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GB1279446A - Halogenated methylene compounds and their preparation - Google Patents

Halogenated methylene compounds and their preparation

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Publication number
GB1279446A
GB1279446A GB47255/69A GB4725569A GB1279446A GB 1279446 A GB1279446 A GB 1279446A GB 47255/69 A GB47255/69 A GB 47255/69A GB 4725569 A GB4725569 A GB 4725569A GB 1279446 A GB1279446 A GB 1279446A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
coor
groups
group
bromine
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB47255/69A
Inventor
Denzel Allan Nicholson
Robert Earl Wann
Ted Joe Logan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble 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.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of GB1279446A publication Critical patent/GB1279446A/en
Expired legal-status Critical Current

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    • C10M137/12—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having a phosphorus-to-carbon bond
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
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  • Health & Medical Sciences (AREA)
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Abstract

1279446 Halogenated methylene compounds PROCTER & GAMBLE CO 25 Sept 1969 [26 Sept 1968 25 Oct 1968] 47255/69 Headings C2C and C2P [Also in Division C5] Compounds of the general formula Y<SP>1</SP>.CX 2 .Y<SP>1</SP> in which one atom X is hydrogen, chlorine, bromine or iodine and the other atom X is chlorine, bromine or iodine, and each group Y<SP>1</SP> is -PO 3 R1 2 or -COOR<SP>1</SP>, where R<SP>1</SP> is an alkyl, aryl, aralkyl, alkaryl, haloalkyl, haloaryl, haloaralkyl, haloalkaryl, alkenyl, haloalkenyl or nitroaryl group; provided that when both groups Y<SP>1</SP> are -PO 3 R<SP>1</SP> 2 , R<SP>1</SP> has 7-22 carbon atoms, when both groups Y<SP>1</SP> are -COOR<SP>1</SP>, R<SP>1</SP> has 4-22 carbon atoms, and when one group Y<SP>1</SP> is -PO 3 R<SP>1</SP> 2 and the other group Y<SP>1</SP> is -COOR<SP>1</SP>, R<SP>1</SP> has 7-22 carbon atoms; are prepared by reacting a compound Y<SP>1</SP>.CH 2 .Y<SP>1</SP> with a hypohalite ion OX- where X is chlorine, bromine or iodine, the molar ratio of OX-/Y<SP>1</SP>.CH 2 .Y<SP>1</SP> being from 0À75 : 1 to 6 : 1, in a two-phase reaction mixture comprising (A) an aqueous solution containing substantially no electrolyte other than hypohalite ions and the products, such as alkali metal and halogen ions, arising from generation of the hypohalite, and from 1 to 50% by weight of a water-miscible organic solvent, and (B) the methylene compound and optionally a water-immiscible organic solvent, the reaction temperature being 0-75‹ C., the pH of phase (A) being greater than 7 and the reaction time being from 1 minute to 2 hours. The invention also comprises compounds of the formula Y.CX 2 .Y, where Y has the same meaning as Y<SP>1</SP> except that when both groups Y are -PO 3 R<SP>1</SP> 2 , R<SP>1</SP> has 9-22 carbon atoms, and when both groups Y are -COOR<SP>1</SP>, R<SP>1</SP> has 5-22 carbon atoms, which are used as extreme pressure additives for lubricants (see Division C5).
GB47255/69A 1968-09-26 1969-09-25 Halogenated methylene compounds and their preparation Expired GB1279446A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US76296668A 1968-09-26 1968-09-26
US77086068A 1968-10-25 1968-10-25

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DE (1) DE1948475A1 (en)
FR (1) FR2018952A1 (en)
GB (1) GB1279446A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK324778A (en) * 1977-08-26 1979-02-27 Du Pont HERBICIDE PHOSPHONATES
DE4420263A1 (en) * 1994-06-10 1995-12-14 Huels Chemische Werke Ag 2,2-di:chloro:malonic di:ester prepn. from readily available cpds.
DE19509377A1 (en) * 1995-03-15 1996-09-19 Huels Chemische Werke Ag Process for the preparation of 2-aryl-2-chloromonic acid diesters

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DE1948475A1 (en) 1970-05-27

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Legal Events

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PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees