzo Triazole, 2- (3-second butyl-5-third butyl-2-hydroxybenzene ) -2H-benzotriazole, 2- (2-hydroxy-4-octyloxyphenyl) -2H-benzotriazole, 2- (3,5-di-third-pentyl-2-hydroxybenzene Group) -2H-benzotriazole, 2- (3,5-bis-α-anisyl-2-hydroxyphenyl) -2H-benzotriazole, 2- (3-tert-butyl-2- Hydroxy-5- (2- (ω-hydroxy-octa- (ethyloxy) carbonyl-ethyl)-, phenyl) -2H-benzotriazole, 2- (3-dodecyl-2 -Hydroxy-5-methylphenyl) -2H-benzotriazole, 2- (3-tert-butyl-2-hydroxy-5- (2-octyloxycarbonyl) ethylphenyl) -2H- Benzotriazole, dodecyl substituted 2- (2-hydroxy-5-methylphenyl) -2H-benzotriazole, 2- (3-tert-butyl-2-hydroxy-5- ( 2-octyloxycarbonylethyl) phenyl) -5-chloro-2H-benzotriazole, 2- (3-tert-butyl-5- (2- (2-ethylhexyloxy) -carbonyl Ethyl) -2-hydroxyphenyl) -5-chloro-2H-benzotriazole, 2- (3-third butyl-2-hydroxy-5- (2-methoxycarbonylethyl) phenyl ) -5-chloro-2H-benzotriazole, 2- (3-tert-butyl-2-hydroxy-5- (2-methoxycarbonylethyl) phenyl) -2H-benzotriazole, 2- (3-tert-butyl-5- (2- (2-ethylhexyloxy) carbonylethyl) -2-hydroxyphenyl) -2H-benzotriazole, 2- (3-third Butyl-2-hydroxy-5- (2-isooctoxycarbonylethyl) benzene Yl-2H-benzotriazole, 2,2'-methylene-bis (4-third-octyl- (6-2H-benzotriazol-2-yl) phenol), 2- (2-hydroxyl -3-α-anisyl-5-third-octylphenyl) -2H-benzotriazole, 2- (2-hydroxy-3-third-octyl-5-α-anisylphenyl) -2H -Benzotriazole, 5-fluoro-2- (2-hydroxy-3,5-di-α-anisylphenyl) -2H-benzotriazole, 5-chloro-2- (2-hydroxy-3 , 5-di-α-anisylphenyl) -2H-benzotriazole, 5-chloro-2- (2-hydroxy-3-α-anisyl-5-third-octylphenyl) -2H- Benzotriazole, 2- (3-tert-butyl-2-hydroxy-5- (2-isooctyloxycarbonylethyl) phenyl) -5-chloro-2H-benzotriazole, 5-tris Fluoromethyl-2- (2-hydroxy-3-α-anisyl-5-third octylphenyl) -2H-benzotriazole, 5-trifluoromethyl-2- (2-hydroxy-5 -Third octylphenyl) -2H-benzotriazole, 5-trifluoromethyl-2- (2-hydroxy-3,5-di-third-octylphenyl) -2H-benzotriazole , 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamic acid methyl ester, 5-butylsulfonyl-2- ( 2-hydroxy-3-α-anisyl-5-third octylphenyl) -2H-benzotriazole, 5-trifluoromethyl-2- (2-hydroxy-3-α-anisyl-5 -Third butylphenyl) -2H-benzotriazole, 5-trifluoro Methyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, 5-trifluoromethyl-2- (2-hydroxy-3,5-di -α-anisylphenyl) -2H-benzotriazole, 5-butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole Azole and 5-phenylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole.

Sen-aryl-s-triazine UVA may include U.S. Patent Nos. 3,843,371, 4,619,956, 4,740,542, 5,096,489, 5,106,891, 5,298,067, 5,300,414, 5,354,794, 5,461,151, No. 5,476,937, No. 5,489,503, No. 5,543,518, No. 5,556,973, No. 5,597,854, No. 5,681,955, No. 5,726,309, No. 5,736,597, No. 5,942,626, No. 5,959,008, No. 5,998,116, No. 6,013,704, Nos. 6,242,598 and 6,255,483, and those disclosed in US Published Application Nos. 2015/329684 and 2017/327475, such as 2,4,6-ginseng (2-hydroxy-3-methyl- 4-hexyloxyphenyl) -1,3,5-triazine, dodecanedioic acid, 1,12-bis [2- [4- (4,6-diphenyl-1,3,5- Triazin-2-yl) -3-hydroxyphenoxy] ethyl] ester, 4,6-bis- (2,4-dimethylphenyl) -2- (2-hydroxy-4-octyloxy Phenyl) -s-triazine, CYASORB 1164, 4,6-bis- (2,4-dimethylphenyl) -2- (2,4-dihydroxyphenyl) -s-triazine, 2, 4-bis (2,4-dihydroxyphenyl) -6- (4-chlorophenyl) -s-triazine, 2,4-bis [2-hydroxy-4- (2-hydroxyethoxy) benzene Group] -6- (4-chlorophenyl) -s-tri , 2,4-bis [2-hydroxy-4- (2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (2,4-dimethylphenyl) -s-triazine , 2,4-bis [2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (4-bromophenyl) -s-triazine, 2,4-bis [2-hydroxy- 4- (2-acetoxyethoxy) phenyl] -6- (4-chlorophenyl) -s-triazine, 2,4-bis (2,4-dihydroxyphenyl) -6- (2,4-dimethylphenyl) -s-triazine, 2,4-bis (4-biphenyl) -6- (2-hydroxy-4-octyloxycarbonylethyleneoxyphenyl ) -s-triazine, 2-phenyl-4- [2-hydroxy-4- (3-second butoxy-2-hydroxypropoxy) phenyl] -6- [2-hydroxy-4- (3-Second pentyloxy-2-hydroxypropoxy) phenyl] -s-triazine, 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy- 4- (3-Benzyloxy-2-hydroxypropoxy) phenyl) -s-triazine, 2,4-bis (2-hydroxy-4-n-butoxyphenyl) -6- ( 2,4-di-n-butoxyphenyl) -s-triazine, 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4- (3-nonyl Oxy * -2-hydroxypropoxy) -5-α-anisylphenyl] -s-triazine (* represents a mixture of octoxy, nonoxy and decoxy), methylenebis- { 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-butoxy-2-hydroxypropoxy) phenyl] -s-triazine}, 5: 4: 1 Methylene-bridged dimers with a ratio of bridging at 3: 5 ', 5: 5' and 3: 3 'positions, 2,4,6-Shen (2-hydroxy-4-isooctyloxycarbonyl iso Propyleneoxyphenyl) -s-triazine, 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-hexyloxy-5-α-anisyl Phenyl) -s-triazine, 2- (2,4,6-trimethylphenyl) -4,6-bis [2-hydroxy-4- (3-butoxy-2-hydroxypropoxy ) Phenyl] -s-triazine, 2,4,6-Shen [2-hydroxy-4- (3-second-butoxy-2-hydroxypropoxy) phenyl] -s-triazine, 4 , 6-bis- (2,4-dimethylphenyl) -2- (2-hydroxy-4- (3-dodecyloxy-2-hydroxypropoxy) -phenyl) -s- Triazine and 4,6-bis- (2,4-dimethylphenyl) -2- (2-hydroxy-4- (3-tridecyloxy-2-hydroxypropoxy) -phenyl) -s-triazine, TINUVIN 400, 4,6-bis- (2,4-dimethylphenyl) -2- (2-hydroxy-4- (3- (2-ethylhexyloxy) -2 -Hydroxypropoxy) -phenyl) -s-triazine and a mixture of 4,6-diphenyl-2- (4-hexyloxy-2-hydroxyphenyl) -s-triazine.

