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US4184987A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilizing additives for polyolefins

Assignee: BP Corp North America Inc
•
Filing: 1978-05-01
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Granted: 1980-01-22
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Expires: 1998-05-01
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Abstract

Abstract Partial esters of polyhydroxy compounds and combinations thereof with organophosphorus compounds have been found to be effective stabilizers for polyolefins made in processes wherein such polymers are not subjected to extensive removal of process produced impurities during or subsequent to the polymerization process. Combinations of polypropylene produced in a solventless polymerization process and such partial esters are particularly suitable and show substantially improved stability in the presence of additional stabilizing compounds.

Inventors

  • 👤 Nicholas M. Karayannis
  • 👤 Habet M. Khelghatian
  • 👤 John S. Skryantz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 19:12
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/10; C08K5/101; C08K5/103

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 121 words
A stabilized composition comprising a highly crystalline polyolefin selected from the group consisting of polybutene-1, poly-4-methylpentene-1, polypropylene, polyethylene, and copolymers of propylene or ethylene with at least one other C 2 to C 8 terminal olefin, said polyolefin prepared by an essentially solvent-free, anionically catalyzed polymerization process wherein catalyst residues and low molecular weight and amorphous components are incompletely separated from the highly crystalline polyolefin; and a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C (CH 2 OZ) 4-m , wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms.
Claim 2
Dependent Claim 121 words
A stabilized composition comprising a highly crystalline polyolefin selected from the group consisting of polybutene-1, poly-4-methylpentene-1, polypropylene, polyethylene, and copolymers of propylene or ethylene with at least one other C 2 to C 8 terminal olefin, said polyolefin prepared by an essentially solvent-free, anionically catalyzed polymerization process wherein catalyst residues and low molecular weight and amorphous components are incompletely separated from the highly crystalline polyolefin; and a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C (CH 2 OZ) 4-m , wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms.
Claim 3
Dependent Claim 13 words
The composition of claim 1 wherein said compound is a monoester of pentaerythritol.
Claim 4
Dependent Claim 18 words
The composition of claim 2 wherein said compound is a monostearate, monolaurate, monopalmitate or monooleate ester of pentaerythritol.
Claim 5
Dependent Claim 32 words
The composition of claim 3 wherein said polyolefin is selected from the group consisting of polypropylene and copolymers of propylene and at least one other C 2 to C 8 terminal olefin.
Claim 6
Dependent Claim 16 words
The composition of claim 1 wherein said polyolefin is polypropylene and said compound is pentaerythritol monostearate.
Claim 7
Dependent Claim 179 words
A stabilized composition comprising: (a) a highly crystalline polyolefin selected from the group consisting of polybutene-1, poly-4-methylpentene-1, polypropylene, polyethylene, and copolymers of propylene or ethylene with at least one other C 2 to C 8 terminal olefin, said polyolefin prepared by an essentially solvent-free, anionically catalyzed polymerization process wherein catalyst residues and low molecular weight and amorphous components are incompletely separated from the highly crystalline polyolefin; (b) a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C (CH 2 OZ) 4-m wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms; and (c) at least one organophosphorus compound of the formula P(AR') 3 , wherein A is --O--, --S--, or --SCH 2 COO--, and R' is hydrogen or a hydrocarbyl radical selected from the group consisting of aryl, alkylaryl, and aliphatic groups having from about 8 to about 20 carbon atoms, at least one R' being a hydrocarbyl radical.
Claim 8
Dependent Claim 179 words
A stabilized composition comprising: (a) a highly crystalline polyolefin selected from the group consisting of polybutene-1, poly-4-methylpentene-1, polypropylene, polyethylene, and copolymers of propylene or ethylene with at least one other C 2 to C 8 terminal olefin, said polyolefin prepared by an essentially solvent-free, anionically catalyzed polymerization process wherein catalyst residues and low molecular weight and amorphous components are incompletely separated from the highly crystalline polyolefin; (b) a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C (CH 2 OZ) 4-m wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms; and (c) at least one organophosphorus compound of the formula P(AR') 3 , wherein A is --O--, --S--, or --SCH 2 COO--, and R' is hydrogen or a hydrocarbyl radical selected from the group consisting of aryl, alkylaryl, and aliphatic groups having from about 8 to about 20 carbon atoms, at least one R' being a hydrocarbyl radical.
Claim 9
Dependent Claim 39 words
The composition of claim 6 wherein the stabilizing amount of (b) ranges from about 0.01 to about 1 wt.% of the composition and the stabilizing amount of (c) ranges from about 0.01 to about 1 wt.% of the composition.
