AU612417B2 - Tribasic lead dimethylol propionate and stabilizer composition containing the same for halogen-containing vinyl polymers - Google Patents
Tribasic lead dimethylol propionate and stabilizer composition containing the same for halogen-containing vinyl polymers Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/01—Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
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Description
60'12 4 lA F-7 COMMONWEALTH OF AUSTRALIA PATENTS ACT 1952.69 COMPLETE SP~ECIFIC/NTION
(ORIGINAL)
Int. Class Application Number: Lodged: 24087/88 21st October 1988 Complete Spccif ication Lodged.
Accepted: Publishea: P~riority 'GFlated Art: Name of Applicant:t MEIALLGESELLSCHAFT AKTIENGESELLSCHAFT Ndress of Applicant: 0 iual Inventor- ?4lrass for Service Reuterweg 14, D-6000 Frankfurt/Main, Federal Republic of Germany NORBERT BAUM and GABRIELE BASISTA EDWD. WATERS SONS, 50 QUEEN STREET, MELBOURNE, AUSTRALIA, 3000.
Complete Specifi(cation for the Invention entitled,.
TRIBASIC LEAD DIMEMITYOL PROPIONATE AND STABILIZER CC(VIOSITION CONTAINING THE SANE FOR IJALOGEN-CON m 'INING VINYL POLYMERS The following statement is a full description of this invention, Including the best method of performing It known to ,-U -2- TRIBASIC LEAD DIMETHYLOL PROPIONATE AND STABILIZER COMPOSITION CONTAINING THE SAME FOR HALOGEN-CONTAINING VINYL POLYMERS Description This invention relates to tribasic lead dimethylol propionate and to a stabilizer composition containing the same for halogen-containing vinyl polymers.
It has been known for a long time that hologencontaining vinyl polymers can be stabilized with basic lead salts of organic or inorganic acids and with mixtures of such salts. It is also known to incorporate additional auxiliary stabilizers, lubricants, fillers and additives as well as antioxidants in the compositions.
Of the basic lead salts, dibasic lead phthalate, S* 15 dibasic lead phosphite, basic lead carbonate, basic lead silicate and tribasic lead sulfate, for instance, may be mentioned. Whereas such basic lead salts can be used as I. stabilizers to great advantage, they still hive some j *0 disadvantages. In some cases said products are too reactive because they will react with organic dyestuffs or with plasticizers and this may result in a discoloration and in a j partial saponification of the plasticizers under certain 0 conditions. As the resistance of some of these basic lead-containing stabilizers to moisture is inadequate under certain conditions, electrical insulating properties of such lead-containing molded compositions will decline strongly under a prolonged influence of water.
It is also known that whito lead and tetrabasic lead fumarate are basic lead comp>ciafds which have proved to 30 be most effective for the 1t,.bilization of halogencontaining vinyl polymer comp ,itions, particularly if they are highly plasticized.
Basic lead salts of organic and inorganic acids are produced, as a rule, by a wet ch-mical method in which the acid concerned is reacted with lead oxide in a quantity which corresponds to the stoichiometry of the compound to be produced, preferably in the presence of a catalyst, such as
A
u -3formic or acetic acid or alcohol, or in that lead oxide is reacted in molten fatty acid.
Dimethylolpropionic acid is a trifunctional compound which has a neopentyl with two primary hydroxyl groups ard a tertiary carboxyl group in the molecule and in addition to its triunctionality has a certain steric hindrance.
IT has now been found that dimethylolpropionic acid forms with lead oxide a highly new compound, which is highly stable and consists of a tribasic lead salt. For this reason the invention relates to a new lead salt of the formula: SCH2 -OH 2 3Pbo x Pb CH C-COO The new lead salt contains 73.3% lead and has a theoretical lead content of 72.5%. The ignition loss (in 2 hours at 500°C) amounts to 25.7%. The new salt has a density of 4.5 g/cm 3 The surface morphology of the new tribasic lead dimethylol propionate has been determined with a scanning electron microscope. This has revealed that the tribasic lead dimethylol propionate is composed of very fine, rodlike elements which are about 0.2 to 0.5 pm in diameter and have lengths of about 0.5 to 10 pm. That fineness ensures that the compound can readily be dispersed in PVC.
