WO1996002466A1 - Lattice layer compounds and halogenated polymer mass stabilisers containing the same - Google Patents
Lattice layer compounds and halogenated polymer mass stabilisers containing the same Download PDFInfo
- Publication number
- WO1996002466A1 WO1996002466A1 PCT/EP1995/002716 EP9502716W WO9602466A1 WO 1996002466 A1 WO1996002466 A1 WO 1996002466A1 EP 9502716 W EP9502716 W EP 9502716W WO 9602466 A1 WO9602466 A1 WO 9602466A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compounds
- hydroxides
- hydrogen
- phosphite
- acid
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G49/00—Compounds of iron
- C01G49/009—Compounds containing, besides iron, two or more other elements, with the exception of oxygen or hydrogen
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B13/00—Oxygen; Ozone; Oxides or hydroxides in general
- C01B13/14—Methods for preparing oxides or hydroxides in general
- C01B13/36—Methods for preparing oxides or hydroxides in general by precipitation reactions in aqueous solutions
- C01B13/363—Mixtures of oxides or hydroxides by precipitation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F7/00—Compounds of aluminium
- C01F7/78—Compounds containing aluminium and two or more other elements, with the exception of oxygen and hydrogen
- C01F7/784—Layered double hydroxide, e.g. comprising nitrate, sulfate or carbonate ions as intercalating anions
- C01F7/785—Hydrotalcite
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G19/00—Compounds of tin
- C01G19/006—Compounds containing, besides tin, two or more other elements, with the exception of oxygen or hydrogen
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G9/00—Compounds of zinc
- C01G9/006—Compounds containing, besides zinc, two ore more other elements, with the exception of oxygen or hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2002/00—Crystal-structural characteristics
- C01P2002/20—Two-dimensional structures
- C01P2002/22—Two-dimensional structures layered hydroxide-type, e.g. of the hydrotalcite-type
Definitions
- the invention relates to layered lattice compounds of the general formula a Me I, b . 2 .Me III 2 + i (OH) 4 + 2b A- 2 / I1 * mH 2 O (I) wherein
- Me Mg, Ca, Zn and / or Sn 2+ Me 1 " Al and / or Fe 3+
- a n ' is an anion of the valence n or a mixture of anions and the
- the invention further relates to a method for producing the layered grid connections and stabilizers for halogen-containing polymer compositions containing the layered grid connections.
- a halogen-containing thermoplastic polymer e.g. Polyvinyl chloride (PVC) changes into a polyene structure when melt deformation is carried out, hydrochloric acid being eliminated and the polymer discolored.
- PVC Polyvinyl chloride
- metal carboxylates as stabilizers into the polymer mass.
- metal burning which causes the polymer to blacken
- a costabilizer e.g. Polyols (such as pentaerythritol)
- ERSA ⁇ ZBLA ⁇ T add organic phosphorous acid esters (such as triphenyl phosphite), epoxy compounds (such as epoxidized soybean oil).
- ERS ⁇ ZBL ⁇ T for halogen-containing polymers, especially PVC, proposed.
- These substances are inferior to stabilizer mixtures with hydrotalcites in terms of their effect on the heat stability and the transparency of the polymer compositions stabilized thereby.
- the use of such hydrate-containing substances can cause problems during incorporation into halogen-containing polymer compositions by the elimination of the water of crystallization (see M. Meyn "Double hydroxides and hydroxide double salt c - synthesis, properties and anion exchange behavior", dissertation, Kiel 1991.)
- EP- A-0 256 872 is therefore proposed to remedy this disadvantage by adding very finely divided magnesium oxide.
- the documents DE 41 03 916 and DE 41 06 403 disclose basic hydroxy compounds from divalent and trivalent metal ions which are defined as "not of the hydrotalcite type", i.a. for use as PVC stabilizers. These substances are also inferior in their stabilizing action to mixtures with hydrotalcites in terms of heat stability and the transparency of the products stabilized with them. Furthermore, problems of incorporation into halogen-containing polymer compositions can also arise here when using such substances by dqs hydrate water due to the elimination of the water of crystallization.
- the invention has for its object to provide new layered grid compounds and a process for their preparation, which are classified in particular as non-toxic and which are particularly suitable as stabilizers for halogen-containing polymers without having the disadvantages of the known stabilizers mentioned above.
- this object is achieved by layered lattice compounds of the general formula
- a n is a selected anion of valence n or a mixture of anions and the indices are in the range of
- soluble lithium compounds which are used as stabilizers in halogen-containing polymer compositions, increase the water absorption capacity of these resins.
- the insulating effect deteriorates and in pressurized water pipes, the load capacity due to the internal water pressure is reduced.
- Lithium carbonate has no stabilizing effect, but lithium hydroxide has a good stabilizing effect, although the initial color and the color gradient are adversely affected.
- Lilhium oxide shows similar stabilizer properties on halogen-containing polymer compositions such as lithium hydroxide, but here too the hydrophilicity is disadvantageous. Stabilizer mixtures containing lithium oxide are not stable on storage.
- Lithium salts with fatty acids, in particular stearic acid are also known as PVC stabilizers.
- Document DE-A-1 115 460 describes a combination of lithium stearate and glycerol mono- (acetylricinoleate) for use as a PVC stabilizer.
- these stabilizers have no commercial importance.
- a melting reaction of lithium stearate is difficult to do (melting point of lithium stearate: 200 to 215 ° C)
- lithium salts such as e.g. the hydroxide or the chloride are needed, both of which
- REPLACEMENT BLA ⁇ (RULE 26) are comparatively expensive.
- stabilizers such as hydrated lime, magnesium and lithium hydroxide
- the compounds according to the invention do not take up carbon dioxide from the air.
- lithium hydroxide the products according to the invention are sparingly soluble.
- hydrotalcites they have a significantly reduced hydrophilicity, which is reflected in a lower moisture absorption from the air.
- the substances according to the invention give halogen-containing, thermoplastic polymer compositions and the parts produced therefrom a higher heat stability compared to hydrotalcites or hydrocalumites.
- the substances according to the invention prevent discoloration in the production of e.g. Hard PVC extrudates. Both the color gradient and the weathering stability of the test specimens stabilized with the substances according to the invention are better than those test specimens which do not contain the substances according to the invention.
- the transparency of transparent halogen-containing resins is not impaired by the use of the compounds according to the invention.
- the invention further relates to a process for the preparation of the substances according to the invention, in particular layered grid compounds, which is characterized in that lithium hydroxide, oxide and / or its compounds which can be converted into hydroxide, metal (H) hydroxides, oxides and / or their compounds which can be converted into hydroxides of the metals mentioned and aluminum and / or iron (III) hydroxides and / or their compounds which can be converted into hydroxides and acids and / or their salts or mixtures thereof at a pH of 8 to 10 and reacted with one another at temperatures of 20 to 250 ° C. and the solid reaction product obtained is separated off.
- layered grid compounds which is characterized in that lithium hydroxide, oxide and / or its compounds which can be converted into hydroxide, metal (H) hydroxides, oxides and / or their compounds which can be converted into hydroxides of the metals mentioned and aluminum and / or iron (III) hydroxides and / or their compounds which can be converted into hydroxides and acids and / or their
- the reaction product obtained directly from the above-described reaction can be separated from the aqueous reaction medium by known processes, preferably by filtration.
- the separated reaction product is also worked up in a manner known per se, for example by washing the filter cake with water and drying the washed residue at temperatures of, for example, 60 to 150 ° C., preferably 90 to 120 ° C.
- both finely divided, active metal (III) hydroxide in combination with sodium hydroxide and NaAlO 2 can be used for the reaction.
- Lithium or one of the metal (II) compounds mentioned can be used in the form of finely divided lithium oxide or hydroxide or mixtures thereof or of finely divided metal (II) oxide or hydroxide or mixtures thereof.
- the corresponding acid anions can be used in differently concentrated form, for example directly as an acid or as a salt.
- reaction temperatures are preferably between about 20 to 250 ° C, more particularly between about 60 and 180 ° C. No catalysts or accelerators are required.
- the water of crystallization can be removed in whole or in part by thermal treatment.
- the dried layered lattice compounds according to the invention split off no water or another gas at the processing temperatures of 160 to 200 ° C. customary for rigid PVC, so that no disruptive blistering occurs in the molds.
- the anion in the general formula IA n ' can be sulfate, sulfite, sulfide, thiosulfate, peroxide, peroxosulfate, hydrogen phosphate, hydrogen phosphite, carbonate, halides, nitrate, nitrite, hydrogen sulfate, hydrogen carbonate, hydrogen sulfite, hydrogen sulfide, dihydrogen phosphate, dihydrogen phosphate ions, and monohydrogen phosphate ions, such as monohydrogen phosphate ions Benzoate, amide, azide, hydroxide,
- ERS ⁇ ZBL ⁇ T (RULE 26) Hydroxylamide. Hydrazide, acetylacetonate. Phenolate, pseudohalides, halogenites, halogenates, perhalogenates, I 3 " , permanganate, dianions of dicarboxylic acids such as phthalate, oxalate, maleate or fumarate, bisphenolatec, phosphate, pyrophosphate, phosphite, pyrophosphite, trianions of tricarboxylic acids such as citrate, trisphenolates and the like, and its be Among them, hydroxide, carbonate, phosphite and maleate are preferred.
