86 results about "Organolithium compounds" patented technology

The invention includes a siloxy-imine functionalized rubbery polymer, which exhibits good reinforcing characteristics and filler dispersing effect, a method for making, and a rubber composition including the same. In one embodiment, a process for manufacturing the functionalized rubbery polymer includes polymerizing a conjugated diene monomer using an organolithium compound as an initiator in a hydrocarbon solvent. Next, an active terminal end of the polymer is reacted with a functionalized terminating agent, represented by the general formula:

RCH═N(CH₂)_XSi(OR¹)_YR²_3-Y,   Formula (1)

wherein R represents a group consisting of an aryl or substituted aryl having 6 to 18 carbon atoms, or a heterocycle or heteroaryl having 3 to 18 carbon atoms; R¹ and R² each independently represents a group having 1 to 18 carbon atoms selected from an alkyl, a cycloalkyl, an allyl, and or aryl; X is an integer from 1 to 20; and Y is an integer from 1 to 3.

There is provided a modified conjugated diene-based polymer having a silyl group substituted with one or more alkoxy groups, and one or more nitrogen atoms on the chain ends of a conjugated diene-based polymer, the modified conjugated diene-based polymer being obtained by polymerizing a conjugated diene compound, or copolymerizing a conjugated diene compound with an aromatic vinyl compound, by using a polyfunctional anionic polymerization initiator prepared from a polyvinyl aromatic compound and an organolithium compound in a range of a molar ratio (the polyvinyl aromatic compound/the organolithium compound) of from 0.05 to 1.0, so as to obtain the conjugated diene-based polymer, and by reacting a living polymer end of the conjugated diene polymer with the compound having a silyl group substituted with two or more alkoxy groups, and one or more nitrogen atoms.

Methods are described herein for converting carbocationically terminated polymers to anionically terminated polymers. These methods comprise: (a) providing a carbocationically terminated polymeric moiety; (b) reacting the carbocationically terminated polymeric moiety with a heterocyclic compound of the formula

where —X— is selected from —S—, —O—, —NH— and —NR—, and where R is an alkyl group or an aryl group, thereby providing an end-capped polymeric moiety; and (c) reacting the end-capped polymeric moiety with an organolithium compound to yield an anionically terminated polymeric moiety. Also described are block copolymers in which a first polymer block comprising cationically polymerized monomers is linked to a second polymer block comprising anionically polymerized monomers by a

group, as well as a polymer in which a polymer block comprising cationically polymerized monomers is linked to a halogenated silane residue or a carbosilane residue by a

group.

A process for preparing a functionalized polymerization initiator, the process comprising combining a functionalized styryl compound and an organolithium compound.

The present invention is directed to a batch process for synthesizing rubbery polymers, such as styrene-butadiene rubber, having a high trans microstructure. In one embodiment, the batch process involves mixing a catalyst system with styrene and butadiene monomers in a single reactor, with additional butadiene monomer being added after a desired period of time to further drive styrene conversion and, thus, provide a desirable high trans rubbery polymer, e.g., styrene-butadiene rubber. The copolymerization process can be conducted at a temperature in the range of about 20° C. to about 180° and over a period of about 1 to about 4 hours. The catalyst system can include (a) an organolithium compound, (b) a group IIa metal salt, and (c) an organoaluminum compound. The catalyst system may further optionally include an amine compound and/or an organomagnesium compound.

A process for the preparation of an acrylic acid ester polymer, includes carrying out polymerization of an acrylic acid ester or block copolymerization of an acrylic acid ester and another (meth)acrylic monomer in the presence of an organolithium compound and an organoaluminum compound represented by the following formula (I):

AlR¹R²R³  (I)

wherein R¹ represents an alkyl group having at least 3 carbon atoms, an alkoxy group having at least 3 carbon atoms or an aryloxy group, R² and R³ each independently represent an aryloxy group or may be coupled together to form an arylenedioxy group. The process makes it possible to heighten the reaction rate and living properties upon polymerization and heighten the block formation efficiency upon block copolymerization.

The present invention is directed to an amine containing catalyst system for synthesizing rubbery polymers, such as polybutadiene rubber and styrene-butadiene rubber, having a high trans microstructure. The catalyst system, in one embodiment, includes (a) an organolithium compound, (b) a group IIa metal salt, (c) an organoaluminum compound, and (d) an amine compound which can be selected from (1) a heterocyclic aromatic compound which includes a ring structure with one or more nitrogen atoms as part of the ring; (2) a heterocyclic non-aromatic compound which includes a ring structure with two or more nitrogen atoms as part of the ring; (3) an aromatic compound including a ring structure substituted with at least one amine and at least one polar functionality containing group selected from a carboxyl group or a hydroxyl group; (4) a bicyclic chelating diamine compound; or (5) an aliphatic amine which includes a C₅-C₂₀ alkyl group.