Paraben UV absorbers may include, for example, esters of substituted and unsubstituted benzoic acid, such as 4-tert-butylphenyl salicylate, phenyl salicylate, octyl phenyl salicylate , Dibenzoyl resorcinol, bis (4- tertiary butyl benzoyl resorcinol) resorcinol, benzoyl resorcinol, 3,5-di- tertiary butyl-4 -Hydroxybenzoic acid 2,4-di-tert-butylphenyl ester, 3,5-di-tert-butyl-4-hydroxybenzoic acid hexadecyl ester, 3,5-di-tert-butyl-4- Octadecyl hydroxybenzoate, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate.

2-Hydroxybenzophenone UV absorbers include, for example, 4-hydroxy, 4-methoxy, 4-octyloxy, 4-decyloxy, 4-dodecyloxy, 4-benzyloxy , 4,2 ', 4'-trihydroxy and 2'-hydroxy-4,4'-dimethoxy derivatives.

Cyanoacrylate UV absorbers include, for example, pentaerythritol (2-cyano-3,3-diphenyl acrylate), α-cyano-β, β-diphenyl ethyl acrylate or isooctyl ester and α-cyano-β-methyl-p-methoxy-cinnamic acid methyl or butyl ester.

In some embodiments, UVA may include 5-chloro-2- (3-t-butyl-2-hydroxy-5methylphenyl) -2H-benzotriazole, 2- (3,5-bis- α-anisyl-2-hydroxyphenyl) -2H-benzotriazole, 4,6-diphenyl-2- (4-hexyloxy-2-hydroxyphenyl) -s-triazine, 4, 6-bis (2,4-dimethylphenyl) -2- (2-hydroxy-4-octyloxyphenyl) -s-triazine, 3,5-di-tert-butyl-4-hydroxy Cetyl benzoate or 4-octyloxy-2-hydroxybenzophenone.

Many UVAs are commercially available, such as TINUVIN 326, TINUVIN 234, TINUVIN 1577, TINUVIN 1600, CYASORB UV 1164, CYASORB THT, CYASORB UV 2908, CHIMASSORB 81, UVINUL 3030, ADK LA-F70, ADK LA-1000, TINUVIN 400 .

Hydroxylamine stabilizers can include, for example, N, N-benzylhydroxylamine, N, N-diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N-di (Dodecyl) hydroxylamine, N, N-di (tetradecyl) hydroxylamine, N, N-di (hexadecyl) hydroxylamine, N, N-di (octadecyl) hydroxylamine, N-hexadecyl-N -Tetradecyl hydroxylamine, N-hexadecyl-N-heptadecyl hydroxylamine, N-hexadecyl-N-octadecyl hydroxylamine, N-heptadecyl-N-octadecyl hydroxylamine, N-methyl- N-octadecylhydroxylamine, or in certain embodiments, N, N-di (C ₁₆ -C ₁₈ alkyl) hydroxylamine.

In certain embodiments, the polyolefin comprises polyethylene (PE) homopolymer, polyethylene random or block copolymer, polypropylene (PP) homopolymer, polypropylene random or block copolymer, ethylene / Propylene copolymer, a mixture of polypropylene and polyethylene or a mixture of different types of polyethylene. In certain embodiments, the polyolefin is polypropylene. In some embodiments, the polyethylene is linear low density (LLDPE), low density (LDPE), medium density (MDPE), or high density (HDPE). The above mixture is, for example, PP / HDPE, PP / LDPE and LDPE / HDPE. It also includes ternary mixtures, such as PP / HDPE / LLDPE. Polyolefins can be formulated with or without crosslinking.

The polyolefin composition contains (for example) ≥ about 10 weight percent (wt%) of polyolefin based on the weight of the composition, for example ≥ about 15 wt%, ≥ about 20 wt%, ≥ about 25 wt%, ≥ about 30 wt %, ≥about 35 wt%, ≥about 40 wt%, ≥about 45 wt%, ≥about 50 wt%, ≥about 55 wt%, ≥about 60 wt%, ≥about 65 wt%, ≥about 70 wt%, ≥ about 75 wt%, ≥ about 80 wt% or ≥ about 85 wt% polyolefin.

The polypropylene may be a polypropylene homopolymer, a polypropylene random copolymer, an alternating or segmented copolymer, or a block copolymer containing one or more comonomers, selected from ethylene, C ₄ -C _30- The group consisting of α-olefins, vinylcyclohexane, vinylcyclohexene, C ₄ -C ₂₀ -alkandiene, C ₅ -C ₁₂ -cycloaldiene and norbornene derivatives; propylene and copolymerized monomers The total molar amount of the body is 100%.

Polypropylene copolymers also cover long-chain branched polypropylene copolymers.

Examples of suitable C ₄ -C ₃₀ α-olefins are 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-nonene, 1-decene, 1- Undecene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene, 4-methyl-1-pentene, 1-eicosene, 1-docosene, 1-tetracosene, 1-hexacosene, 1-octacosene, and 1-tricosene.

Examples of suitable C ₄ -C ₂₀ alkadienes include hexadiene and octadiene. Examples of suitable C ₅ -C ₁₂ cycloalkane dienes include cyclopentadiene, cyclohexadiene and cyclooctadiene. Examples of suitable norbornene derivatives include 5-ethylene-2-norbornene (ENB), dicyclopentadiene (DCP) and methylene-dimethylene-hexahydronaphthalene (MEN).

The propylene / ethylene copolymer contains, for example, about 50% to about 99.9% by weight, in some embodiments about 80% to about 99.9%, and in other embodiments, about 90% to about 99.9% propylene.

The comonomers are C ₉ -C ₂₀ alpha olefins (such as 1-nonene, 1-decene, 1-undecene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1- Octadecene or 1-eicosene); C ₉ -C ₂₀ alkadiene, C ₉ -C ₁₂ cycloalkane diene or norbornene derivatives (such as 5-ethylidene-2-norbornene (ENB ) Or a propylene copolymer of methylene-dimethylene-hexahydronaphthalene (MEN) may contain more than about 90 mol%, about 90 mol% to about 99.9 mol%, or about 90 mol% to about 99 mol% propylene .

Wherein the comonomer is C ₄ -C ₈ alpha olefin (such as 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene or 4-methyl-1-pentene); The propylene copolymer of vinylcyclohexane, vinylcyclohexene, C ₄ -C ₈ alkadiene or C ₅ -C ₈ alkadiene can contain more than 80 mol%, about 80 to about 99.9 mol% or about 80 mol% to about 99 mol% propylene.

Other examples of polypropylene are propylene / isobutylene copolymers, propylene / butadiene copolymers, propylene / cycloolefin copolymers, propylene and ethylene, and diene (such as hexadiene, dicyclopentadiene, or ethylene-nitrogen Terpolymer of norbornene); propylene / 1-olefin copolymer, in which 1-olefin is produced in situ; and propylene / carbon monoxide copolymer.

Allyl or vinyl terminated oligomers of ethylene or propylene can be used as branches in the polymerization reaction with propylene to prepare branched polypropylenes with high melt strength as disclosed below: US Patent No. 8,399,725 No. and US Publication Nos. 2013/0274425, 2013/0274425, 2013/0030135, and 2013/0137829.