It has also been found that tribasic lead dimethylol propionate can be used with excellent results as a stabilizer for halogen-containing vinyl polymers. For instance, the stabilizing activity (thermal stability) of tribasic lead dimethylol propionate in a standard composition SKP:EK(15:12) __~1II _il -4containing 1 to 5 parts by weight stabilizer per 100 parts by weight halogen-containing vinyl polymer is nigher by about 20% than where tribasic lead sulfate is used. For this reason the invention relates to a stabilizer composition for halogen-containing vinyl polymers, on the basis of basic lead salts, which optionally contains conventional other stabilizers, additives and which is characterized in that it contains tribasic lead dimethylol propionate and an antioxidant. It has also been found that the coexistence of an antioxidant in the composition is essential for the full activity of the tribasic lead dimethylol propionate. Particularly suitable antioxidants are those selected from the group consisting of bisphenol A, I* o* alpha-phenylindole, and condensation product of 3-methyl-6- 15 tert.butylphenol and crotonaldehyde; in a preferred condensation product the components are mixed in a molar 64** ratio of 3:1.
It has also been found that the use of the tribasic lead dimethylol propionate together or in a mixture with conventional basic lead salts used as a lead stabilizer will result in a synergistic effect so that the long-term stability will be increased.
Neutral or basic lead salts which are usually employed to stabilize halogen-containing vinyl polymers are, neutral or mono- to dibasic lead stearate, white lead, tri- to tetrabasic lead sulfate, 2-basic lead phthalate, 4-basic lead fumarate.
The components of the stabilizer composition are sually employed in the following proportions: 30 5 to 99.5 by weight tribasic lead dimethylol propionate 0 to 87 by weight conventional basic lead salt to 8 by weight antioxidant 0 to 45 by weight conventional additives and fillers The stabilizer composition is used in a quantity of 1 to 10% by weight of the plasticized halogen-containing vinyl polymer.
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Conventional additives and fill(ts contained in the stabilizer composition are, lubricants, plasticizers, auxiliary stabilizers, pigments, dyestuffs. Preferred plasticizers are di-2-ethylhexyl phthalate, di-isodecyl phthalate, di-2-ethylhexyl adipate, di-n-octyl sebacate, tri-n-Co,_o-alkyl trimellitate, di-n-C 10_ -alkyl phthalate.
The most frequently used vinyl halide polymer is a vinyl chloride homopolymer, polyvinylchloride. But the invention is not restricted to the use of the stabilizer composition in polyvinylchloride. Other halogen-containing polymers which can be used in accordance with the inven'on include chlorinated polyethylene, chlorinated polyvinylchloride and vinyl halide polymers. The latter consist of polymers which are obtained by the polymerization of copolymerization of vinyl monomers with or without other comonomers, such as ethylone, vinyl acetate, vinyl ether, vinylidene chloride, methacrylates, acrylates, styrene etc.
Other vinyl halide polymers are, vinylidene chloride polymers and copolymers of vinyl chloride and vinyl ester, vinyl chloride and vinyl ether, vinyl chloride and vinylidene chloride, vinyl chloride and propylene and also chlorinated polyethylene.
The stabilizer composition in accordance with the invention is used paLticularly in cable compositions. Such 25 cable compositions are usually composed of: PVC 58.0% Plasticizer 24.0% Filler 14.5% Stabilizer 2.3% Lubricant 0.7% Pigment The advantages afforded by the stabilizer composition of the invention are seen in its improved long-term stabilizing activity, particularly when a high thermal stability is required and the PVC mixture is required to have a high stabilizer content.
Ca
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*5 0 C S T- I i--i_ 0* 00 *r S 0000 0 6000 96 0 As regards their electrical properties, namely, their surface, volume and insulation resistance, the cable compositions which are stabilized with tribasic lead dimethol propionate are comparable to cable compositions which are stabilized with conventional lead salts.
