WO1991011421A1 - Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung - Google Patents
Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung Download PDFInfo
- Publication number
- WO1991011421A1 WO1991011421A1 PCT/EP1991/000077 EP9100077W WO9111421A1 WO 1991011421 A1 WO1991011421 A1 WO 1991011421A1 EP 9100077 W EP9100077 W EP 9100077W WO 9111421 A1 WO9111421 A1 WO 9111421A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dicarboxylates
- aluminum hydroxide
- basic calcium
- hydroxide
- compounds
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 11
- 239000011575 calcium Substances 0.000 title claims abstract description 10
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 title claims description 5
- 229910052791 calcium Inorganic materials 0.000 title abstract description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 title abstract description 5
- 229910021502 aluminium hydroxide Inorganic materials 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 239000003381 stabilizer Substances 0.000 claims abstract description 11
- -1 heteroaromatic dicarboxylic acid anion Chemical class 0.000 claims abstract description 10
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 9
- 150000002367 halogens Chemical class 0.000 claims abstract description 9
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 6
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 16
- 239000004800 polyvinyl chloride Substances 0.000 claims description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- YPCCBNIDBZBBBG-UHFFFAOYSA-I aluminum;calcium;pentahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[Al+3].[Ca+2] YPCCBNIDBZBBBG-UHFFFAOYSA-I 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000000920 calcium hydroxide Substances 0.000 claims description 6
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000292 calcium oxide Substances 0.000 claims description 4
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical class [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 4
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 229910001388 sodium aluminate Inorganic materials 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 231100000252 nontoxic Toxicity 0.000 description 5
- 230000003000 nontoxic effect Effects 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 150000002611 lead compounds Chemical class 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- JJWLMSCSLRJSAN-TYYBGVCCSA-L (e)-but-2-enedioate;lead(2+) Chemical compound [Pb+2].[O-]C(=O)\C=C\C([O-])=O JJWLMSCSLRJSAN-TYYBGVCCSA-L 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004801 Chlorinated PVC Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 206010068188 Heat illness Diseases 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000012431 aqueous reaction media Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920000457 chlorinated polyvinyl chloride Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- YJOMWQQKPKLUBO-UHFFFAOYSA-L lead(2+);phthalate Chemical compound [Pb+2].[O-]C(=O)C1=CC=CC=C1C([O-])=O YJOMWQQKPKLUBO-UHFFFAOYSA-L 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical class OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/26—1,4 - Benzenedicarboxylic acid
- C07C63/28—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/08—Malonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/10—Succinic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/14—Adipic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/13—Dicarboxylic acids
- C07C57/145—Maleic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/13—Dicarboxylic acids
- C07C57/15—Fumaric acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/16—1,2 - Benzenedicarboxylic acid
- C07C63/20—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/24—1,3 - Benzenedicarboxylic acid
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
Definitions
- the invention relates to basic
- Calcium aluminum hydroxide dicarboxylates a process for their preparation and their use as stabilizers for halogen-containing thermoplastic resins, in particular polyvinyl chloride.
- Thermoplastic, halogen-containing resins, especially PVC, are unstable to the effects of heat and light. So occurs already in the processing of z. B.
- costabilizers such as epoxies, organic sulfur compounds, polyols and phosphites are also added.
- Basic lead compounds are preferably used to stabilize PVC items such as pipes, plates, profiles and cable insulation.
- the most common basic lead compounds are of the sulfate, phosphite or stearate type.
- DE-PS 12 19 223 and DE-OS 24 19 379 teach that PVC cable insulation preferably with 2-basic
- Lead phthalate must be stabilized as this connection gives the cable excellent electrical properties.
- EP-A-0 313 113 mentions that 4-basic
- Lead fumarate is the most effective basic lead compound for stabilizing soft-set halogen-containing vinyl polymer compositions. According to EP-A-0 319 086, 5-basic lead fumarate gives PVC moldings greater stability and a better degree of whiteness than other known ones
- EP-A-0256 872 describes the use of hydrotalkite and a ⁇ -diketone for the stabilization of PVC resins. It was too
- Stabilization systems however, have disadvantages compared to stabilizers containing heavy metals. In this way, they usually do not achieve the required long-term stability. A good initial color and sufficient color retention can only be achieved by using large amounts of expensive "color improvers".
- the metal-containing costabilizers are disadvantages compared to stabilizers containing heavy metals. In this way, they usually do not achieve the required long-term stability. A good initial color and sufficient color retention can only be achieved by using large amounts of expensive "color improvers".
- Hydrotalkite and zeolite are disadvantageous in that they are used in the processing of e.g. PVC necessary processing temperatures split off volatile components, which leads to the formation of bubbles in the molded part. Furthermore, e.g. Polyol and / or zeolite stabilized PVC moldings water, which leads to considerable problems in further processing.
- the invention has for its object to provide new compounds and a process for their preparation, which are particularly suitable as a stabilizer for halogen-containing polymers, without having the above-mentioned disadvantages of the known stabilizers, in particular as non-toxic.