The linear structure of polyethylene produces polymers that exhibit low melt strength and lack strain hardening. This can lead to processing problems requiring polymer extensibility. In contrast, polypropylene exhibiting high melt strength is useful in industrial conversion operations such as blow molding, thermoforming, or foaming of polypropylene sheets. The polypropylene-based composition of the present invention exhibits acceptable melt strength, ductility, and strain hardening to produce extruded frames and panel walls.

Advantageously, the polyolefin contains a polypropylene homopolymer or copolymer with a suitably high melt strength, which is optionally blended with a polyethylene homopolymer or copolymer. The blend may further comprise a third polymer, which is suitable for promoting compatibility, partial miscibility or miscibility of different polyolefins. Such materials are called "interfacial tension reducing agents" or "compatibilizers".

Suitable compatibilizers are usually polymers containing two or more different segments, each of which is miscible or compatible with the individual components to be blended. Compatible polymer blends do not have to be sufficiently miscible, nor do they need to meet all the thermodynamics of mixing (eg, to produce a single phase or a single glass transition temperature), and such blends of different polymer structures will show a comparison Improved properties of individual components.

One type of compatibilizer for blending PP and PE is a segmented "olefin block copolymer" or "OBC", which contains propylene, ethylene and optionally additional alpha-olefin sequences, such as those produced by Dow Global Technologies And those taught in US Publication Nos. 2011/032621, 2011/060103, 2010/298515, 2011/054121, and 2011/015354. Including Dow products under the trade name INFUSE and ExxonMobil VISTAMAXX products. These block copolymers with overall molecular weight distribution and fragment molecular weight distribution are produced so that Mw / Mn> 1.4, there are two or more ethylene and α-olefin blocks and low molecular weights (Mw <200,000 g per chain) / mol). These alternating block copolymers are characterized by crystallizable rigid "hard block" segments and amorphous elastic "soft block" content. The hard block content in these OBCs ranges from 12 to 84 wt%, and the total 1-octene content (ie, endowed with long chain branches) ranges from 3 to 14 wt%. OBC can make the blend of PP and HDPE compatible. Compared with the uncompatibilized blend of HDPE and PP, the increase in elongation at break and tensile strength can be achieved.

Polypropylene homopolymers or copolymers or blends with optionally compatible polyethylene can be chemically cross-linked to draw long-chain branches (LCB) from the polypropylene main chain, resulting in a higher price compared to the general market Melt strength and ductility and lower solution flow.

The chemical cross-linking of the polypropylene homopolymer or copolymer with another polypropylene or with polyethylene homopolymer or copolymer and / or with compatible materials is advantageous. Such cross-linking processes can impart important increases in melt strength, melt ductility, mechanical and tensile strength to polyolefin blends that contribute to the extrusion process of the present invention. Such crosslinking processes onto polypropylene can produce long chain branches (LCB) on the polypropylene main chain and form increased amounts of polymer chain entanglements that result in higher polymer melt strength.

Crosslinking can be achieved using reagents such as organic peroxides or by treatment with radiation sources such as ultraviolet light, electron beam or gamma irradiation. Radiation can be achieved in a reduced or zero oxygen environment. For example, polypropylene with high melt strength and solution ductility can be obtained by blending linear polypropylene and branched polypropylene (b-PP) in an extruder. B-PP is prepared by reacting peroxide with unmodified polypropylene and bifunctional unsaturated monomers that can be transplanted to unmodified polypropylene depending on the circumstances to produce long-chain branches, US2015175789 . In another example, US Patent Nos. 5,508,318, 5,731,362, 5,591,785, 5,554,668, and 4,916,198 disclose the blending of irradiated and non-irradiated olefin polymer materials suitable for extrusion .

In contrast to downstream extrusion or chemical modification of polymers to form cross-links or long-chain branches to improve melt strength, the formation of long-chain branches on polyolefins can be performed upstream of polymer manufacturing. In one example, polyethylene can be modified in the polymerization unit by exposure to low levels of oxygen (referred to as "oxygen pruning"), resulting in the formation of long chain branches and enhanced melt strength, such as U.S. Pub. Teaching in 100357.

The polyolefin may contain additives that promote high levels of crystallinity after melt converting the polymer into shaped articles. Such additives are called "nucleating agents".

The crystallinity of polypropylene is an important parameter that affects characteristics such as modulus, yield stress, and strength. The use of nucleating agents is within the scope of the present invention. The use of nucleating agents affects the favorable formation of crystallinity, which improves the polymer melt strength during the extrusion process and during the improvement of the mechanical properties of the end-use articles. Suitable nucleating agents are, for example, sodium benzoate, 2,2'-methylene-bis (4,6-di-tert-butylphenyl) phosphate, zinc glycerate, 1,2-dicarboxylic acid cyclohexane Calcium salt, aromatic triamide compound, cis-endo-bicyclo [2.2.1] heptane-2,3-dicarboxylic acid disodium salt, hydroxy-bis [4- (third butyl) benzoic acid] aluminum And sorbitol, such as 1,3: 2,4-bis (3,4-dimethylbenzylidene) sorbitol, 1,3: 2,4-bis (4-methylbenzylidene) Sorbitol or 1,3: 2,4-bis (3,4-dimethylbenzylidene) sorbitol, such as U.S. Patent Nos. 7,423,088, 7,790,793, and 8,183,312 and U.S. Publication No. 2012/0190797 As taught in the number.

Based on the weight of the polyolefin, the nucleating agent may be, for example, 10 parts per million (ppm) to about 10,000 ppm, about 12 ppm to about 1,000 ppm, about 12 ppm to about 500 ppm, or about 12 ppm to about 300 by weight ppm or about 400 ppm exists.

Polyolefins advantageously contain inorganic (mineral) fillers to balance melt strength and stretchability or stretchability to allow extrusion production of frames and panel walls. The filler is described in more detail below.

Polyolefins containing polypropylene homopolymers or copolymers optionally blended with polyethylene homopolymers or copolymers can exhibit higher melt strengths, where the blend may further contain a compatibilizer. The melt strength of the polyolefin can be at least about 4 centiNewtons (cN) at 210 ° C. For example, the melt strength of polyolefins at 210 ° C is about 4, about 5, about 6, about 7, about 8, about 9, about 10, about 11, about 12, about 13, about 14, about 15, About 16, about 17, about 18, about 19, about 20, about 21, about 22, about 23, about 24, or about 25 centiNewtons. For example, the melt strength at 210 ° C is ≥about 5, ≥about 7, ≥about 9, ≥about 11, ≥about 13, ≥about 15, ≥about 17, ≥about 19, ≥about 21, or ≥about 23 centiNewtons.

Polyolefins can be prepared by the following methods: a) free radical polymerization (generally under high pressure and high temperature) or b) using a catalyst that generally contains one or more metals of Group IVb, Vb, VIb or VIII of the periodic table Catalytic polymerization. These metals usually have one or more ligands, usually oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls and / or aryls, which can be coordinated by π- or σ -Coordination. These metal complexes can be in free form or fixed on the substrate, usually fixed on activated magnesium chloride, titanium (III) chloride, aluminum oxide or silicon oxide. These catalysts are soluble or insoluble in the polymerization medium. In the polymerization, a catalyst may be used alone or other activators may be used. Such activators are usually metal alkanes, metal hydrides, metal alkyl halides, metal alkyl oxides, or metal alkyloxanes. Such metals are elements of Groups Ia, IIa and / or IIIa of the periodic table. The activator can be conveniently modified with other ester, ether, amine or silane ether groups. These catalyst systems are commonly referred to as Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene or single site catalysts (SSC).

