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US 2003/0114611 A1Published application
Functionalized alkyllithium formulations with improved thermal stability and processes for making the same
AssigneeFMC Corporation
InventorsThorsten Werner Brockmann, Vijay C. Mehta
Life of this patent
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Abstract
Formulations of functionalized alkyllithium species having improved thermal stability are provided. The compositions include one or more functionalized alkyllithium compounds and one or more additives. The additive includes one or more organometallic compounds or precursors thereof capable of forming ate complexes with alkyllithiums.
Claims62
A functionalized alkyllithium composition having enhanced thermal stability, comprising:
- at least one functionalized alkyllithium compound;
- and
- at least one organometallic compound capable of forming an ate complex with said alkyllithium compound in an amount sufficient to impart thermal stability to the composition without significantly inhibiting the reactivity of the alkyllithium species.
A functionalized alkyllithium composition having enhanced thermal stability, comprising:
- at least one functionalized alkyllithium compound;
- and
- at least one organometallic compound capable of forming an ate complex with said functionalized alkyllithium compound in an amount of less than about 10 mol %, based on the amount of alkyllithium species present, to impart thermal stability to the composition without significantly inhibiting the reactivity of the alkyllithium species, said at least one functionalized alkyllithium compound comprising one or more compounds of the formula
- Li—Qn—Z—T—(A—R10R11R12)m
- or
- 11
- wherein:
- Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of one or more conjugated diene hydrocarbons, one or more alkenylaromatic compounds, or mixtures of one or more dienes with one or more alkenylaromatic compounds into the M—Z linkage;
- n is from 0 to 5;
- Z is a branched or straight chain hydrocarbon connecting group which contains 3-25 carbon atoms, optionally substituted with C5-C25 aryl;
- T is selected from the group consisting of oxygen, sulfur, and nitrogen groups and mixtures thereof;
- (A—R10R11R12)m is a protecting group in which A is an element selected from Group IVa of the Periodic Table of the Elements, and R10, R11, and R12 are each independently selected from the group consisting of hydrogen, C1-C15 alkyl, substituted C1-C15 alkyl, C5-C25 aryl, substituted C5-C25 aryl, C5-C12 cycloalkyl and substituted C5-C12 cycloalkyl;
- l is an integer from 1 to 7;
- and
- m is 1 when T is oxygen or sulfur, and 2 when T is nitrogen.
12 more elements
A process for preparing functionalized alkyllithium compositions having enhanced thermal stability, comprising:
- reacting a functionalized alkylhalide with lithium to form a functionalized alkyllithium composition;
- and
- adding at least one organometallic compound or precursor thereof capable of forming an ate complex with a functionalized alkyllithium to said composition in an amount sufficient to impart thermal stability to the composition without significantly inhibiting the reactivity of the alkyllithium species prior to, during or after the synthesis of said functionalized alkyllithium.
A process for preparing functionalized alkyllithium compositions having enhanced thermal stability, comprising:
- reacting a functionalized alkylhalide with lithium to form a functionalized alkyllithium composition;
- and
- adding at least one organometallic compound or precursor thereof capable of forming an ate complex with a functionalized alkyllithium to said composition prior to, during or after the synthesis of said functionalized alkyllithium, in an amount less than about 10 mol %, based on the amount of alkyllithium species present, to thermally stabilize said alkyllithium without significantly inhibiting the reactivity of the alkyllithium species, wherein said functionalized alkyllithium compound comprises a compound of the formula
- Li—Qn—Z—T—(A—R10R11R12)m
- or
- 13
- wherein:
- Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of one or more conjugated diene hydrocarbons, one or more alkenylaromatic compounds, or mixtures of one or more dienes with one or more alkenylaromatic compounds into the M—Z linkage;
- n is from 0 to 5;
- Z is a branched or straight chain hydrocarbon connecting group which contains 3-25 carbon atoms, optionally substituted with C5-C25 aryl;
- T is selected from the group consisting of oxygen, sulfur, and nitrogen groups and mixtures thereof;
- (A—R10R11R12)m is a protecting group in which A is an element selected from Group IVa of the Periodic Table of the Elements, and R10, R11, and R12 are each independently selected from the group consisting of hydrogen, C1-C15 alkyl, substituted C1-C15 alkyl, C5-C25 aryl, substituted C5-C25 aryl, C5-C12 cycloalkyl and substituted C5-C12 cycloalkyl;
- is an integer from 1 to 7;
- and
- m is 1 when T is oxygen or sulfur, and 2 when T is nitrogen.
12 more elements
A process for preparing functionalized alkyllithium compositions having enhanced thermal stability, comprising:
- reacting a functionalized alkylhalide with lithium to form a functionalized alkyllithium composition;
- and
- adding dibutylmagnesium or a precursor thereof to said composition prior to, during or after the synthesis of said functionalized alkyllithium in an amount ranging from about 1 to about 7 mol %, based on the amount of alkyllithium species present.
Dependencies are inferred from the claim text.