- a higher fatty acid e.g. Stearic acid, an anionic surfactant, a silane coupler, a titanate coupler, a glycerin fatty acid ester.
- the substances of the formula I according to the invention are suitable as stabilizers for halogen-containing thermoplastic polymer compositions.
- examples of such polymer compositions are PVC, polyvinylidene chloride, chlorinated or chlorosulfonated polyethylene, chlorinated polypropylene or chlorinated
- Ethylene / vinyl acetate copolymer Ethylene / vinyl acetate copolymer.
- the layered lattice compounds according to the invention are particularly suitable as stabilizers for polymer compositions of the PVC type, i.e. Vinyl chloride homopolymers and copolymers of vinyl chloride with other monomers.
- co-stabilizers can also advantageously be used, e.g. Metal carboxylates (group a).
- 1,3-diketo compounds, organic esters of phosphorous acid, polyols and amino acid derivatives (group b) lead to a significant improvement in the initial color.
- the addition of at least one substance (group c) selected from the group of the antioxidants and the epoxy compounds can lead to a significant improvement in the color gradient.
- Examples of the metal carboxylates (group a) are the salts of higher fatty acids, naphthenic acid of metals of the second group of the periodic table of the elements.
- suitable metals of the second group are magnesium, calcium, strontium, barium, zinc.
- Such salts of higher fatty acids, such as stearic, palmitic, myristic, lauric, ricinoleic acid, are particularly advantageous.
- Zinc salts are particularly effective for the color gradient. Therefore, at least part of a zinc salt of a higher fatty acid is preferably used.
- the above metal carboxylates can be used individually, the effect can be increased by using two or more metal carboxylates.
- 1,3-diketone compounds are dibenzoylmethane, stearoylbenzoylmethane, palmitoylbenzoylmethane, myristoylbenzoylmethane, lauroybenzoylmethane, benzoylacetone, acetylacetone, tribenzoylmethane, diacetylacetobenzene, p-methoxysteaacetylacetoaceto-aceto-aceto-aceto-aceton-aceton-aceton-aceton-aceton-aceto-aceton-aceton-aceton-aceton-ac-aceton-ac-aceton-ac-aceton-ac-aceton-ac-aceton-ac-aceton-ac-aceto-aceton-ac-aceto-aceton-ac-aceto-aceton-ac-aceto-aceton-ac-aceto-aceton-a
- esters of phosphorous acid examples include triaryl phosphites such as triphenyl phosphite, tris (p-nonylphenyl) phosphite (TNPP); Alkylaryl phosphites such as monoalkyl diphenyl phosphites, e.g.
- polyols examples include trismethylolpropane, di (trismethylolpropane), erythritol, pentaerythritol, dipentaerythritol, sorbitol, mannitol.
- amino acid derivatives are glycine, alanine, lysine, tryptophan, acetylmethionine, pyrrolidonecarboxylic acid, ⁇ -aminocrotonic acid, ⁇ -aminoacrylic acid, ⁇ -aminoadipic acid and the corresponding esters.
- the alcohol components of these esters include monohydric alcohols, such as methyl alcohol, ethyl alcohol, propyl alcohol, i-propyl alcohol, butyl alcohol, ⁇ -ethylhexanol, octyl alcohol, i-octyl alcohol, lauryl alcohol, stearyl alcohol, and also polyols, such as ethylene glycol, propylene glycol, 1, 3-butanediol, 1 , 4-Butanediol, Glycerol, Diglycerol, Trismelhylolpropane, Pentaerythritol, Dipentaerythritol, Erythrithol, Sorbitol, Mannitol.
- monohydric alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, i-propyl alcohol, butyl alcohol, ⁇ -ethylhexanol, octyl alcohol, i-oct
- antioxidants examples include 2,5-di-tert-butyl-hydroquinone, 2,6-di-tert-butyl-4-methylphenol, 4,4'-thiobis (3-methyl-6-tert .-Butyl-phenol), 2,2'-methylenebis (4-methyl-6-tert-butylphenol), stearyl-3- (3 '-5' -di-tert-butyl-4'-hydroxyphenyl) propionate .