Polypropylene is produced by a process as described in the literature, which includes Kissin, YV (2008), Alkene Polymerization Reactions with Transition Metal Catalysts, Elsevier, pp. 207-. ISBN 978-0-444-53215-2; Hoff , Ray and Mathers, Robert T. (2010), Handbook of Transition Metal Polymerization Catalysts, John Wiley & Sons, pp. 158- ISBN 978-0-470-13798-7; Moore, EP (1996) Polypropylene Handbook, Polymerization, Characterization, Properties, Processing, Applications, Hanser Publishers: New York, ISBN 1569902089; Benedikt, GM and Goodall, BL (Editor) (1998) Metallocene Catalyzed Polymers, ChemTech Publishing: Toronto, ISBN 978-1-884207-59-4; Malpass, DB, Introduction to Industrial Polyethylene, Properties, Catalysts, Processes, Wiley Publ., (2010); and Malpass, DB, Introduction to Industrial Polypropylene, Properties, Catalysts, Processes, Wiley Publ., (2012).

In some embodiments, the polyolefin includes virgin polyolefin, polyolefin recycle, or mixtures thereof. Polyolefin recycle can be obtained from domestic, commercial or industrial waste or from a collection of useful materials. Recyclables can be derived from packaging materials such as films, bags, bottles and other containers or foams. It is also possible to stabilize polyolefins that have previously been destroyed by use, storage or handling. Such materials originate, for example, from collection of available materials or return obligations, such as from the automotive industry, electrical / electronic industry, construction, agriculture, or textile industry.

The incorporation of the benzofuranone and organophosphorus stabilizers of the invention into the polyolefin is carried out, for example, by known methods before or after molding or also by applying a dissolved or dispersed additive mixture to the polyolefin with or It is not accompanied by subsequent evaporation of the solvent. The benzofuranone and organophosphorus stabilizers of the present invention may also be added to the polyolefin in the form of a masterbatch containing additives having a concentration of, for example, about 2 wt% to about 40 wt% based on the total weight of the masterbatch. In the form of a masterbatch, the polymer of the masterbatch does not have to be the same as the polyolefin. Molding can be carried out using known mixing machines, such as mixers, kneaders or extruders.

The benzofuranone and the organophosphorus stabilizer can be pre-mixed or added separately. The benzofuranone and organophosphorus stabilizers of the present invention can also be added before or during polymerization or before crosslinking. The benzofuranone and organophosphorus stabilizer in the present invention can be incorporated into polyolefin in pure form or encapsulated in wax, oil or polymer.

The benzofuranone and organophosphorus stabilizers of the present invention can also be sprayed onto polyolefins. It can dilute other additives or their melts, so that it can also be sprayed onto polyolefins along with these additives.

In certain embodiments, the benzofuranone additives and organophosphorus stabilizers of the present invention are incorporated into polyolefins by melt blending in an extruder. The benzofuranone and the organophosphorus stabilizer can be added together or separately.

In some embodiments, the process of preparing the polyolefin composition includes measuring the raw materials by weight and then dry blending the original ingredients. The mixture is fed to the screw extruder at a constant feed rate to extrude the material into the desired form, after which the water is cooled and dried.

The subject of the invention is also articles, for example shaped articles, which comprise the polyolefin composition of the invention. Examples of shaped articles include and are not limited to those listed in Lists I-1) to IIV-8). I-1) Floating devices, marine applications, buoys, buoys, plastic or composite sheets for decks or docks, boats, dinghys, paddles and beach reinforcements. I-2) Automotive applications, interior applications, exterior applications, such as bumpers, dashboards, batteries, back and front linings, molded parts under the hood, hat-like chassis, torso lining, interior lining, airbag covers, Electronic molded products for accessories (lights), frame for instrument panel, headlight glass, instrument panel, external lining, seat cushion, car light, headlight, parking light, backlight, bezel light, interior and Exterior edge strips; door panels; gas tanks; glass-inlaid front sides; rear windows; seat backings, exterior panels, wire insulators, side extrudates for sealing, cladding, pillar covers, chassis components, exhaust Systems, fuel filters / fillers, fuel pumps, fuel tanks, body models, convertible tops, external mirrors, external side strips, fasteners / fixtures, front end modules, glass, hinges, locking systems, luggage / top Frames, pressing / stamping parts, seals, side impact protectors, silencers / insulators and skylights. I-3) Road traffic devices, such as road signs, pillars used for road marking, auto parts, warning triangles, medical conditions, helmets, tires. I-4) Devices used in airplanes, railways, and electric locomotives (cars, motorcycles, trucks), including furnishings. I-5) Devices used in space applications (such as rockets and satellites), such as re-entry masks. I-6) Devices used in architecture and design, mining applications, silent systems, street shelters and shelters. II-1) General electrical equipment, boxes and coverings, and electrical / electronic devices (personal computers, telephones, portable phones, printers, televisions, audio and video devices), flower pots, satellite TV bowls and panel devices. II-2) Sheath for other materials such as steel or textiles. II-3) Devices for the electronics industry, such as insulators for plugs (especially computer plugs), housings for electrical and electronic components, printed boards, and electronic data storage devices (such as chips, debit cards) Or credit card). II-4) Electrical equipment such as washing machines, drums, ovens (microwave ovens), dishwashers, blenders and irons. II-5) Covers for lamps (eg street lamps, lampshades). II-6) Application in wires and cables (semiconductors, insulators and cable jackets). II-7) Foil for capacitors, refrigerators, heating devices, air conditioners, packaging of electronic devices, semiconductors, coffee machines and vacuum cleaners. III-1) Technical items such as cogs (gears), slide bar accessories, spacers, screws, screws, handles and knobs. III-2) Rotor blades, ventilators and wind turbine blades, solar installations, swimming pools, swimming pool covers, swimming pool linings, pool linings, compartments, wardrobes, partitions, grooved panels, folding walls, roofs, barriers (e.g. Roll gates), accessories, junctions between pipes, casings and conveyor belts. III-3) Hygiene items such as shower cubicles, basin supports, coverings and sinks. III-4) Hygiene items such as diapers (infants, adult incontinence), feminine hygiene items, shower curtains, brushes, cushions, bathtubs, toilet bowls, toothbrushes and potties. III-5) Pipes for water, waste water and chemicals (cross-linked or not), pipes for wire and cable protection, pipes for gas, oil and domestic sewage, tank pipes, bypass pipes and Drainage system. III-6) Any geometric structure (window glass panel) and the border of the panel wall. III-7) Glass substitutes, especially extruded or coextruded panels, which are mosaic glass used in buildings (single, double or multi-walled), airplanes, schools, extruded sheets, which are Used to construct window films for mosaic glass, trains, transportation, cleaning items and greenhouses. III-8) Boards (walls, cutting boards), extrusion coatings (photosensitive paper, square packs and pipe coatings), silos, wood substitutes, plastic sheets, wood composites, walls, surfaces, furniture, decorative foils, coatings Floor coverings (internal and external applications), flooring, mobile decking and ceramic tiles. III-9) Inlet and outlet manifolds. III-10) Cement, concrete, composite applications and coverings, siding and cladding, handrails, railings, kitchen operating tables, roofing, roofing sheets, ceramic tiles and tarps. IV-1) Boards (walls and cutting boards), trays, artificial grass, composites (such as Astro-Turf®), artificial coverings for sports ring (sports), artificial floors for sports ring (sports) and tape. IV-2) Continuous woven goods and short fibers, fibers (carpets / hygienic articles / geotextiles / filamentous fibers; filters; wipers / curtains (shade) / medical applications), bulked fibers (such as robes / protection Clothing applications), nets, ropes, cables, twines, curtains, silk threads, seat belts, clothing, underwear, gloves; boots; rubber boots, underwear, clothing, swimwear, sportswear, umbrellas (sun umbrellas, sunshades Umbrella), parachute, paraglider, sail, "balloon silk", camping items, tent, air bed, sun bed, bulk bags and bags. Non-woven fabrics, such as medical fabrics and related clothing, industrial clothing, outdoor fabrics, household furnishings and construction fabrics. IV-3) Films, insulators, coverings and seals for roofs, tunnels, warehouses, pools, warehouses, roofing films for walls, geomembrane, swimming pools, curtains (shades) / sunshades, awnings, hoods Covers, wallpapers, food packaging and wrapping (elastic and solid), medical packaging (elastic and solid), airbags / belts, armrests and headrests, carpets, center consoles, instrument panels, cockpits, doors, overhead console molds Groups, door edge strips, title markers, interior lighting, interior mirrors, parcel racks, rear trunk lids, seats, steering columns, steering wheels, textiles, and torso edge strips. V) Films (packaging, dumping, lamination, agriculture and horticulture (greenhouse covering, tunnels, low walk tunnels, greenhouses, coverings, silage, silo bags, tubular stretches, fumigation, air bubbles, keder, solawrap, Heat, cladding, incubators, film conduits), greenhouses, coverings, tunnels, silages), cladding, swimming pools, garbage bags, wallpaper, stretch films, raffia fiber, desalination films, battery packs and connectors. The film may have a single-layer structure or a multi-layer structure, for example, three layers, five layers, or seven layers. Examples include membrane structures, which are represented by ABA, ABC, ABCBA, ABCBD, ABCDCBA, AABCBAA, where A, B, C, and D represent different polymers or tackifiers. The layers can also be arranged to provide films with an even number of layers (ie, two layers, four layers, or six layers), such as AABA, AABB, AABAA, ABBAA, AABCB, AABCAA, and the like. VI-1) Food packaging and wrapping (elastic and solid), bottles. VI-2) Storage systems, such as boxes (crate), luggage, cabinets, household boxes, pallets, shelves, play rails, screw boxes, packaging and jars. VI-3) Filter cartridges, syringes, medical applications, containers for any transportation, waste baskets and waste bins, waste bags, boxes, garbage bins, plastic garbage bags, wheeled boxes, general containers, used for water / used Water / chemical / gas / oil / gasoline / diesel tanks; tank liners, boxes, crates, battery cases, grooves, medical devices such as pistons, ophthalmic applications, diagnostic devices, and medicinal bubble packaging. VII-1) Extrusion coating (photo paper, square bag, pipe coating), any kind of household items (such as electrical equipment, thermos / clothing hooks), fastening systems such as plugs, wire and cable clips, zipper , Closures, locks and snap closures. VII-2) Support devices, items for leisure time, such as sports and fitness equipment, gymnastic mats, ski boots, inline skates, snowboards, big feet, sports surfaces (such as tennis courts); screw caps, bottle caps and Corks and cans. VII-3) General furniture, foamed items (cushions, cushions), foams, sponges, dish cloths, cushions, garden chairs, stadium seats, tables, benches, toys, building materials (boards / pictures / balls) ), Theater, slides and toy cars. VII-4) Materials used for optical and magnetic data storage. VII-5) Kitchen utensils (eating, drinking, cooking, storage). VII-6) Cases for CDs, cassettes and video tapes; DVD electronic items, any kind of office supplies (ball pens, stamps and ink pads, mice, shelves, playback tracks), any volume and contents ( Bottles and tapes for beverages, detergents, cosmetics including fragrances). VII-7) Footwear (shoes / soles), insoles, shoe covers, adhesives, structural adhesives, food boxes (fruits, vegetables, meat, fish), synthetic paper, labels for bottles, benches, artificial joints (Person), printed board (flexographic letterpress), printed circuit board and display technology. VII-8) Devices filled with polymers (talc, chalk, porcelain clay (kaolin), wollastonite, pigments, carbon black, TiO ₂ , mica, nanocomposite, dolomite, silicate, glass, asbestos).