- A is an aliphatic, aromatic or
- x is preferably 3-6 and m is preferably 2-4.
- the dicarboxylic acid anions indicated with A are derived, for example, from malonic acid, succinic acid,
- Adipic acid fumaric acid, maleic acid, phthalic acid,
- Isophthalic acid, terephthalic acid and pyridinedicarboxylic acids are preferred.
- the fumarate and phthalate anions are preferred
- Calcium aluminum hydroxide dicarboxylates according to the invention give halogen-containing, thermoplastic resins and the molded parts produced therefrom, heat stability comparable to that of basic lead compounds.
- the initial colors and the color retention of e.g. Rigid PVC moldings that are stabilized with one of the new compounds according to the invention are the same moldings that are known
- the reaction product can be separated from the aqueous reaction medium by known methods, preferably by filtration. Working up the separated
- the reaction product also takes place in a manner known per se, for example by washing the filter cake with water and drying the washed residue
- Both a finely divided, active aluminum hydroxide in combination with sodium hydroxide and a sodium aluminate can be used for the reaction.
- Calcium can be used in the form of finely divided calcium oxide or hydroxide or mixtures thereof.
- reaction temperatures are preferably between about 25 and 100.degree. C., more preferably between about 40 and 85.degree. C.
- Catalysts or accelerators are not required, but can be used if appropriate.
- the water of crystallization can be wholly or partly by thermal
- Compounds are coated in a known manner with surface-active agents.
- Calcium aluminum hydroxide dicarboxylates, halogen-containing, thermoplastic resins can be stabilized. Manufactured in a known manner are particularly suitable for this
- organotin compounds organic phosphites
- organic phosphites examples of such additives are: organotin compounds, organic phosphites,
- Plasticizers pigments and fillers. The invention is illustrated by the examples below.
- the mixtures used in the following examples are homogenized and plasticized on a laboratory rolling mill at 180 ° C. for 5 minutes.
- the approximately 1 mm thick skin thus produced becomes 15 mm square sample sheets
- Cut edge length The sample sheets are annealed in a warming cabinet at 190 °. One leaflet is taken every 10 minutes and attached to a test card. This process is repeated until the test leaves are discolored black.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019920701803A KR927003502A (ko) | 1990-02-01 | 1991-01-17 | 염기성 수산화 디카르복실산 칼슘 알루미늄과 그의 제조방법 및 용도 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4002988.3 | 1990-02-01 | ||
| DE4002988A DE4002988A1 (de) | 1990-02-01 | 1990-02-01 | Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1991011421A1 true WO1991011421A1 (de) | 1991-08-08 |
Family
ID=6399224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1991/000077 WO1991011421A1 (de) | 1990-02-01 | 1991-01-17 | Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung |
Country Status (13)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992015545A1 (de) * | 1991-02-28 | 1992-09-17 | Bärlocher Gmbh | Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung |
| DE19526370A1 (de) * | 1994-07-21 | 1996-02-01 | Ceca Sa | Zusammensetzungen vom Typ gemischter Aluminium- und Erdalkalihydroxide als Antichlor- und Antisäuremittel zur Stabilisierung von thermoplastischen Harzen |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5565838A (en) * | 1992-05-28 | 1996-10-15 | Avx Corporation | Varistors with sputtered terminations |
| EP0572151A3 (en) * | 1992-05-28 | 1995-01-18 | Avx Corp | Varistors with cathodically vaporized connections and method for depositing cathodically vaporized connections on varistors. |
| DE4238567A1 (de) * | 1992-11-16 | 1994-05-19 | Henkel Kgaa | Stabilisatormischungen für Polymerisate mit Granaten |
| DE4325237A1 (de) * | 1993-07-28 | 1995-02-02 | Basf Ag | Verfahren zur Herstellung von Alkoxylierungsprodukten in Gegenwart von mit Additiven modifizierten Mischhydroxiden |
| DE19627258C2 (de) * | 1996-07-08 | 2001-04-12 | Chemson Polymer Additive | Verfahren zur Herstellung einer schmelzbaren Stabilisatorkombination |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1569008A1 (de) * | 1963-04-05 | 1970-10-22 | Hardman & Holden Ltd | Verfahren zum Stabilisieren von Vinylhalogenidpolymeren und Copolymeren |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL136282C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1961-03-02 | |||