The invention will be explained more in detail and by way of example wiht reference to the following examples: 1 to 5 parts by weight of the following basic lead salts: tribasic lead sulfate, hemibasic lead carbonate, dibasic lead phthalate, tetrabasic lead fumarate, tribasic lead dimethylol propionate were admixed to a cable compositon mix composed of 100 parts by weight suspension PVC, K value 15 50 parts by weight di-2-ethylhexyl phthalate part by weight n-paraffin 0.5 part by weight wax ester 0.3 part by weight bisphenol A The mixes were homogenized and were rolled at 1700C on a roll mill for 10 minutes to form sheets having a thickness of 0.5 mm. The HCl value was determined in accordance with VDE 0271. For that purpose, sample strips having dimensions of 20 mm x 3 me were taken from the sheets. 50 mg of each sample strip were placed into a glass tube (length 115 mm, diameter 5 mm, wall thickness 0.5 mm).
Thereafter, universal indicator paper was placed into the glass tubes, which were then introduced into a metal block thermostate, which was maintained at 200 0 C. The time was measured until the indicator paper exhibited a color change 30 to reddish.
The experiments numbered 1 to 20 are reported in Table 1, from which it is apparent that tribasic lead dimethylol propionate has a higher stabilizing activity than the conventional basic lead stabilizers which have been preferred in cable compositions of soft PVC.
As in accordance with Table 1, the HCl value (for compositions containing 2.5 parts by weight lead stabilizers 0@*000 9 00 0 0S T- -7per 100 parts by weight suspension PVC) was determined after experiments 6 to 10 to amount to: 74 minutes for stabilizers containing the tribasic lead sulfate, 69 minutes for stbilizers containing hemibasic lead carbonate, 67 minutes to compositions containing dibasic lead phthalate, 79 \nutes to compositions containing tetrabasic lead fumarate.
In comparison, the PVC which in accordance with the invention has been stabilized with tribasic lead dimethylol propionate has an HC1 value of 92 minutes, A second test series was conducted to investigate 15 the synergistic effect of the tribasic lead dimethylol propionate in a mixture with cnventional basic lead salts.
The same mixture for cable compositions composed of 100 parts by weight suspension PVC, K value 20 70 parts by weight di-2-ethylhexyl phthalate part by weight n-paraffin part by weight was ester 0.3 part by weight bisphenol A as in Experiments 1 Co 20 was employed.
25 1.25 and 2.5 parts by weight, respectively tribasic lead dimethylot propionate together with 1.25 and 2.5 parts by weight. respectively, of the following basic a lead salts: tribasic lead sulfate, hemibasic lead carbonate, dibasic 30 lead phthalate, tetrabasic lead furmarate, were admixed to respective samples of said mix.
The mixtures were processed further in the manner that has been described for the experiments numbered 1 to and the HCl values were at 200 0 C determined in accordance with VDE 0271.
The experiments numbered 21 to 28 are reported in -8- Table 2, from which it is apparent that when the tribasic lead dimethylol propionate is mixed in a weight ratio of 1:1 with conventional basic lead salts, the mixtures used in an amount of 2.5 and 5 parts by weight per 100 parts by weight of suspension-polymerized polyvinylchloride have a higher stabilizing activity than the individual components used in Experiments 6 to 10 (Table la). For instance, the use of the hemibasic lead carbonate in an amount of 2.5 parts by weight per 100 parts by weight suspension PVC resulted in an HCl value of 69 minutes (Experiment 7) and in an amount of parts by weight per 100 parts by weight suspension PVC resulted in an HCl value of 92 minutes (Experiment 10). The use of a mixture in accordance with the invention, consisting of 1.25 parts by weight hemibasic lead carbonate 15 and 1.25 parts by weight tribasic lead dimethylol propionate per 100 parts by weight suspension PVC resulted in a higher HCl value of 99 minutes (Experiment 22) than the use of the o single components.
In a fus:her series of experiments the stabilizing 20 activity of the tribasic lead dimethylol propionate was investigated in comparison with conventional basic lead salts. A difference from Experiments 1 to 20 resided in that di-isodecyl phthalate was used as a plasticizer.
2.5 and 5.0 parts by weight, respectively, of the 25 following basic lead salts: tribasic lead sulfate, hemibasic lead carbonate, dibasic lead phthalate, tetrabasic lead fumarate, tribasic lead dimethylol propionate Swere admixed to a cable composition mix composed of r 30 100 parts by weight suspension PVC, K value parts by weight di-isodecyl phthalate parts by weight n-paraffin part by weight wax ester 0.3 p' t by weight bisphenol A In the manner described for the experiments -9- Numbered 1 to 20, the mixture were processed further and the HC1 values at 200 0 C were determined in accordance with VDE 0271.
Experiments 29 to 38 reported in Table 3, from which it is apparent that the tribasic lead dimethylol propionate has a higher stabilizing activity than the conventional basic lead stabilizers which are preferred for cable compositons comprising soft PVC.
The tribasic lead dimethylol propionate was also investigated in cable composition mixes having a high thermal stability, such as the insulating mix of Type "Y18" in accordance with Part 4 of VDE 0207, or the sheath mix "YM4" in accordance with Part 5 of VDE 0207, having a highest permissible temperature of 90°C on the conductor.
15 10, 12 and 13 parts by weight, respectively, dibasic lead phthalate, 8 and 10 parts by weight, respectively, tetrabasic lead fumarate and 7, 8 and parts by weight, respectively tribasic lead dimethylol prophonate, were admixed to respective samples of a cable 20 composition mix composed of 100 parts by weight suspension PVC, K value parts by weight tri-n-CO_10-alkyl trimellitate part by weight n-paraffin 1.0 part by eight wax ester 0.25 part by weight bisphenol A In the manner described for the experiments Numbered 1 to 20, the mixtures were processed further nd the HC1 values at 200 0 C were determined in accordance with VDE 0271.
Test strips measuring 5 cm x 3 cm were then made from the sheets and on a grey cotton cloth were stored in a recirculating-air dryer (Type UT 5042 E Heraeus) at 140 0
C
for 14 days. The remaining stability of the stored strips was at 200°C determined in accordance with VDE 0271.
The experiments numbered 39 to 46 are reported in Table 4, from which it is apparent that the tribasic lead dimethylol propionate results in a higher remaining stability than the lead salts which are conventional in that field.
In accordance with Table 4 the use of dibasic lead phthalate in an amount of 10 parts by weight per 100 rarts by weight suspension PVC resulted after a storage for 14 days in an HCl value of 75 minutes (Experiment 39) and the use of tetrabasic lead fumarate in an amount of 10 parts by weight per 100 parts by weight suspension PVC resulted after a storage for 14 days in an HC1 value of 171 minutes (Experiment 43). In comparison, the use of tribasic lead dimethylol propionate in accordance with the invention resulted in a higher HCl value of 240 after a sto _e for 14 days (Experiment 46). The corresponding non-stored test 15 strip also shows that the tribasic lead dimethylol propionate resulting in an HC1 value of 570 is an excellent e heat stabilizer in comparison with dibasic lead phthalate resulting in an HCl value of 355 and with tetrabasic lead fumarate resulting in an HC1 value of 432 minutes.
20 A minimum remaining stability of 120 minutes is specified in VDE 0207 for a "Y18" or "YM4" mix. From Experiments 40, 42 and 44 reported in Table 4 it is apparent that that remaining stability is obtained under the stated conditions with 12 parts by weight dibasic lead phthalate 25 per 100 parts by weight suspension PVC or with 8 parts by weight tetrabasic lead fumarate per 100 parts by weight suspension PVC or with 7 parts by weight tribasic lead dimethylol propionate per 100 parts by weight suspension
PVC.
30 It is apparent that owing to its higher stabilizing Sactivity the tribasic lead dimethylol propionate in accordance with the invention has the considerable advantage that it will result in a given remaining stability when it is used in a much lower proportion than the conventional lead salts.
The volume resistivity obtained with the mixtures II -11made in the experiments numbered 39 to 46 was determined in accordance with DIN 53 482, VDE 0303. For that purpose 7 pieces having a thickness of 0.5 mm and a total weight of g were taken from each sheet and welded together at 170°C to form plates having a thickness of 2mm. Circular test specimens havii3 a surface area of 50 cm were then made from said plates and were provided with an adhesive layer consisting of a silver-containing conductive adhesive. The specific volume resistivity was then measured at a temperature of 23°C and a relative humidity of 56%.
It is apparent from Table 4 and from the experiments number 39, 43 and 46 that when used in an amount of 10 parts by weight per 100 parts by weight suspension PVC the tribasic lead dimethylol propionate is comparable to the 15 conventional lead salts ais regards the electrical properties which are obtained. For Instance, the test specimens have a volume resistivity of x 1012 ohm cm when stabilized with dibasic lead phthalate, 2,8 x 10 1 ohm cm when stabilized with tetrabasic lead fumarate, and of 2.7 x 1012 ohm cm when 20 stabilized with tribasic lead dimethylol propionate.