In certain embodiments, the shaped article is a film, tube, frame, bottle, tank, container, or fiber. Shaped articles can be prepared by molding (eg, injection molding, blow molding, compression molding, rotational molding, cast molding, or extrusion molding).

The methods and compositions of the present invention provide excellent color performance and enhanced thermal stability of polyolefins during melt processing. Melt processing stability can be demonstrated by improving molecular weight retention and maintaining polymer molecular architecture.

The article "a / an" refers to one or more (eg, at least one) grammatical objects. Any ranges cited herein are inclusive. The term "about" used throughout is used to describe and explain small fluctuations. For example, "about" can mean that the value can be ± 5%, ± 4%, ± 3%, ± 2%, ± 1%, ± 0.5%, ± 0.4%, ± 0.3%, ± 0.2%, ± 0.1 % Or ± 0.05% modification. Whether explicitly indicated or not, all numerical values are modified by the term "about". The numerical value modified by the term "about" includes a specific identification value. For example, "about 5.0" includes 5.0.

The US patents, US patent applications, and published US patent applications discussed herein are all incorporated by reference.

Unless otherwise specified, all parts and percentages are by weight. If not otherwise indicated, the weight percent (wt%) is based on the composition that does not contain any volatiles.

Examples The following additives are used in the examples: AO1 is a hindered phenolic antioxidant, pentaerythritol (3- (3,5-di-third-butyl-4-hydroxyphenyl) propionate); AO2 is a hindered phenolic antioxidant Oxidizing agent, namely octadecyl 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate; Phos1-Phos6 is an organophosphorus stabilizer; phosphorous acid ginseng (2,4-di-third Butylphenyl) ester (Phos1); sennonylphenyl phosphite (Phos2); bis (2,4-di-third butylphenyl) pentaerythritol diphosphite (Phos3); bisphosphite 2,4-di-tert-butyl-6-methylphenyl) ethyl ester (Phos4); 2,2 ', 2''-nitro [triethyl ginseng (3,3'5,5'- Tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl) phosphite] (Phos5); bis (2,4-di-α-anisylphenyl) pentaerythritol di Asia Phosphate (Phos6); DOVERPHOS LGP-11, special liquid phosphite stabilizer (Phos7); 2,4-bis (1,1-dimethylpropyl) phenyl and 4- (1,1-dimethyl Propylpropyl) phosphite (Phos8) mixture.

The unit of additive loading is weight ppm (parts per million) based on the weight of the polymer. In the case of listing the total amount of phosphorus (P) and the formulation, it is also reported in units of ppm by weight based on the weight of the polymer.

According to ASTM-313, use the DCI SF600 spectrophotometer, large area view; included spectral components, 2 degree observer to test the color of the polymer plaque. The color is represented by the yellowness factor (YI).

The melt flow rate retention of the polymer sample was measured from the zeroth and fifth pass extrudates. The melt flow rate was performed on a Tinius-Olsen extruder at 190 ° C according to ASTM-1238; 2.16 kg; measured in grams of polymer flowing out of a defined orifice within 10 minutes.

Oxidation induction time (OIT) is a measure of the oxidation stability of the polymer. The OIT was measured using a differential scanning calorimeter (DSC). Under nitrogen at 50 ° C to 190 ° C, the scan was collected using a heating rate of 10 ° C / min, and then switched to oxygen and kept under isothermal conditions until severe oxidation. Report the start time of severe oxidation in minutes (observed as intense fever).