- the epoxy compounds include various animal or vegetable oils, such as epoxy soybean oil, epoxy rapeseed oil, epoxidized fatty acid esters, such as epoxidized epoxymethyl oleate, epoxy butyl oleate, epoxidized alicyclic substances, glycidyl ethers, such as bisphenol-A diglycidyl ether, bisphenol-F diglycidyl ether; Glycid esters, such as glycidyl acrylate, glycidyl methacrylate, their polymers, copolymers; and epoxidized polymers such as epoxidized polybutadiene, epoxidized acrylic acid-butadiene-styrene terpolymer (ABS).
- glycidyl ethers such as bisphenol-A diglycidyl ether, bisphenol-F diglycidyl ether
- Glycid esters such as glycidyl acrylate, glycidyl meth
- Preferred dosage amounts (in parts by weight per 100 parts by weight of resin) for the substances of the formula I according to the invention are 0.1 to 5, preferably 0.5 to 3.
- Preferred dosage amounts for the co-stabilizers are:
- halogen-containing thermoplastic polymer compositions stabilized according to the invention can furthermore contain the additives known to the person skilled in the art, such as fillers, lubricants, plasticizers, dyes, pigments, antistatic agents, surface-active agents, foaming agents, impact modifiers, UV stabilizers.
- additives known to the person skilled in the art, such as fillers, lubricants, plasticizers, dyes, pigments, antistatic agents, surface-active agents, foaming agents, impact modifiers, UV stabilizers.
- plasticizer is particularly common.
- DOP dioctyl phthalate
- aliphatic dibasic acid trimellitic acid
- phosphate phosphate
- fatty acid esters epoxy plasticizers
- polyester plasticizers chlorinated paraffin and similar plasticizers
- chlorinated paraffin chlorinated paraffin and similar plasticizers
- Calendering, extrusion, injection molding, blow molding or other processes can be mentioned as shaping processes with which the halogen-containing thermoplastic polymer compositions stabilized according to the invention can be processed.
- thermoplastic polymer compositions containing halogen is increased by adding the substances of the formula I according to the invention, in particular together with metal carboxylates (group a) and preferably also together with costabilizers (group b) or / and (group c) specified amounts significantly improved.
- the polymer compositions stabilized according to the invention have no plate-out phenomenon during calendering and allow extrusion in long-term operation. In addition, the resulting products are free from discoloration.
- the present invention is therefore a remarkable contribution to the processing of PVC and other halogen-containing thermoplastic polymer compositions.
- the batch is filled up to a volume of three liters and pressure treated in a BUCHI laboratory autoclave for six hours at 10 bar and around 182 ° C.
- the reaction product is filtered off and washed three times with two liters of water.
- the filter cake is dried in vacuo at 130 ° C. for 14 hours. Crystal-clear crystals are obtained after the pressure treatment.
- MTT MATHIS thermal oil test
- VDE residual stability (Congo red value)
- YI 0 yellowness index 0 min
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8504681A JPH10508281A (en) | 1994-07-16 | 1995-07-12 | Layered lattice compound and stabilizer for halogen-containing polymer containing this compound |
EP95926855A EP0771311A1 (en) | 1994-07-16 | 1995-07-12 | Lattice layer compounds and halogenated polymer mass stabilisers containing the same |
AU31093/95A AU3109395A (en) | 1994-07-16 | 1995-07-12 | Lattice layer compounds and halogenated polymer mass stabilisers containing the same |
BR9508284A BR9508284A (en) | 1994-07-16 | 1995-07-12 | Grid-layer compounds and stabilizers containing them for halogenated polymer masses |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4425275A DE4425275A1 (en) | 1994-07-16 | 1994-07-16 | Layered lattice compounds and stabilizers containing them for halogen-containing polymer compositions |
DEP4425275.7 | 1994-07-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996002466A1 true WO1996002466A1 (en) | 1996-02-01 |
Family
ID=6523422
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/002716 WO1996002466A1 (en) | 1994-07-16 | 1995-07-12 | Lattice layer compounds and halogenated polymer mass stabilisers containing the same |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0771311A1 (en) |