Claim 10
Dependent Claim 20 words
The composition of claim 7 wherein the (c) component is at least one trihydrocarbyl phosphite, trihydrocarbyl trithiophosphite, or trihydrocarbyltrithioglycolyl phosphite.
Claim 11
Dependent Claim 19 words
The composition of claim 8 wherein the (b) component is a monostearate, monolaurate, monopalmitate, or monooleate ester of pentaerythritol.
Claim 12
Dependent Claim 26 words
The composition of claim 9 wherein the highly crystalline polyolefin is polypropylene or a copolymer of propylene and another C 2 to C 8 terminal olefin.
Claim 13
Dependent Claim 35 words
The composition of claim 10 wherein the (b) component is pentaerythritol monostearate and the (c) component is selected from the group consisting of diphenyl isooctyl phosphite, trilauryl trithiophosphite, triisooctyltrithioglycolyl phosphite, tris(nonylphenyl) phosphite, and mixtures thereof.
Claim 14
Dependent Claim 13 words
The composition of claim 11 wherein the (c) component is diphenyl isooctyl phosphite.
Claim 15
Dependent Claim 12 words
The composition of claim 11 wherein the (c) component is trilauryl trithiophosphite.
Claim 16
Dependent Claim 12 words
The composition of claim 11 wherein the (c) component is triisooctyltrithioglycolyl phosphite.
Claim 17
Dependent Claim 12 words
The composition of claim 11 wherein the (c) component is tris(nonylphenyl) phosphite.
Claim 18
Dependent Claim 128 words
A process for preparing a stabilized composition comprising (a) contacting olefin monomer selected from the group consisting of butene-1, 4-methylpentene-1, propylene, ethylene, or a mixture of propylene or ethylene with at least one other C 2 to C 8 terminal olefin with an anionic catalyst system under essentially solvent-free polymerization conditions to form a product comprising highly crystalline polyolefin, low molecular weight and amorphous components, and anionic catalyst residues; and (b) incorporating into said product a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C(CH 2 OZ) 4-m wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms.
Claim 19
Dependent Claim 128 words
A process for preparing a stabilized composition comprising (a) contacting olefin monomer selected from the group consisting of butene-1, 4-methylpentene-1, propylene, ethylene, or a mixture of propylene or ethylene with at least one other C 2 to C 8 terminal olefin with an anionic catalyst system under essentially solvent-free polymerization conditions to form a product comprising highly crystalline polyolefin, low molecular weight and amorphous components, and anionic catalyst residues; and (b) incorporating into said product a stabilizing amount of a partially esterified polyhydroxyl compound of the formula (HOCH 2 ) m C(CH 2 OZ) 4-m wherein Z is H or COR, at least one Z is COR, m runs from 1 to 3, and R is an aliphatic group containing from about 8 to about 20 carbon atoms.
Claim 20
Dependent Claim 16 words
The process of claim 16 wherein said partially esterified polyhydroxyl compound is a monoester of pentaerythritol.
Claim 21
Dependent Claim 20 words
The process of claim 17 wherein the monoester of pentaerythritol is a monostearate, monolaurate, monopalmitate, or monooleate ester of pentaerythritol.
Claim 22
Dependent Claim 25 words
The process of claim 18 wherein the olefin monomer is propylene or a mixture of propylene with another C 2 to C 8 terminal olefin.
Claim 23
Dependent Claim 70 words
The process of claim 16 further comprising incorporating into said product a stabilizing amount of at least one organophosphorus compound of the formula P(AR') 3 wherein A is --O--, --S--, or --SCH 2 COO--, and R' is hydrogen or a hydrocarbyl radical selected from the group consisting of aryl, alkaryl, and aliphatic groups having from about 8 to about 20 carbon atoms, at least one R' being a hydrocarbyl radical.
Claim 24
Dependent Claim 20 words
The process of claim 20 wherein the organophosphorus compound is at least one trihydrocarbyl phosphite, trihydrocarbyl trithiophosphite, or trihydrocarbyl trithioglycolylphosphite.
Claim 25
Dependent Claim 16 words
The process of claim 21 wherein the partially esterified polyhydroxyl compound is a monoester of pentaerythritol.
Claim 26
Dependent Claim 20 words
The process of claim 22 wherein the monoester of pentaerythritol is a monostearate, monolaurate, monopalmitate, or monooleate ester of pentaerythritol.
Claim 27
Dependent Claim 25 words
The process of claim 23 wherein the olefin monomer is propylene or a mixture of propylene with another C 2 to C 8 terminal olefin.
Claim 28
Dependent Claim 16 words
The process of claim 16 wherein said essentially solvent-free polymerization conditions are bulk phase polymerization conditions.
Claim 29
Dependent Claim 16 words
The process of claim 16 wherein said essentially solvent-free polymerization conditions are vapor phase polymerization conditions.

References Cited (Backward Citations)

US2985617A Cited
US3000871A Cited
US3039993A Cited
US3423347A Cited
US4107136A Cited
US4104247A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-21 1983-07-23 1984-01-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-21 1987-07-23 1988-01-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-21 1991-07-23 1992-01-22 $7700.00 Window Closed / Lapsed

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