Example 1 m-LLDPE Use the additives listed below to formulate cast film grade metallocene linear low density polyethylene (m-LLDPE). 1) 500 ppm Phos1; 24 ppm P 2) 1000 ppm Phos1; 48 ppm P 3) 400 ppm Phos1; 100 ppm benzofuranone (109); 23 ppm P 4) 375 ppm Phos1; 125 ppm benzofuranone ( 109); 23 ppm P 5) 425 ppm Phos1; 125 ppm benzofuranone (109); 25 ppm P 6) 450 ppm Phos2; 100 ppm benzofuranone (109); 23 ppm P 7) 187 ppm Phos3; 100 ppm benzofuranone (109); 23 ppm P 8) 304 ppm Phos4; 100 ppm benzofuranone (109); 23 ppm P 9) 187 ppm Phos5; 100 ppm benzofuranone (109); 23 ppm P 10) 264 ppm Phos6; 100 ppm benzofuranone (109); 23 ppm P

The additives are blended with the particulate polymer without any stabilizer additives. Except for the additives listed, all formulations are blended with 250 ppm AO2 and 200 ppm AO1. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The compounded compound was extruded multiple times in a single-screw extruder equipped with a Maddock mixing section in the open at 260 ° C. The granulated sample of the third extrudate was compression molded into 3.2 mm plaques. The results are as follows. Formulation YI Melt flow ( zero pass ) Melt flow ( fifth pass ) OIT 1 3.5 3.68 3.07 74 2 2.8 3.70 3.42 110 3 3.2 3.70 3.16 111 4 3.1 3.78 3.45 113 5 2.9 3.86 3.73 122 6 2.2 3.71 3.13 109 7 1.6 3.75 3.09 124 8 2.2 3.70 3.16 108 9 2.0 3.71 3.40 107 10 1.3 3.72 3.31 84

Example 2 Blow molding grade HMW Cr-HDPE Blow molding grade chromium catalyzed high molecular weight high density polyethylene (HMW Cr-HDPE) with high loading melt index (HLMI) 5.5 was formulated with the additives listed below. 1) 620 ppm Phos1 2) 1250 ppm Phos1 3) 375 ppm Phos1; 125 ppm benzofuranone (109) 4) 450 ppm Phos1; 150 ppm benzofuranone (109) 5) 1 of 375 ppm Phos1 / Phos6 : 1 weight mixture; 125 ppm benzofuranone (109) 6) 1: 1 weight mixture of 375 ppm Phos1 / Phos3; 125 ppm benzofuranone (109)

The additives are blended with the particulate polymer without any stabilizer additives. Except for the additives listed, all formulations are blended with 500 ppm AO1. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The granulated samples were compression molded into 3.2 mm plaques. The results are as follows. Formulation YI OIT 1 6.8 93 2 6.8 146 3 7.9 103 4 8.3 98 5 5.8 94 6 3.8 108

Example 3 m-LLDPE Use the additives listed below to formulate blown film grade metallocene linear low density polyethylene (m-LLDPE). 1) 500 ppm Phos1; 24 ppm P 2) 1000 ppm Phos1; 48 ppm P 3) 375 ppm Phos1; 125 ppm benzofuranone (109); 23 ppm P 4) 500 ppm Phos2; 21 ppm P 5) 1000 ppm Phos2; 43 ppm P 6) 375 ppm Phos2; 125 ppm benzofuranone (109); 21 ppm P 7) 500 ppm Phos7; 24 ppm P 8) 1000 ppm Phos7; 48 ppm P 9) 375 ppm Phos7; 125 ppm Benzofuranone (109); 22 ppm P 10) 500 ppm Phos8; 27 ppm P 11) 1000 ppm Phos8; 53 ppm P 12) 375 ppm Phos8; 125 pp benzofuranone (109); 25 ppm P

The additives are blended with the particulate polymer without any stabilizer additives. Except for the additives listed, all formulations are blended with 500 ppm zinc stearate and 500 ppm AO2. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The compounded compound was extruded multiple times in a single-screw extruder equipped with a Maddock mixing section in the open at 260 ° C. The granulated sample of the third extrudate was compression molded into 3.2 mm plaques. The results are as follows. Formulation YI Melt flow ( zero pass ) Melt flow ( fifth pass ) OIT 1 3.9 0.92 0.58 52 2 3.3 0.94 0.70 67 3 1.1 0.93 0.66 85 4 -0.4 0.94 0.80 59 5 -0.7 0.89 0.89 65 6 1.0 0.89 0.88 92 7 3.3 0.94 0.52 29 8 1.2 0.93 0.62 36 9 1.5 0.93 0.64 57 10 0.9 0.94 0.61 60 11 0.4 0.95 0.80 68 12 0.9 0.92 0.75 81

Example 4 blown film grade m-LLDPE blown film grade metallocene linear low density polyethylene (m-LLDPE) was formulated with the additives listed below. 1) 500 ppm AO2; 0 ppm P 2) 500 ppm Phos1; 500 ppm AO2; 24 ppm P 3) 1000 ppm Phos1; 500 ppm AO2; 48 ppm P 4) 375 ppm Phos1; 500 ppm AO2; 125 ppm benzofuran Ketone (109); 23 ppm P 5) 450 ppm Phos1; 500 ppm AO2; 150 ppm benzofuranone (109); 27 ppm P 6) 600 ppm Phos1; 150 ppm benzofuranone (109); 34 ppm P 7) 800 ppm Phos1; 200 ppm benzofuranone (109); 46 ppm P

The additives are blended with the particulate polymer without any stabilizer additives. Except for the additives listed, all formulations are blended with 500 ppm zinc stearate. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The compounded compound was extruded multiple times in a single-screw extruder equipped with a Maddock mixing section in the open at 260 ° C. The granulated sample of the third extrudate was compression molded into 3.2 mm plaques. The results are as follows. Formulation YI OIT 1 0.6 22 2 0.6 29 3 0.2 42 4 1.3 85 5 0.7 101 6 -0.6 8 7 -0.5 10

Example 5 zn-LLDPE Blown film grade Ziegler-Natta linear low density polyethylene (zn-LLDPE) was formulated with the additives listed below. 1) ----; 0 ppm P 2) 500 ppm Phos1; 24 ppm P 3) 1000 ppm Phos1; 48 ppm P 4) 300 ppm Phos1; 100 ppm benzofuranone (109); 18 ppm P 5) 375 ppm Phos1; 125 ppm benzofuranone (109); 23 ppm P 6) 450 ppm Phos1; 150 ppm benzofuranone (109); 27 ppm P 7) 400 ppm benzofuranone (109); 15 ppm P 8) 500 ppm benzofuranone (109); 19 ppm P 9) 600 ppm benzofuranone (109); 22 ppm P

The additives are blended with the particulate polymer without any stabilizer additives. Except for the additives listed, all formulations were blended with a 450 ppm 4/5 weight mixture of AO1 / AO2 and 800 ppm zinc oxide. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The compounded compound was extruded multiple times in a single-screw extruder equipped with a Maddock mixing section in the open at 260 ° C. The granulated sample of the third extrudate was compression molded into 3.2 mm plaques. The results are as follows.