The electrical properties obtained by the use of tribasic lead dimethylol propionate in a filler-containing cable composition were also investigated.
2.5 and 5.0 parts by weight, respectively, of Ithe S following basic lead salts: tribasic lead sulfate, hemibasic lead carbonate, dibasic lead phthalate, tetrabasic lead fumarate, tribasic lead dimethylol propionate were admixed to a cable composition mix composed of 30 100 parts by weight suspension PVC, K value parts by weight di-2-ethylhexyl phthalate 50 parts by weight calcium caronate part by weight n-paraffin part by weight wax ester 0.3 part by weight bisphenol A low -12- The mixes were processed further in the manner described for the experiments numbered 39 to 46, and the volume resistivity was measured in accordance with DIN 53 482, VDE 0203, at a temperature of 23 0 C and a relative humidity of 64%.
The experiments numbered 47 to 56 are reported in Table 5, from which it is apparent that test specimens stabilized with tribasic lead dimethylol propionate are comparable in their electrical properties with test specimens stabilized with conventional lead salts.
Example illustrating the production of trihasic lead dimethylol propionate 1200 prams water are fed into a heatable cylindrical reaction vessel, which has a cubic capacity of 2 15 liter.s and is equipped with s propeller mixer. 49.7 grams 0.37 moles) dimethylol propionic acid were then charged into the vessel with stirring at room temperature.
The mixture is then heated to 80CC. When that temperature has been reached, formic acid in an amount between 0.1 *i 20 and 1.1 grams, depending on the reactivity of the lead monoxide, is added to the acid solution. 165.2 grams lead monoxide, 0.74 mole) are then stirred into the mixture within 30 minutes. After the addition of lead mrnoxide, the mixture is viscous and has a light yellow colour. The 25 mixture is subsequently stirred at a temperature of 80 0 C for four hours. Thereafter the suspension is slightly viscous and white in color. The suspension is subsequently dried at 105 0 C for 48 hours. The dried lead salt is subsequently ground in a multimix apparatus. The resulting white-colored 30 tribasic lead dimethylol propionate was found to contain 73.3% lead and to have a residual humidity of The new lead salt has a density of 4.5 g/cm.
The surface morphology of the tribasic lead dimethylol propionate is apparent from the accompanying SEM micrographs.
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U 13 Table la Stabilization of Soft PVC Compositions with Basic Lead Salts (Expements I to ExperiutNo. 1 2 3 4 5 6 7 8 9 Suspension PVC, K value Di-2-ethylbexyl phthalate n-paraffin E wax (wax ester) Bisphenol A Trisbasic lead sulfate Hemibasic lead carbonate (white lead) I0basic lead phthalate TetrabasIc lead fumarate Tribasic lead diethylo propic' te HCi value, mi (VDE 0271) 1 27 25 28 26 34 74 69 67 79 92 I
B
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4
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S
S S S S 14 Table lb Stabilizatiory of Soft PVC Compositions with Basic Lead Salts (Experiments 1 1 to Experiment No. 11 12 13 11 15 16 17 18 19 Suspension PVC, K value, DI-2-etbylhexyl phthalate n-pareffin E wax (wax ester) Bisphenof. A Trisbasic lead sulfate Hemibaslc lead carbonate (white lea!) Dibasic lead phthalate Tetrabaslc lead tumarate Thibaslc lead dimethylol propl Gnato HI-E value, mi~n CYDE 0271) 3.8 3.8 123 130 137 154 152 177 249 165 227 253 a 9*a a..
a a a a a a a a a a a a a a a a a a Table 2 Synergistic Effect of Tribasic Lead Dimethylol propionate When Used With Conventional Lead Stab!ilizers to Stabilize Soft PVC Compc .lons (Expe'lznenfs,21 to 28) Exjperiment No. 21 22 23 24 25 26 27 28 Suspension PVC, K value 70 DI-2-ethylhexyl phthalate ,N-parafffn E wax (wax ester) Bisphenol A Trisbasic lead sulfate Hemlbasic lead carbonate (white lead) Dibasic lead phthalate Tetrabasic lead furnarate Tribastc lead dimethylol propfonate HC1 value, min MVE 0271) 100 100 100 100 50 50 50 50 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.3 0.3 0.3 0.3 1.25 1.2-5 1.25 1.25 1.25 1.25 1.25 1.25 93 99 102 98 100 0.3 1.25 1.25 1.25 1.25 263 340 254 313 9 a..
