IL28985A - Alkylthioethyl thiodisuccinates and their use as stabilizers for olefin polymers - Google Patents

Alkylthioethyl thiodisuccinates and their use as stabilizers for olefin polymers

Info

Publication number: IL28985A
Authority: IL; Israel
Prior art keywords: compound; thiodisuccinates; olefin polymer; olefin polymers; stabilizers
Prior art date: 1966-12-16

Application number

IL28985A

Other languages

English (en)

Original Assignee

Stauffer Chemical Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1966-12-16

Filing date

1967-11-21

Publication date

1971-03-24

1967-11-21 Application filed by Stauffer Chemical Co filed Critical Stauffer Chemical Co

1971-03-24 Publication of IL28985A publication Critical patent/IL28985A/en

Links

229920000098 polyolefin Polymers 0.000 title claims description 18
239000003381 stabilizer Substances 0.000 title description 7
-1 polypropylene Polymers 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 13
239000000203 mixture Substances 0.000 claims description 11
230000000087 stabilizing effect Effects 0.000 claims description 8
239000004743 Polypropylene Substances 0.000 claims description 7
229920001155 polypropylene Polymers 0.000 claims description 7
PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 3
125000004432 carbon atom Chemical group C* 0.000 claims description 3
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
229920000642 polymer Polymers 0.000 description 8
230000002195 synergetic effect Effects 0.000 description 7
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 5
239000003963 antioxidant agent Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
230000006641 stabilisation Effects 0.000 description 5
238000011105 stabilization Methods 0.000 description 5
239000004698 Polyethylene Substances 0.000 description 4
230000003078 antioxidant effect Effects 0.000 description 4
229920000573 polyethylene Polymers 0.000 description 4
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
238000010586 diagram Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
ZAWGBZNXDUTBLO-UHFFFAOYSA-N 1-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSC(C)O ZAWGBZNXDUTBLO-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
150000003973 alkyl amines Chemical group 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
230000001590 oxidative effect Effects 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000010992 reflux Methods 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229940086542 triethylamine Drugs 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
DRMJXUUQSPQZKJ-UHFFFAOYSA-N 1-hexylsulfanylethanol Chemical compound CCCCCCSC(C)O DRMJXUUQSPQZKJ-UHFFFAOYSA-N 0.000 description 1
NFONBWKRZQEANZ-UHFFFAOYSA-N 1-octadecylsulfanylethanol Chemical group CCCCCCCCCCCCCCCCCCSC(C)O NFONBWKRZQEANZ-UHFFFAOYSA-N 0.000 description 1
WBBPRCNXBQTYLF-UHFFFAOYSA-N 2-methylthioethanol Chemical compound CSCCO WBBPRCNXBQTYLF-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000034 method Methods 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000000178 monomer Substances 0.000 description 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000012970 tertiary amine catalyst Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
125000004014 thioethyl group Chemical group [H]SC([H])([H])C([H])([H])* 0.000 description 1
125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Compositions Of Macromolecular Compounds (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)

IL28985A 1966-12-16 1967-11-21 Alkylthioethyl thiodisuccinates and their use as stabilizers for olefin polymers IL28985A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US60215266A	1966-12-16	1966-12-16

Publications (1)

Publication Number	Publication Date
IL28985A true IL28985A (en)	1971-03-24

Family

ID=24410182

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL28985A IL28985A (en)	1966-12-16	1967-11-21	Alkylthioethyl thiodisuccinates and their use as stabilizers for olefin polymers

Country Status (8)

Country	Link
US (1)	US3492336A (de)
BE (1)	BE708018A (de)
CH (1)	CH482748A (de)
DE (1)	DE1668711A1 (de)
FR (1)	FR1547252A (de)
GB (1)	GB1145040A (de)
IL (1)	IL28985A (de)
NL (1)	NL6716948A (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4327000A (en) *	1979-04-05	1982-04-27	Ciba-Geigy Corporation	Stabilizer mixtures for stabilizing chlorinated thermoplastics
US4254020A (en) *	1979-11-16	1981-03-03	The Goodyear Tire & Rubber Company	Synergistic antioxidant mixtures
FR2670486B1 (fr) *	1990-12-14	1993-05-28	Rhone Poulenc Chimie	Nouveaux composes soufres et nouveaux polymeres obtenus a partir de ces composes soufres.