Formulation YI Melt flow ( zero pass ) Melt flow ( fifth pass ) OIT 1 3.4 1.79 1.32 25 2 1.0 1.94 1.65 40 3 1.3 1.96 1.85 58 4 2.2 2.00 1.70 43 5 2.0 2.01 1.78 64 6 2.9 2.00 1.86 72 7 2.2 1.96 1.79 89 8 2.4 1.96 1.84 109 9 3.2 2.00 1.86 114

Example 6 m-LLDPE Use the additives listed below to formulate cast film grade metallocene linear low density polyethylene (m-LLDPE). 1) ----; 0 ppm P 2) 500 ppm Phos1; 24 ppm P 3) 1000 ppm Phos1; 48 ppm P 4) 300 ppm Phos1; 100 ppm benzofuranone (109); 18 ppm P 5) 375 ppm Phos1; 125 ppm benzofuranone (109); 23 ppm P 6) 450 ppm Phos1; 150 ppm benzofuranone (109); 27 ppm P 7) 400 benzofuranone (109); 15 ppm P 8 ) 500 benzofuranone (109); 19 ppm P 9) 600 ppm benzofuranone (109); 22 ppm P

The additives are blended with the particulate polymer without any stabilizer additives. With the exception of the additives listed, all formulations were blended with a 450 ppm 4/5 weight mixture of AO1 / AO2, 300 calcium stearate, and 500 ppm hydrotalcite. In a twin-screw extruder at 210 ° C. under nitrogen, the thoroughly blended compound was melted and compounded. The compounded compound was extruded multiple times in a single-screw extruder equipped with a Maddock mixing section in the open at 260 ° C. The granulated sample of the third extrudate was compression molded into 3.2 mm plaques. The results are as follows. Formulation YI Melt flow ( zero pass ) Melt flow ( fifth pass ) OIT 1 3.7 4.07 2.70 63 2 4.4 4.10 3.43 93 3 4.4 4.06 3.83 111 4 3.5 4.10 3.69 112 5 3.6 4.08 3.76 119 6 4.9 4.09 3.84 129 7 4.4 4.04 3.68 141 8 4.4 4.05 3.75 139 9 5.3 4.08 3.87 150

Claims (24)