The present invention is directed to a method for synthesizing rubbery copolymers, such as styrene-butadiene rubber, or rubbery homopolymers, such as polybutadiene rubber, that are alkoxy functionalized, e.g., alkoxysilane functionalized, and provide desirable dispersion of silica in rubber compounds, such as for use in tire treads. To that end, the method, in one embodiment, involves admixing anionically polymerizable conjugated diene monomers with optional vinyl aromatic, an anionic-polymerization initiator, i.e., an organolithium compound, and a lithium alkoxide to form an admixture of living polymers, then adding a halogenated coupling agent to the admixture of living polymers effecting conditions to form an alkoxy functionalized rubbery polymer. The alkoxy functionalized rubbery polymers can be utilized in tire tread rubbers where the rubbery polymers may provide desirable wear properties without substantially sacrificing other performance characteristic(s), e.g., traction properties.

A method for producing an amino group-containing conjugated diene polymer includes polymerizing a conjugated diene compound in the presence of a reaction product of 1,3-bis(diphenylethenyl)benzene or a derivative thereof and an organolithium compound to obtain a conjugated diene polymer, and reacting the conjugated diene polymer with a modifier.

A novel bathophenanthroline compound of the general formula ÄIÜ or ÄIIÜ is provided <CHEM> wherein R<1> and R<2> may be the same or different and independently represent a linear, branched or cyclic, saturated or unsaturated hydrocarbon group, or a substituted or unsubstituted, saturated or unsaturated hydrocarbon group provided that at least one of R<1> and R<2> has at least two carbon atoms, and wherein Ar<1> and Ar<2> may be the same or different and independently represent a substituted or unsubstituted aryl group. A process for preparing the compound is also provided wherein bathophenanthroline and an organolithium compound are subjected to nucleophilic substitution reaction to obtain the compound of the above formula ÄIÜ or ÄIIÜ.

The process and catalyst system of this invention can be utilized to synthesize a highly random styrene-butadiene rubber having a high trans content by solution polymerization. The styrene-butadiene rubber made by the process of this invention can be utilized in tire tread rubbers that exhibit improved wear characteristics. This invention more specifically reveals a catalyst system for use in isothermal polymerizations which consists essentially of (a) an organolithium compound, (b) a calcium alkoxide and (c) a lithium alkoxide. The subject invention further discloses a process for synthesizing a random styrene-butadiene rubber having a low vinyl content by a process which comprises copolymerizing styrene and 1,3-butadiene under isothermal conditions in an organic solvent in the presence of a catalyst system which consists essentially of (a) an organolithium compound, (b) a calcium alkoxide and (c) a lithium alkoxide. An amine can also be added to the catalyst system to increase the molecular weight (Mooney viscosity) of the rubber.

A novel and efficient alkylation procedure of B—H-1,3,2-oxazaborolidines derived from ephedrine and norephedrine has been established. Representative B-butyl- and B-methyl-1,3,2-oxazaborolidines were prepared in good yield and excellent purity by one pot treatment of the parent boraheterocyclic compound with the corresponding organolithium reagent and subsequent hydrolysis of the cyclic borohydride with anhydrous ammonium chloride.

The invention discloses a preparation method for aromatic carboxylic acid compounds. According to the method, corresponding aromatic carboxylic acid compounds are obtained by reacting aryl halides with malononitrile under the conditions of alkali and a copper catalyst. A ligand cocatalyst is also used in the method and is one selected from the group consisting of 2-pipecolic acid, 2-picolinic acid, 2-pralidoxime, glyoxime, 1,10-orthophenanthrolene, N,N-dimethylethylenediamine and L-proline. Compared to the method of oxidation of substituted aromatic hydrocarbons, the method of directly reacting Grignard reagents and organic lithium reagents with carbon dioxide and the method of reacting the compounds of aryl zinc and aryl boron with carbon dioxide under catalysis of transition metals in the prior art, the method provided in the invention has following obvious advantages: the method is based on aryl halides which are easily available; a cheap copper salt is used as a catalyst; little environmental pollution and high yield are realized; high tolerance of a plurality of function groups on aromatic rings is obtained; separation and purification are convenient; etc.