C
efte 4 6~S I 4 9 S S p p a p p p p a a p spa 9 4 C p p 4b** S 1 4 16 with Basic Lead Stabilizers Table 3 Stabilization of Soft PVC Compositions (Experiments 29 to 38) Experiment No. 29 30 31 32 33 34 35 36 37 38 Suspension P"C, K value DI-2-ethylhexyl phtha late n-paraffin E wax (wax ester) Bisphenol A Tr-isbasic lead sulfate Hemibasic lead carbonate (white lead) bibasic leaid phthalate Tetrabasic lead fumarate Tribasic tead dimethylol propionate HC1 vahu, mini MVE 0271) 2.5 74 -63 61 69 94 134 179 15S 198 233 hhm
S
S
0
S
S S :5 0. S S 17 Table 4 Stabilization of Soft PVC Compositions with Basic Lead Salts (Experiments 39 to 46) Experiment No. 39 40 41 42 43 44 45 46 Suspension PVC, K value Ti-i-n-C 8-0- alkyl trirnellitat n-paraffin E wax (wax ester) Bisphenol A Dibasic lead phthalato Tatrabasic lead fumnarate TrIsbasic, lead dirnethylol proplonate HCT alueat 0CVD021mi HCI value at 200C (YDE 0271) afte storage at 14CPG for 14 days min Volume resistivity at 23 0 C (DIN 53482), VDE 0303), 101 ohm cm 100 50 0.5 1.0 0.25 10 100 50 0.5 1.0 0.25 12 100 50 0.5 1.0 0.25 100 50 0.5 1.0 0.25 100 50 0O,5 1.0 0.25 100 930 0.5 1.0 0.25 100 50 0.5 1.0 0.25 100 0, 2r 7 810 355 397 418 368 432 405 465 570 75 120 143 123 171 122 166 240 1.8 2.4 2.5 2.7 2.8 2.5 2.6 2.7
NIL-
-18- Table 5 Electrical Properties of Soft PVC, Compositions Containing Basic Lead Salts (Experiments 47 to 56) Experiment No. 47 48 49 50 51 52 53 54 55 56 Suspension PVC, K value 100 100 100 100 100 100 100 100 100 100 01-2-ethyl hexy I phthalate, 50 50 50 50 50 50 50 50 50 Calcium carbonate 50 50 50 50 50 50 50 50 50 n-paraffin 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 E wax 0.5 0.5 0.5 0.5 0.5 0.5 0'.5 0.5 0.5 Bisphenol A 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0,3 0.3 0.3 Trisbasic lead sulfate 2.5 Hembasic lead carbonate (white lead) 2.5 Dibasic lead phthalate 2.5 Tetrabasic lead fumarate 2.5 Tribasic, lead methylol p-opionate 2.5 Volume resistivity at 23 0 C (DIN 53482), VDE 0303), 10 12ohm cm 2.8 1.8 1.8 2.5 2.6 2.6 2.5 3.5 4.0 3.9
Claims (6)
1. A tribasic lead di-[2-2-bis(hydroxymethyl)- propionate] (tribasic lead dimethylol propionate) of the formula 3PbO x Pb[CH 3 -C(CH OH) COO] 2
2. A stabilizer composition for halogen-containing vinyl polymers, particularly for plasticized halogen- containing vinyl polymers, on the basis of basic lead salts, which optionally contains conventional other stabilizers, additives and fillers, characterized in that it contains tribasic lead dimethylol propionate of the formula 3PbO x Pb[CH 3 -C(CH 2 OH) 2 COO] 2 and an antioxidant.
3. A stabilizer composition according to claim 2, characterized in that it contains an anti-oxidant selected from the group bisphenol A, alphaphenylindole and condensation product of 3-methyl-6-tert.butylphenol and crotonaldehyde.
