Process for producing liquid polymer
AssigneeSumitomo Chemical Company, Limited
InventorsYoshiharu Yagi, Seimei Yasui, Hiroshi Sato, Takanobu Noguchi, Michio Yamamoto
Life of this patent
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Abstract
Process for producing liquid polymer which comprises polymerizing a conjugated diene or copolymerizing a conjugated diene with an aromatic vinyl compound in the presence of 0.01 to 100 mol of ethylene and/or propylene to 1 mol of the conjugated diene in the presence of a catalyst system comprising 1. at least one nickel compound and 2. (a) an alkylaluminum halide or (b) a combination of (b.sub.1) at least one organo-metallic compound and (b.sub.2) at least one halogen compound, and optionally as the third component 3. (a') a phosphorus compound, (b') a nitrogen compound, (c') ethers, or (d') a sulfur compound.
Claims11
A process for producing a liquid polymer of isoprene or a copolymer or isoprene and an aromatic vinyl compound having a molecular weight of at least 200 which comprises polymerizing isoprene or copolymerizing isoprene with an aromatic vinyl compound in the presence of 0.01 to 100 moles of ethylene, propylene or a mixture thereof, per mole of isoprene, and in the presence of a catalyst system comprising:
- 1. at least one nickel compound selected from the group consisting of a nickel salt of a carboxylic acid, nickel chloridepyridine complex, trisdipyridylnickel chloride, bisethylenediaminenickel sulfate, bisacetylacetonatonickel, bis(ethyl acetoacetato)nickel, bisdimethylglyoximatonickel, bis(.pi.-allyl)nickel, bis(.pi.-methallyl)nickel, bis(.pi.-crotyl)nickel, bis(.pi.-cyclooctenyl)nickel, bis(.pi.-cyclopentenyl)nickel and tetracarbonyl nickel, and
- 2. at least one organometallic compound selected from the group consisting of:
- a. an alkylaluminum halide of the formula:
- R.sub.n AlX.sub.3-n wherein R is alkyl or alkylaryl having 1 to 20 carbon atoms or phenyl, X is chlorine, bromine, or iodine and n is 1 or 2, and
- b. a combination of (b.sub.1) at least one compound selected from the group consisting of (i) an organoaluminum compound of the formula AlR.sub.1 R.sub.2 R.sub.3, wherein R.sub.1 is hydrogen, fluorine, alkyl, cycloalkyl, aryl or aralkyl and R.sub.2 R.sub.3 are each alkyl, cycloalkyl, aryl or aralkyl;
- (ii) an organomagnesium or organozinc compound of the formula (R.sub.4).sub.2 M, wherein M is magnesium or zinc and R.sub.4 is alkyl, cycloalkyl, aryl or aralkyl;
- and (iii) an organolithium compound of the formula R.sub.5 Li, wherein R.sub.5 is alkyl, cycloalkyl, aryl or aralkyl, and (b.sub.2) at least one halogen compound selected from the group consisting of (i) a chloride, bromide or iodide of a metal belonging to Group III, IV, V or VI in the Periodic Table, or an ether complex, ester complex or aldehyde complex thereof;
- (ii) is hydrogen halide or the formula HX, wherein X is chlorine, bromine or iodine;
- (iii) on alkylmetal halide of the formula (R.sub.6).sub.n MX.sub.3-n, wherein M is a metal of Group III or IV in the Periodic Table, R.sub.6 is alkyl, X is chlorine, bromine or iodine and n is 1 or 2;
- (iv) a halide of an aliphatic or alicyclic hydrocarbon;
- (v) a compound of the formula:
- ##STR3## wherein R.sub.7 is chlorine, bromine or iodine, R.sub.8 and R.sub.9 are each hydrogen, chlorine, bromine, iodine, lower alkyl or phenyl and R.sub.10 and R.sub.11 are each hydrogen, halogen, lower alkyl or halogen-substituted lower alkyl;
- (vi) an alkynyl halide;
- (vii) a ketone containing chlorine or bromine;
- and (viii) a halogen-containing allyl compound of the formula R.sub.12 CH.dbd.CHCH.sub.2 X, wherein R.sub.12 is hydrogen or an aliphatic hydrocarbon having 1 to 6 carbon atoms and X is chlorine, bromine or iodine.