JP (1) | JPH10508281A (en) |
AU (1) | AU3109395A (en) |
BR (1) | BR9508284A (en) |
CA (1) | CA2195245A1 (en) |
DE (1) | DE4425275A1 (en) |
WO (1) | WO1996002466A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0761756A1 (en) * | 1995-03-10 | 1997-03-12 | Fuji Chemical Industry Co., Ltd. | Stabilizer for halogen-containing resins and process for the preparation thereof, halogen-containing resin composition, and composite hydroxide salt |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3534918B2 (en) * | 1995-11-22 | 2004-06-07 | 旭電化工業株式会社 | Stabilized chlorine-containing resin composition |
DE19617138A1 (en) * | 1996-04-29 | 1997-11-06 | Henkel Kgaa | Cationic layer compounds, their preparation and their use as stabilizers for halogen-containing plastics |
EP0947468A4 (en) * | 1996-10-16 | 2000-02-23 | Fuji Chem Ind Co Ltd | Novel composite metal hydroxide salts, stabilizer for halogenoresins, and halogenoresin composition |
DE19753758A1 (en) | 1997-12-04 | 1999-06-10 | Henkel Kgaa | Process for the preparation of cationic layer compounds |
EP0930332B1 (en) * | 1998-01-16 | 2003-05-14 | Crompton Vinyl Additives GmbH | Stabiliser system for polymers containing chlorine |
JP4636587B2 (en) * | 2004-05-26 | 2011-02-23 | 日本化学工業株式会社 | Nitrite ion type hydrotalcite powder, production method thereof, rust preventive composition and rust preventive coating composition |
WO2010005090A1 (en) * | 2008-07-07 | 2010-01-14 | 協和化学工業株式会社 | Flame retardant resin composition |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4400431A (en) * | 1980-09-04 | 1983-08-23 | The Dow Chemical Company | Magnesium aluminum spinels |
EP0207811A2 (en) * | 1985-07-05 | 1987-01-07 | The Dow Chemical Company | Mixed metal hydroxides for thickening water or hydrophylic fluids |
WO1992015525A1 (en) * | 1991-02-28 | 1992-09-17 | Bärlocher Gmbh | Hydroxide compounds of specific composition, method for preparing them and their use |
JPH06200103A (en) * | 1992-12-29 | 1994-07-19 | Inoac Corp | Vinyl chloride/polyurethane complex and vinyl chloride-based resin powdery composition used therein |
-
1994
- 1994-07-16 DE DE4425275A patent/DE4425275A1/en not_active Withdrawn
-
1995
- 1995-07-12 AU AU31093/95A patent/AU3109395A/en not_active Abandoned
- 1995-07-12 JP JP8504681A patent/JPH10508281A/en active Pending
- 1995-07-12 EP EP95926855A patent/EP0771311A1/en not_active Withdrawn
- 1995-07-12 CA CA002195245A patent/CA2195245A1/en not_active Abandoned
- 1995-07-12 BR BR9508284A patent/BR9508284A/en not_active Application Discontinuation
- 1995-07-12 WO PCT/EP1995/002716 patent/WO1996002466A1/en not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4400431A (en) * | 1980-09-04 | 1983-08-23 | The Dow Chemical Company | Magnesium aluminum spinels |
EP0207811A2 (en) * | 1985-07-05 | 1987-01-07 | The Dow Chemical Company | Mixed metal hydroxides for thickening water or hydrophylic fluids |
WO1992015525A1 (en) * | 1991-02-28 | 1992-09-17 | Bärlocher Gmbh | Hydroxide compounds of specific composition, method for preparing them and their use |
JPH06200103A (en) * | 1992-12-29 | 1994-07-19 | Inoac Corp | Vinyl chloride/polyurethane complex and vinyl chloride-based resin powdery composition used therein |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Derwent World Patents Index; AN 94-269583 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0761756A1 (en) * | 1995-03-10 | 1997-03-12 | Fuji Chemical Industry Co., Ltd. | Stabilizer for halogen-containing resins and process for the preparation thereof, halogen-containing resin composition, and composite hydroxide salt |
EP0761756A4 (en) * | 1995-03-10 | 1998-10-14 | Fuji Chem Ind Co Ltd | Stabilizer for halogen-containing resins and process for the preparation thereof, halogen-containing resin composition, and composite hydroxide salt |
Also Published As
Publication number | Publication date |
---|---|
EP0771311A1 (en) | 1997-05-07 |
BR9508284A (en) | 1998-05-19 |
CA2195245A1 (en) | 1996-02-01 |
AU3109395A (en) | 1996-02-16 |
DE4425275A1 (en) | 1996-01-18 |
JPH10508281A (en) | 1998-08-18 |
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