4. A stabilizer composition according to claims 2 and 3, characterized in that it contains 5 to 99.5% by weight tribasic lead dimethylol propionate, 0 to 87% by weight lead stabilizers selected from the group consiting of neutral or S. basic lead stearate, white lead, tribasic or tetrabasic lead sulfate, dibasic lead phosphite, dibasic lead sulfite, dibasic lead phthalate and tetrabasic lead fumarate, and to 8% by weight antioxidants.
A plasticized halogen-containing vinyl polymer composition, characterized in that it contains 1 to percent by weight of a stabilizer composition, said stabilizer composition containing tribasic lead dimethylol propionate of the formula 3PbO x Pb[CH,-C(CH 2 OH) CO01 2 and an antioxidant. (I7
6. A halogen,-containing vinyl polymer composition, characterized in that it is stabilized with a stabilizer composition according to any of claims 2 to 4. DATED this 18th day of April, 1991 METALLGESELLSC{AFT AKTIENGESELLSCHAFT WATERMARK PATENT TRADEMARK ATTORNEYS 2nd Floor "The Atrium" 290 Burwood Road Hawthorn Victo-oria 3122 AUSTRALIA 0 SKPiEK( 15:12)
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3735863 | 1987-10-23 | ||
| DE19873735863 DE3735863A1 (en) | 1987-10-23 | 1987-10-23 | 3-BASED BLEEDIMETHYLOLPROPIONATE AND THIS STABILIZER COMPOSITION INCLUDING HALOGENIC VINYL POLYMERISES |
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| AU2408788A AU2408788A (en) | 1989-04-27 |
| AU612417B2 true AU612417B2 (en) | 1991-07-11 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE4006883A1 (en) * | 1990-03-05 | 1991-09-12 | Henkel Kgaa | METAL SALTS OF 2,2-DIMETHYLOL PROPIONIC ACID, STABILIZERS CONTAINING THEM AND THEIR USE IN THERMOPLASTIC PLASTICS |
| DE4106404C2 (en) * | 1991-02-28 | 1995-05-18 | Baerlocher Gmbh | Calcium aluminum hydroxide dicarboxylates, process for their preparation and their use |
| DE102009045701A1 (en) | 2009-10-14 | 2011-04-21 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilizer combinations for halogen-containing polymers |
| DE102010011191A1 (en) | 2010-03-11 | 2011-09-15 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilizer mixtures for halogenated plastics by underwater granulation |
| DE102020205100A1 (en) | 2020-04-22 | 2021-10-28 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | ADDITIVE COMPOSITION AND THEIR USE, CONDENSATION POLYMER COMPOSITION, MOLDING COMPOSITION AND MOLDING COMPOSITION AND MOLDED PARTS PRODUCED THEREOF AND THEIR USE |
| DE102020205101A1 (en) | 2020-04-22 | 2021-10-28 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | Use of inorganic sulfites and / or thiosulfates for stabilizing thermoplastic condensation polymers, stabilized molding compounds and molding compounds and molded parts produced therefrom |
| DE102021202103A1 (en) | 2021-03-04 | 2022-09-08 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | Use of a stabilizer composition for stabilizing halogen-free thermoplastic recyclates, a stabilizer composition, a masterbatch or concentrate, a stabilized plastic composition, here a method for stabilizing halogen-free thermoplastic recyclates and use of compositions |
| DE102022206466A1 (en) | 2022-06-27 | 2023-12-28 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | Use of a stabilizer composition for stabilizing halogen-free thermoplastic virgin plastics, stabilizer composition, a masterbatch or concentrate, a stabilized plastic composition, method for stabilizing halogen-free thermoplastic virgin plastics and use of the composition |
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| GB1359296A (en) * | 1970-08-29 | 1974-07-10 | Interstab Ltd | Stabilisers for polymers containing vinyl chloride |
| AT301884B (en) * | 1970-12-07 | 1972-09-25 | Bleiberger Bergwerks Union Ag | Stabilization of vinyl chloride resin compositions |
-
1987
- 1987-10-23 DE DE19873735863 patent/DE3735863A1/en not_active Withdrawn
-
1988
- 1988-08-11 EP EP88201716A patent/EP0313113A1/en not_active Withdrawn
- 1988-10-21 AU AU24087/88A patent/AU612417B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2408788A (en) | 1989-04-27 |
| EP0313113A1 (en) | 1989-04-26 |
| DE3735863A1 (en) | 1989-05-03 |
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