A process for producing a liquid polymer of isoprene or a copolymer of isoprene and an aromatic vinyl compound having a molecular weight less than about 500 which comprises polymerizing isoprene or copolymerizing isoprene with an aromatic vinyl compound in the presence of 0.01 to 100 moles of ethylene, propylene or a mixture thereof, per mole of isoprene, and in the presence of a catalyst system comprising:
- 1. at least one nickel compound selected from the group consisting of a nickel salt of a carboxylic acid, nickel chloridepyridine complex, trisdipyridylnickel chloride, bisethylenediaminenickel sulfate, bisacetylacetonatonickel, bis(ethyl acetoacetato)nickel, bisdimethylglyoximatonickel, bis(.pi.-allyl) nickel, bis(.pi.-methallyl)nickel, bis(.pi.-crotyl)nickel, bis(.pi.-cyclooctenyl)nickel, bis(.pi.-cyclopentenyl)nickel and tetracarbonyl nickel, and
- 2. at least one organometallic compound selected from the group consisting of:
- a. an alkylaluminum halide of the formula:
- R.sub.n Al X.sub.3-n wherein R is alkyl or alkylaryl having 1 to 20 carbon atoms of phenyl, X is chlorine, bromine, or iodine and n is 1 or 2, and
- b. a combination of (b.sub.1) at least one compound selected selected from the group consisting of (i) an organoaluminum compound of the formula Al R.sub.1 R.sub.2 R.sub.3, wherein R.sub.1 is hydrogen, fluorine, alkyl, cycloalkyl, aryl or aralkyl and R.sub.2 and R.sub.3 are each alkyl, cycloalkyl, aryl or aralkyl;
- (ii) an organomagnesium or organozinc compound of the formula (R.sub.4).sub.2 M, wherein M is magnesium or zinc and R.sub.4 is alkyl cycloalkyl, aryl or aralkyl;
- and (iii) an organolithium compound of the formula R.sub.5 Li, wherein R.sub.5 is alkyl, cycloalkyl, aryl or aralkyl, and (b.sub.2) at least one halogen compound selected from the group consisting of (i) a chloride, bromide or iodide of a metal belonging to Group III, IV, V or VI in the Periodic Table, or an ether complex, ester complex or aldehyde complex thereof:
- (ii) a hydrogen halide of the formula HX, wherein X is chlorine, bromine or iodine;
- (iii) an alkylmetal halide of the formula (R.sub.6).sub.n MX.sub.3-n, wherein M is a metal of Group III or IV in the Periodic Table, R.sub.6 is alkyl, X is chlorine, bromine or iodine and n is 1 or 2;
- (iv) a halide of an aliphatic or alicyclic hydrocarbon;
- (v) a compound of the formula:
- ##STR4## wherein R.sub.7 is chlorine, bromine or iodine, R.sub.8 and R.sub.9 are each hydrogen, chlorine, bromine, iodine, lower alkyl or phenyl and R.sub.10 and R.sub.11 are each hydrogen, halogen, lower alkyl or halogen-substituted lower alkyl;
- (vi) an alkynyl halide;
- (vii) a ketone-containing chlorine or bromine;
- an (viii) a halogen-containing allyl compound of the formular R.sub.12 CH.dbd.CHCH.sub.2 X, wherein R.sub.12 is hydrogen or an aliphatic hydrocarbon having 1 to 6 carbon atoms and X is chlorine, bromine or iodine, and
- 3. at least one phosphorus compound selected from the group consisting of a phosphine, a phosphite, a phosphate, a compound of the formula:
- PX.sub.3 or POX.sub.3 (wherein X is chlorine, bromine or iodine), hexamethylphosphorous triamide and hexamethylphosphoric triamide.
Dependencies are inferred from the claim text.