A composition comprising i) polyolefin, ii) one or more benzofuranone compounds selected from the group consisting of formulas I-p1, I-p2, I-o1, I-o2, I-m1, and I-m2 Group of Where X and Z are independently P or P = O; Y ^p , Y ^o and Y ^m are oxygen or represent covalent bonds; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents the sub-formula II-p , II-o or II-m R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m means sub-formula III, IV Or one of V Or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with the following: C ₁ -C ₈ alkyl group, C ₁ -C ₈ alkoxy group, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between or C ₂ -C ₁₆ alkyl group with a sulfur atom in between, R ^2p represents one of sub-formula II-p, II-o or II-m, R ^2o represents one of sub-formula II-o or II-m R ^2m represents sub-formula II-m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represents one of sub-formulas III, IV or V, or R ^2p , R ^2o and R ^2m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted by: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl group interrupted by one or more oxygen atoms of the C ₂ -C ₃₀ alkyl group or interrupted by a sulfur atom of a C ₂ -C ₁₆ alkyl; when Y ^p , Y ^o and Y ^m represent a covalent bond, R ^1p represents one of the sub-formulas II-p, II-o or II-m, R ^1o represents the sub-formula II-o Or one of II-m, R ^1m represents the sub-formula II-m, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group, C ₁ -C ₁₈ Alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms interspersed or a sulfur atom interspersed C ₂ -C ₁₆ alkyl, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl, which are unsubstituted or C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen Or a phenyl or halogen substitution; R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^m1 , R ^m3 , R ^m5 and R ^m6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 Each is independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl and iii) one or more organic phosphorus stabilizers. The composition of claim 1 , wherein the polyolefin comprises polypropylene. The composition of claim 1 , wherein the polyolefin comprises polyethylene. The composition according to any one of claims 1 to 3, wherein the organophosphorus stabilizers are selected from the group consisting of triphenyl phosphite, diphenyl alkyl phosphite, phenyl diphosphite Ester, ginseng phosphite (2,4-di-third butylphenyl) ester, ginseng phosphite- (second butylphenyl) ester, ginseng phosphite (nonylphenyl) ester, triphosphite (Dodecyl) ester, tris (octadecyl) phosphite, distearyl pentaerythritol diphosphite, bis (2,4-di-α-anisylphenyl) pentaerythritol diphosphite, Diisodecyl pentaerythritol diphosphite, bis (2,4-di-t-butylphenyl) pentaerythritol diphosphite, bis (2,6-di-t-butyl-4-methylphenyl ) Pentaerythritol diphosphite, diisodecoxy-pentaerythritol diphosphite, bis (2,4-di-third-butyl-6-methylphenyl) pentaerythritol diphosphite, bis (2,4 , 6-tri-tert-butylphenyl) pentaerythritol diphosphite, tristearyl sorbitol triphosphite, (2,4-di-tert-butylphenyl) 4,4'-biphenyl Phenyl-diphosphinic acid diester, 6-isooctyloxy-2,4,8,10-tetra-tert-butyl-dibenzo [d, f] [1,3,2] di Heterophosphazene, 6-fluoro-2,4,8,10-tetra-tert-butyl-12-methyl-dibenzo [d, g] [1,3,2] dioxaphospha Cyclic, bis (2,4-di-tert-butyl-6-methylphenyl) methyl phosphite, bis (2,4-di-tert-butyl-6-methylphenyl) phosphite Ester, 2,2 ', 2''-Azo [triethyl ginseng (3,3'5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-di Group) phosphite], bis (2,4-di-tert-butylphenyl) octyl phosphite, poly (4,4 '-{2,2'-dimethyl-5,5'-di -Third butyl phenyl sulfide-} octyl phosphite), poly (4,4 '{-isopropylidene diphenol} -octyl phosphite), poly (4,4'-{isopropylidene Bis [2,6-dibromophenol]}-octyl phosphite), poly (4,4 '-{2,2'-dimethyl-5,5'-di-tert-butylphenyl sulfide} -Pentaerythritol diphosphite), . The composition according to any one of claims 1 to 3, wherein the organophosphorus stabilizers are selected from the group consisting of ginseng (2,4-di-tert-butylphenyl) phosphite, phosphorous acid Ginseng-nonylphenyl ester, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2,4-di-tert-butyl-6-methylphenyl phosphite ) Ethyl ester, 2,2 ', 2' '-Azo (triethyl ginseng (3,3'5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2' -Diyl) phosphite] and bis (2,4-di-α-anisylphenyl) pentaerythritol diphosphite. The composition according to any one of claims 1 to 3, which contains ginseng- (2,4-di-tert-butylphenyl) phosphite. The composition according to any one of claims 1 to 3, further comprising one or more compounds selected from the group consisting of hindered phenolic antioxidants. The composition of any one of claims 1 to 3, further comprising one or more hindered selected from the group consisting of β- (3,5-di-third-butyl-4-hydroxyphenyl) propionate Phenolic antioxidants. The composition of any one of claims 1 to 3 , wherein the composition is substantially free of hindered phenolic antioxidants. The composition of any one of claims 1 to 3, wherein the one or more benzofuranone compounds are present from about 20 weight ppm to about 1000 weight ppm based on the weight of the polyolefin. The composition of any one of claims 1 to 3, wherein the one or more organophosphorus stabilizers are present from about 20 weight ppm to about 1000 weight ppm based on the weight of the polyolefin. The composition of any one of claims 1 to 3, wherein the weight / weight ratio of the one or more benzofuranone compounds to the one or more organophosphorus stabilizers is from about 0.05 to about 1.0. The composition of any one of claims 1 to 3, wherein the benzofuranone compounds are selected from the group consisting of formulas I-p1, I-p2, and I-o1. The composition according to any one of claims 1 to 3, wherein in the benzofuranone compounds, X and Z are P and Y is O. The composition of any one of claims 1 to 3, wherein the benzofuranone compounds are of formula I-p1, I-p2, I-o1, I-o2, I-m1, or I-m2, where Y ^p , ^Yo and Y ^m are oxygen or represent a covalent bond; when Y ^p , ^Yo and Y ^m are oxygen, R ^1p represents one of the sub-formula II-p, II-o or II-m, R ^1o represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m means sub-formula III, IV or One of V, or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl, which are unsubstituted or substituted by the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen, or a phenyl group, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ - cis - alkenyl group, intermingled with one or more C ₂ oxygen atoms -C ₃₀ alkyl group or C ₂ -C ₁₆ alkyl group with a sulfur atom in between, R ^2p represents one of sub formula II-p, II-o or II-m, R ^2o represents sub formula II-o or One of II-m, R ^2m represents the sub-formula II-m, or R ^2p together with R ^1p , R ^2o with R ^1o and R ^2m together with R ^1m represents one of the sub-formulas III, IV or V, or R ^2p, R ^2o and R ^2m is a C ₆ -C ₁₀ aryl group, which is unsubstituted or to Unsubstituted: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or phenyl, C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl , C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms interspersed or C ₂ -C ₁₆ alkyl with a sulfur atom interspersed; when Y ^p , Y ^o and Y ^m represent common In the case of a valence bond, R ^1p represents one of sub-formulas II-p, II-o or II-m, R ^1o represents one of sub-formulas II-o or II-m, and R ^1m represents a sub-formula II-m , Or R ^1p , R ^1o and R ^1m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or substituted with the following: C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or a phenyl group , C ₁ -C ₁₈ alkyl, C ₃ -C ₁₆ cycloalkyl, C ₇ -C ₁₃ aralkyl, C ₂ -C ₁₈ alkenyl, C ₂ -C ₃₀ alkyl with one or more oxygen atoms in between Or a C ₂ -C ₁₆ alkyl group with a sulfur atom in between, R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl groups, which are unsubstituted or C ₁ -C ₈ alkyl, C ₁ -C ₈ alkoxy, halogen or one phenyl or halogen substitution; R ⁴ and R ⁶ are hydrogen, R ⁵ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 and R ^p6 are each independently hydrogen or a C ₁ alkyl group, R ^p3 and R ^p5 each independently hydrogen C ₁ -C ₄ alkyl, R ^o1 and R ^o6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o2 is hydrogen or a C ₁ alkyl group, R ^o5 hydrogen or C ₁ -C ₄ alkyl, R ^m1 is hydrogen or C ₁ alkyl, R ^m3 and R ^m5 are each independently hydrogen or C ₁ -C ₄ alkyl, R ^m6 is hydrogen or C ₁ -C ₈ alkyl, R ^a1 , R ^a2 , R ^a3 And R ^a4 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^b1 , R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C ₁ -C ₄ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₄ alkyl. The composition according to any one of claims 1 to 3, wherein the benzofuranone belongs to formula I-p1, I-p2, I-o1, I-o2, I-m1 or I-m2, wherein Y ^p , Y ^o and Y ^m are oxygen or represent a covalent bond; when Y ^p , Y ^o and Y ^m are oxygen, R ^1p represents one of the sub-formula II-p, II-o or II-m, R ^1o Represents one of sub-formula II-o or II-m, R ^1m represents sub-formula II-m, or R ^1p together with R ^2p , R ^1o together with R ^2o and R ^1m together with R ^2m represents sub-formula III, IV or V One of R ^1p , R ^1o and R ^1m is C ₆ -C ₁₀ aryl, which is unsubstituted or substituted by C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl or C ₃ -C ₁₆ ring Alkyl substitution, and R ^2p represents one of sub formula II-p, II-o or II-m, R ^2o represents one of sub formula II-o or II-m, R ^2m represents sub formula II- m, or R ^2p together with R ^1p , R ^2o together with R ^1o and R ^2m together with R ^1m represent one of the sub-formula III, IV or V, or R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl , Which is unsubstituted or substituted with C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl, or C ₃ -C ₁₆ cycloalkyl; when Y ^p , ^Yo, and Y ^m represent a covalent bond, R ^{1p 1m} represents sub-formulas II-p, II-o II-m, or one of those, R ^1o represents the sub-formula II-o, or one of those II-m, R Shows the sub-formula II-m, or R ^1p, R ^1o, and R ^1m is a C ₆ -C ₁₀ aryl group, which is unsubstituted or C ₁ -C ₈ alkyl, C ₁ -C ₁₈ alkyl or C ₃ - C ₁₆ cycloalkyl is substituted, and R ^2p , R ^2o and R ^2m are C ₆ -C ₁₀ aryl, which are unsubstituted or substituted with C ₁ -C ₈ alkyl or fluorine. The composition according to any one of claims 1 to 3, wherein the benzofuranone belongs to formula I-p1, I-p2, I-o1 or I-o2, wherein Y ^p and Y ^o are oxygen or Valence bond; when Y ^p and Y ^o are oxygen, R ^1p , R ^2p , R ^1o or R ^2o do not represent the sub-formula II-m; when Y ^p and Y ^o represent a covalent bond, R ^1p or R ^1o It does not mean sub-formula II-m. The composition according to any one of claims 1 to 3, wherein the benzofurans are of the formula I-p1, I-p2, I-o1, or I-o2, wherein Y ^p and Y ^o are oxygen, and R ^1p Together with R ^2p and R ^1o together with R ^2o represents one of sub-formulas III, IV or V, R ^2p together with R ^1p and R ^2o together with R ^1o represents one of sub-formulas III, IV or V, R ⁴ , R ⁵ , R ⁶ and R ⁷ are each independently hydrogen or C ₁ -C ₈ alkyl, R ^p2 , R ^p3 , R ^p5 and R ^p6 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^o1 , R ^o2 , R ^o5 and R ^o6 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^a1 , R ^a2 , R ^a3 and R ^a4 are each independently hydrogen or C ₁ -C ₈ alkyl, R ^b1 and R ^b2 , R ^b3 , R ^b4 , R ^b5 and R ^b6 are each independently hydrogen or C ₁ -C ₈ alkyl, and R ^c1 , R ^c2 , R ^c3 and R ^c4 are each independently hydrogen or C ₁ -C ₈ alkyl. The composition of any one of claims 1 to 3, wherein the benzofuranone is selected from the group consisting of compounds of formula (101) to (133) . A shaped article comprising the composition of any one of claims 1 to 19. A method of preparing the shaped article of claim 20 , the method comprising melt blending the composition. An additive composition comprising ii) one or more benzofuranone selected from the group consisting of formulae I-p1, I-p2, I-o1, I-o2, I-m1 and I-m2 of claim 1 Compounds; and iii) one or more organophosphorus stabilizers. The additive composition of claim 22 , wherein the weight / weight ratio of the one or more benzofuranone compounds to the one or more organic phosphorus stabilizers is from about 0.05 to about 1.0. The harmful effect of light and oxygen stability of the polyolefin, the method comprises incorporating into the polyolefin the following species: ii) one or more selected from the group consisting of Formula request entry of 1 I-p1, I-p2 , I-o1 , I-o2, I-m1 and I-m2 group of benzofuran compounds and iii) one or more organic phosphorus stabilizers.