A non-aqueous electrolyte solution for a lithium secondary battery includes a compound represented by Formula 1 as follows, a lithium salt, and an organic solvent; and a lithium secondary battery including the same:

##STR00001##

wherein R1 to R3, L1 and A.sup. are described herein.

A simple preparation method for a dialkoxypropyl methylphosphonate, wherein a methyl halogenated phosphonate monoester is reacted with a 3,3-dialkoxypropyl magnesium or zinc halide to obtain a 3,3-dialkoxypropyl methylphosphonate. The starting materials are readily available, the operations are simple, the conditions are mild, the synthesis conversion rate is high, and the method is suitable for industrial production.

The object of the present invention is to provide a new organic phosphorus ligand that can efficiently promote cross-coupling reaction to obtain the target substance at high yield, as well as a method of manufacturing such ligand whose steric characteristics and electronic characteristics can be fine-tuned and which can be used to cause cross-coupling reaction at high yield. As a means for achieving the aforementioned object, a phosphine compound expressed by General Formula (1) below is provided. ##STR00001##
(In the formula, R.sup.1 and R.sup.2 are each independently a secondary alkyl group, tertiary alkyl group, or cycloalkyl group, while R.sup.3 and R.sup.4 are each independently a hydrogen, aliphatic group, heteroaliphatic group, aromatic group, alicyclic group, or heterocyclic group. Note that R.sup.3 and R.sup.4 have no phosphorus atom and that R.sup.3 and R.sup.4 are not both hydrogen at the same time).

The invention relates to reactive ionic liquids containing organic cations with groups or substituents which are susceptible to electrochemical reduction and anions obtained from fluoroalkyl phosphates, fluoroalkyl phosphinates, fluoroalkyl phosphonates, acetates, triflates, imides, methides, borates, phosphates and/or aluminates, for use in electrochemical cells, such as lithium ion batteries and double-layer capacitors.

Provided is a method for purifying a phosphorus-containing olefin compound salt as a raw material or an intermediate that is useful to increase the purity of a target product in a method for producing an olefin compound and that can be applied to the production method, and a method for producing an olefin compound using a purified product obtained thereby. Specifically, provided is a method for purifying a phosphorus-containing olefin compound salt, comprising reprecipitating and/or recrystallizing a solid comprising at least one phosphorus-containing olefin compound salt selected from the group consisting of: a phosphorus-containing olefin compound salt A represented by the following formula (1): ##STR00001## wherein X.sub.1 and X.sub.2 are each independently F, Cl, Br, I, or H; W.sup.+s are the same or different and each is a monovalent cation comprising PR.sub.3 or P(OR).sub.3, provided that Rs are groups having a saturated or unsaturated structure containing C and H, are optionally bonded together to form a ring, and optionally contain an atom other than C and H; three Rs included in R.sub.3 and (OR).sub.3 are optionally the same or different; and M.sup. is a monovalent anion comprising an atom or a compound; and a phosphorus-containing olefin compound salt B represented by the following formula (2): ##STR00002## wherein X.sub.1, X.sub.2, W.sup.+, and M.sup. are as defined above, and Y is F, Cl, Br, I, H, an alkyl group, an alkyl ether group, a fluoroalkyl group, or a fluoroalkyl ether group; in a solvent, thereby obtaining a purified product of the phosphorus-containing olefin compound salt.

Provided are L-glufosinate intermediate preparation method or L-glufosinate preparation method, the method, for preparing L-glufosinate intermediate or L-glufosinate from an L-homoserine derivative, comprising a step of preparing a compound of Chemical Formula 2 from a compound of Chemical Formula 1.

A non-aqueous electrolyte solution for a lithium secondary battery includes a compound represented by Formula 1 as follows, a lithium salt, and an organic solvent; and a lithium secondary battery including the same: ##STR00001## wherein R1 to R3, L1 and A.sup. are described herein.

The present invention relates to a process for preparing a (4Z)-11,11-dialkoxy-4-undecenyltriarylphosphonium halide compound of the following general formula (3-Z): wherein Y represents a halogen atom, Ar represents, independently of each other, an aryl group, and R.sup.1 and R.sup.2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, or R.sup.1 and R.sup.2 may form together a divalent hydrocarbon group, R.sup.1-R.sup.2, having 2 to 10 carbon atoms, the process comprising: subjecting a (7Z)-11-halo-1,1-dialkoxy-7-undecene compound of the following general formula (1-Z): wherein X.sup.1 represents a halogen atom, and R.sup.1 and R.sup.2 are as defined above to a phosphonium salt formation reaction with a phosphine compound of the following general formula (2): wherein Ar is as defined above to form the (4Z)-11,11-dialkoxy-4-undecenyltriarylphosphonium halide compound (3-Z). ##STR00001##

Provided is a method for preparing L-glufosinate from an L-homoserine derivative compound, the method including a step (step a) of preparing a compound of Chemical Formula 2 from a compound of Chemical Formula 1, and a step (step b) of preparing a compound of Chemical Formula 3 from the compound of Chemical Formula 2.

The present invention relates to a process for preparing a (4Z)-11,11-dialkoxy-4-undecenyltriarylphosphonium halide compound of the following general formula (3-Z): wherein Y represents a halogen atom, Ar represents, independently of each other, an aryl group, and R.sup.1 and R.sup.2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, or R.sup.1 and R.sup.2 may form together a divalent hydrocarbon group, R.sup.1-R.sup.2, having 2 to 10 carbon atoms, the process comprising: subjecting a (7Z)-11-halo-1,1-dialkoxy-7-undecene compound of the following general formula (1-Z): wherein X.sup.1 represents a halogen atom, and R.sup.1 and R.sup.2 are as defined above to a phosphonium salt formation reaction with a phosphine compound of the following general formula (2): wherein Ar is as defined above to form the (4Z)-11,11-dialkoxy-4-undecenyltriarylphosphonium halide compound (3-Z).

##STR00001##