Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Patent
1993-06-02
1995-09-05
Schofer, Joseph L.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
423584, 525369, 5253266, C08K 300, C08F 812
Patent
active
054479797
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to organophosphonic polymers containing hydroxyl groups and to a process for the manufacture of such polymers.
It is also relates to the use of the said polymers for stabilising hydrogen peroxide solutions against decomposition to oxygen and water.
TECHNOLOGY REVIEW
Organophosphonic polymers where the phosphonic groups are carried by an unsubstituted alkyl or aryl-alkyl chain have been known for a long time (M. Anbar, G. A. St. John and A. C. Scott "Organic Polymeric Polyphosphonates as Potential Preventive Agents of Dental Caries : In Vitro Experiments", Journal of Dental Research, 1974, 53(4), pages 867 to 878, * pages 869 and 870 *.
Luxembourgian Patent No. 62,270 in the name of Solvay & Cie describes an organic polymer consisting of an alkyl chain substituted by hydroxyl groups and carboxylic groups, which has the property of sequestering metal ions.
However, none of these polymers is capable of efficiently stabilising a concentrated hydrogen peroxide solution against decomposition to oxygen and water when it is brought into contact with metal ions.
SUMMARY OF THE INVENTION
The invention overcomes this disadvantage of the known products by providing a new product capable of stabilising, efficiently and for long periods, concentrated hydrogen peroxide solution against the decomposition induced by contamination with metal ions.
DETAILED DESCRIPTION OF THE INVENTION
To this end, the invention relates to organophosphonic polymers which correspond to the following general formula: ##STR2## in which Y is a methyl or ethyl group or a hydrogen atom and Z denotes a hydrogen atom, the ammonium group or an alkali metal or alkaline-earth metal atom.
Among the polymers according to the invention the products in which Y denotes a methyl group or a hydrogen atom and where Z denotes an alkali metal atom or the ammonium group are especially worthy of interest, in particular alkali metal poly-.alpha.-(hydroxyvinylphosphonates).
The invention also relates to a process for the manufacture of the said polymers, according to which the following three consecutive stages are carried out:
synthesis of a monomer by reaction of a ketene with diethyl phosphite in the presence of an acidic catalyst;
polymerisation of the monomer obtained in the first stage, in solution in a solvent in the presence of a free-radical initiator;
hydrolysis of the polymer obtained by means of a concentrated solution of inorganic acid or of inorganic base.
In the first stage of the process according to the invention, ketene is intended to denote a compound of heterocumulene structure Y--CH.dbd.C.dbd.O in which Y denotes a hydrogen atom, the methyl group or the ethyl group. The derivative in which Y denotes a hydrogen atom, properly known as ketene, is particularly suited.
Diethyl phosphite is an ester of phosphorous acid which corresponds to the following structural formula: HO--P(OC.sub.2 H.sub.5).sub.2.
The monomer obtained in the first stage of the process according to the invention is a diethyl 1-acetoxyalkenylphosphonate which corresponds to the formula:
The catalyst employed in the first stage belongs to the category of acidic catalysts. Any proton-donating inorganic acid or the Lewis acids which are well known in themselves, such as, for example, sulphuric acid, aluminium trichloride, boron trifluoride and antimony trifluoride, may be employed. The coordination complexes which Lewis acids form with ethers are themselves also well suited for catalysing the monomer synthesis reaction. The complexes of Lewis acids with diethyl ether are particularly suitable and, in particular, the boron trifluoride etherate of formula:
The first stage is carried out in liquid phase by introducing ketene into diethyl phosphite containing the dissolved catalyst. The presence of an inert solvent represents an advantageous alternative form. An inert solvent means any solvent which does not interfere with the reactants employed nor with the catalyst. Examples of such solvents are aliphatic and aromatic hydr
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Coisne Jean-Marc
Tinnemans Aloysius
Van Hemelrijk Dirck
Interox (Societe Anonyme)
Sarofin N.
Schofer Joseph L.
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