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...
Reexamination Certificate
2000-02-07
2002-11-19
Dawson, Robert (Department: 1712)
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...
C524S174000, C524S357000, C524S397000, C524S400000, C524S568000, C428S402000, C428S403000, C428S447000, C428S484100, C428S543000, C252S400300, C252S400310, C252S400610, C252S407000
Reexamination Certificate
active
06482887
ABSTRACT:
The present invention relates to a compound comprising calcium or magnesium acetylacetonate at least partially coated with a compatibilising agent, and to its production.
It also relates to the use of the compound as an additive in formulations based on halogenated polymers.
Calcium acetylacetonate figures among the most common thermal stabilising agents for formulations comprising halogenated polymers, more particularly polyvinyl chloride.
However, while it has been clearly established that halogenated polymer formulations can be effectively stabilised as regards temperature, the use of such stabilised polymers still presents a few problems. It has been shown that the presence of just such a chelate is the cause of defects in the formed polymer. More particularly, it has been noted that the articles obtained can have heterogeneities appearing as dimples, grains or even pits.
These very difficulties are expected with a magnesium acetylacetonate.
One aim of the present invention is thus to propose a solution to the problems of heterogeneities appearing when forming formulations based on halogenated polymer(s) and stabilised by calcium or magnesium acetylacetonate.
It has unexpectedly been discovered that an association of calcium or magnesium acetylacetonate with a particular compound coating at least a portion of said chelate can eliminate the above-mentioned problems with heterogeneities in the polymeric formulation. In this respect, the compound which at least partially coats the chelate can render the calcium or magnesium acetylacetonate compatible with the formulation.
It should be noted that coating can also act to render the calcium or magnesium acetylacetonate water-repellent, reducing or even eliminating the take-up of moisture by these compounds. In this manner, the service properties of the final polymeric formulation, such as weld strength, are improved as a result.
Finally, coating can improve the dispersion of calcium or magnesium acetylacetonate in the formulation comprising the halogenated polymer.
Thus in a first aspect, the present invention is constituted by a compound comprising calcium or magnesium acetylacetonate partially or completely coated with at least one compatibilising agent selected from:
alcohols containing 12 to 30 carbon atoms, which may or may not be saturated;
carboxylic or sulphonic acids containing 12 to 30 carbon atoms, which may or may not be saturated, substituted or not substituted by at least one hydroxyl group, or derivatives thereof;
phosphates or titanates comprising at least one chain containing 12 to 30 carbon atoms, which may or may not be saturated;
&bgr;-diketone compounds with at least one chain containing at least 7 carbon atoms;
waxes;
polyols;
epoxided vegetable oils;
polysiloxane oils or resins, or silanes.
In a second aspect, the invention is constituted by a process for preparing the above additive, in which the calcium or magnesium acetylacetonate is brought into contact with at least one compatibilising agent, optionally in the form of a suspension or a dispersion.
The present invention also concerns the use of such a compound as an additive in formulations comprising at least one halogenated polymer.
Other characteristics and advantages of the present invention will become clear from the following description.
The metallic acetylacetonate used in the present invention corresponds to the following formula: [CH
3
COCHCOCH
3
]
2
M,xH
2
O, where x is in the range 0 to 2, and M represents calcium or magnesium. The present invention is particularly suitable for calcium acetylacetonate.
Calcium acetylacetonate is well known and available, for example, from Rhodia Chemie under the trade name Rhodiastab X7®.
For simplification, the remainder of the disclosure will refer to the acetylacetonate alone, it being understood that this term covers both calcium acetylacetonate and magnesium acetylacetonate.
The scope of the present invention also encompasses the use of a combination of the two acetylacetonates.
The acetylacetonate is generally used in the form of a powder the grain size of which is in the range 3 to 200 &mgr;m.
In accordance with one essential characteristic of the present invention, the acetylacetonate is partially or completely coated with at least one compatibilising agent.
More particularly, this compatibilising agent is selected from:
alcohols containing 12 to 30 carbon atoms, which may or may not be saturated;
carboxylic or sulphonic acids containing 12 to 30 carbon atoms, which may or may not be saturated, substituted or not substituted by at least one hydroxyl group, or derivatives thereof;
phosphates or titanates comprising at least one chain containing 12 to 30 carbon atoms, which may or may not be saturated;
&bgr;-diketone compounds with at least one chain containing at least 7 carbon atoms;
waxes;
polyols;
epoxided vegetable oils;
polysiloxane oils or resins, or silanes.
Regarding the alcohols containing 12 to 30 carbon atoms, saturated or unsaturated aliphatic monoalcohols are particularly suitable. Non limiting examples which can be cited are lauric, myristic, stearic, isostearic, cetyl, behenic, lauroleic, oleic, erucic and linoleic alcohol, used alone or as a mixture.
Compatibilising agents which can be used in the present invention include carboxylic acids containing 12 to 30 carbon atoms, as well as derivatives thereof.
More particularly, the compatibilising agent can be a linear or branched aliphatic carboxylic acid containing 12 to 30 carbon atoms, which may or may not be saturated, optionally comprising one or more hydroxyl groups.
Agents of this type which can be mentioned include stearic, lauric, myristic, palmitic, oleic, ricinoleic and behenic (docosanoic) acid, linoleic acid, linolenic acid, ricinoleic acid, hydroxystearic acid, or any other acid originating from glycerides or triglycerides, natural or otherwise, suitable for carrying out the invention. The acids can be used alone or as a mixture.
Regarding the possible derivatives of these acids, esters of these acids can be cited, in particular esters obtained from monoalcohols containing 1 to 30 carbon atoms, or mono-or polyesters obtained from polyols, such as glycerol derivatives, or alkylene glycols such as propylene glycol.
The carboxylic acid salts cited above constitute a further class of derivatives of these acids. Salts of alkali metals, alkaline-earth metals, aluminium, lanthanum and zinc are particularly suitable. More particularly, sodium, calcium, magnesium, aluminium, lanthanum or zinc salts are used.
A suitable sulphonic acid which can be cited is dodecylbenzene sulphonic acid.
Compatibilising agents which can be used within the context of the present invention include &bgr;-diketones with formula R
1
COCHR
2
COR
3
; where radical R
1
represents a linear or branched, substituted or non substituted C
7
-C
30
hydrocarbon radical, radical R
3
represents a linear or branched, substituted or non substituted C
1
-C
30
hydrocarbon radical, and radical R
2
represents a hydrogen atom or a linear or branched C
1
-C
4
hydrocarbon radical.
More particularly, radical R
1
represents a linear or branched C
7
-C
30
alkyl or alkenyl radical; radical R
3
represents a linear or branched C
1
-C
30
alkyl or alkenyl radical; a C
6
-C
30
aryl radical, substituted or not substituted by at least one alkyl radical and/or a halogen atom and/or a silicon atom; a C
3
-C
14
cycloaliphatic radical and can optionally comprise carbon-carbon double bonds. It should be noted that radicals R
1
and R
3
can be identical or different.
Preferably, radical R
3
represents a linear or branched C
1
-C
18
alkyl radical; a C
6
-C
10
aryl radical, which may or may not be substituted by at least one alkyl radical and/or a halogen atom: or a C
3
-C
14
cycloaliphatic radical and can optionally comprise carbon-carbon double bonds.
Radicals R
1
and R
3
which have just been described can optionally be modified (substituted) by the presence in the aliphatic chain or one or more groups with formula —O—, —CO—O—, —CO—.
Radical R
2
can be either a hyd
Gay Michel
Henrio Françoise
Dawson Robert
Rhodia Chimie
Robertson Jeffrey B.
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