| GB1415929A (en) * | 1973-04-24 | 1975-12-03 | Ass Lead Mfg Ltd | Youd d lead phthalates and their use as stabilizers for synthetic resins |
| DE2446116C2 (de) * | 1974-09-27 | 1976-12-16 | Hoechst Ag | Stabilisatorkombinationen fuer halogenhaltige polymere |
| JPS5930737B2 (ja) * | 1975-10-18 | 1984-07-28 | 三井化学株式会社 | ポリオレフイン組成物 |
| FR2403362A1 (fr) * | 1977-09-14 | 1979-04-13 | Rhone Poulenc Ind | Compositions vinyliques pour revetement electrique |
| JPS554330A (en) * | 1978-06-23 | 1980-01-12 | Takeda Chem Ind Ltd | Maleic anhydride - hydrotalcite complex compound |
| US4294745A (en) * | 1979-01-16 | 1981-10-13 | Ciba-Geigy Corporation | Curable mixture for producing reinforced elastomeric plastics based on epoxide resin |
| DE3113442A1 (de) * | 1981-04-03 | 1982-10-21 | Henkel KGaA, 4000 Düsseldorf | "stabilisierte polyvinylchlorid-formmassen" |
| JPS60104141A (ja) * | 1983-11-12 | 1985-06-08 | Kyowa Chem Ind Co Ltd | 農業用フイルム |
| CA1290137C (en) * | 1984-06-11 | 1991-10-08 | John L. Burba, Iii | Intercalations of crystalline lithium aluminates |
| JPS61174270A (ja) * | 1985-01-29 | 1986-08-05 | Kyowa Chem Ind Co Ltd | 耐発錆性ないし耐着色性賦与剤 |
| JPH0647659B2 (ja) * | 1985-09-24 | 1994-06-22 | 協和化学工業株式会社 | 防錆塗料組成物 |
| JPH0639560B2 (ja) * | 1986-08-14 | 1994-05-25 | 協和化学工業株式会社 | ポリ塩化ビニル系樹脂の安定化組成物 |
| ES2030847T3 (es) * | 1987-12-01 | 1992-11-16 | Akzo N.V. | Un procedimiento para preparar un compuesto de plomo polibasico. |
| JP2551802B2 (ja) * | 1987-12-29 | 1996-11-06 | 日本合成化学工業株式会社 | 含ハロゲン熱可塑性樹脂組成物 |
| JP2748540B2 (ja) * | 1989-04-28 | 1998-05-06 | 大日本インキ化学工業株式会社 | ポリフェニレンサルファイド樹脂組成物 |
-
1990
- 1990-02-01 DE DE4002988A patent/DE4002988A1/de active Granted
-
1991
- 1991-01-07 US US07/916,106 patent/US5241094A/en not_active Expired - Fee Related
- 1991-01-17 CA CA002074821A patent/CA2074821A1/en not_active Abandoned
- 1991-01-17 EP EP91903195A patent/EP0513087A1/de not_active Withdrawn
- 1991-01-17 KR KR1019920701803A patent/KR927003502A/ko not_active Withdrawn
- 1991-01-17 JP JP3503062A patent/JPH05503931A/ja active Pending
- 1991-01-17 AU AU70727/91A patent/AU7072791A/en not_active Abandoned
- 1991-01-17 WO PCT/EP1991/000077 patent/WO1991011421A1/de not_active Application Discontinuation
- 1991-01-22 ZA ZA91458A patent/ZA91458B/xx unknown
- 1991-01-29 CS CS91200A patent/CS20091A2/cs unknown
- 1991-01-31 IE IE032991A patent/IE910329A1/en unknown
- 1991-01-31 PT PT96618A patent/PT96618A/pt unknown
- 1991-02-01 CN CN91101125A patent/CN1054417A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1569008A1 (de) * | 1963-04-05 | 1970-10-22 | Hardman & Holden Ltd | Verfahren zum Stabilisieren von Vinylhalogenidpolymeren und Copolymeren |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992015545A1 (de) * | 1991-02-28 | 1992-09-17 | Bärlocher Gmbh | Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung |
| US5312941A (en) * | 1991-02-28 | 1994-05-17 | Barlocher Gmbh | Basic calcium aluminum hydroxide dicarboxylates, a process for their production and their use |
| TR26951A (tr) * | 1991-02-28 | 1994-09-12 | Baerlocher Gmbh | Bazik kalsiyum alüminyum hidroksid dikarboliksili katlar bunlarin istihsal edilmesi icin proses ve bunlarin kullanilmasi. |
| DE19526370A1 (de) * | 1994-07-21 | 1996-02-01 | Ceca Sa | Zusammensetzungen vom Typ gemischter Aluminium- und Erdalkalihydroxide als Antichlor- und Antisäuremittel zur Stabilisierung von thermoplastischen Harzen |
| DE19526370C2 (de) * | 1994-07-21 | 2001-10-11 | Ceca Sa | Zusammensetzungen vom Typ gemischter Aluminium- und Erdalkalihydroxide als Antichlor- und Antisäuremittel und deren Verwendung zur Stabilisierung von thermoplastischen Harzen |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA91458B (en) | 1991-11-27 |
| KR927003502A (ko) | 1992-12-18 |
| DE4002988A1 (de) | 1991-08-14 |
| DE4002988C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-01-30 |
| IE910329A1 (en) | 1991-08-14 |
| CS20091A2 (en) | 1991-09-15 |
| US5241094A (en) | 1993-08-31 |
| AU7072791A (en) | 1991-08-21 |
| CN1054417A (zh) | 1991-09-11 |
| CA2074821A1 (en) | 1991-08-02 |
| JPH05503931A (ja) | 1993-06-24 |
| PT96618A (pt) | 1991-10-15 |
| EP0513087A1 (de) | 1992-11-19 |
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