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3398116A (en) *	1965-10-23	1968-08-20	Stanffer Chemical Company	Phenolic and thiodiester-stabilized poly-alpha-olefins

1966
- 1966-12-16 US US602152A patent/US3492336A/en not_active Expired - Lifetime
1967
- 1967-11-21 IL IL28985A patent/IL28985A/en unknown
- 1967-12-01 GB GB54848/67A patent/GB1145040A/en not_active Expired
- 1967-12-01 CH CH1696167A patent/CH482748A/de not_active IP Right Cessation
- 1967-12-07 DE DE19671668711 patent/DE1668711A1/de active Pending
- 1967-12-13 NL NL6716948A patent/NL6716948A/xx unknown
- 1967-12-15 BE BE708018D patent/BE708018A/xx unknown
- 1967-12-15 FR FR132594A patent/FR1547252A/fr active Active

Also Published As

Publication number	Publication date
DE1668711A1 (de)	1971-09-02
FR1547252A (de)
NL6716948A (de)	1968-06-17
CH482748A (de)	1969-12-15
GB1145040A (en)	1969-03-12
US3492336A (en)	1970-01-27
BE708018A (de)	1968-06-17

Publication	Publication Date	Title
US3127372A (en)	1964-03-31	Stabilization of polyolefevs
KR880010054A (ko)	1988-10-06	안정화된 폴리아세탈 조성물
US3342767A (en)	1967-09-19	Vinyl chloride resins containing cyclic phosphites
US3968082A (en)	1976-07-06	Stabilized ethylene-carbon monoxide copolymers
KR940021655A (ko)	1994-10-19	내방사선 폴리프로필렌 수지조성물
EP0453204A1 (de)	1991-10-23	Zusammensetzung zur Vernetzung von Äthylenpolymeren, Verfahren zur Vernetzung von Äthylenpolymeren und vernetzbare Zusammensetzung
US3293209A (en)	1966-12-20	Low pressure polymers stabilized by diethers of dimercaptans
US4254020A (en)	1981-03-03	Synergistic antioxidant mixtures
IL28985A (en)	1971-03-24	Alkylthioethyl thiodisuccinates and their use as stabilizers for olefin polymers
US3038878A (en)	1962-06-12	Heat-stable poly-alpha-olefin compositions
US3370036A (en)	1968-02-20	Stabilization of polymers with uv stabilizers and antioxidants
US2314466A (en)	1943-03-23	Inhibitor for chemical deterioration
US3072603A (en)	1963-01-08	Poly-alpha-olefin compositions containing dialkyl-3, 3'-thiodipropionates and a nitrogen containing compound
GB832024A (en)	1960-04-06	Stabilized hydrocarbon polymeric materials
JPS6132342B2 (de)	1986-07-26
US3258493A (en)	1966-06-28	alpha, alpha'-bis(laurylthio)-p-xylene
US3330855A (en)	1967-07-11	alpha, alpha'-bis(lauryl beta-thiopropionate)-p-xylene
US3117947A (en)	1964-01-14	Polyolefine antioxidants
US3634315A (en)	1972-01-11	Polyethylene oxide stabilized with mercapto-imidazoles
US3072604A (en)	1963-01-08	Poly-alpha-olefin compositions containing dialkyl-3, 3'-thiodipropionates and a nitrogen containing compound
US3897388A (en)	1975-07-29	Antioxidant comprising a hydroxy aromatic compound containing sulfur and organic phosphite
US3574165A (en)	1971-04-06	Stabilizing of organic materials
US3099639A (en)	1963-07-30	Stabilization of 1-olefin polymers
US3853810A (en)	1974-12-10	Nickel salts of arylsulfonic acids as ultraviolet stabilizers for light sensitive polymers
US3226357A (en)	1965-12-28	Polyolefins stabilized with derivatives of xylylene thioethers