CA2324353A1 - Polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler and method for preparing the same - Google Patents
Polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler and method for preparing the same Download PDFInfo
- Publication number
- CA2324353A1 CA2324353A1 CA002324353A CA2324353A CA2324353A1 CA 2324353 A1 CA2324353 A1 CA 2324353A1 CA 002324353 A CA002324353 A CA 002324353A CA 2324353 A CA2324353 A CA 2324353A CA 2324353 A1 CA2324353 A1 CA 2324353A1
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- Canada
- Prior art keywords
- polymer composite
- hydroxy
- inorganic filler
- functionalized polyether
- composite
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002131 composite material Substances 0.000 title claims abstract 36
- 229920000642 polymer Polymers 0.000 title claims abstract 36
- 239000011256 inorganic filler Substances 0.000 title claims abstract 16
- 229910003475 inorganic filler Inorganic materials 0.000 title claims abstract 16
- 238000000034 method Methods 0.000 title claims abstract 5
- 239000004721 Polyphenylene oxide Substances 0.000 title claims 17
- 229920000570 polyether Polymers 0.000 title claims 17
- 229920000728 polyester Polymers 0.000 title claims 10
- -1 hydroxy-phenoxy ester Chemical class 0.000 claims abstract 13
- 229910052751 metal Inorganic materials 0.000 claims abstract 9
- 239000002184 metal Substances 0.000 claims abstract 9
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract 4
- 239000011159 matrix material Substances 0.000 claims abstract 4
- 229910000000 metal hydroxide Inorganic materials 0.000 claims abstract 3
- 150000004692 metal hydroxides Chemical class 0.000 claims abstract 3
- 150000004767 nitrides Chemical class 0.000 claims abstract 3
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract 2
- 150000004706 metal oxides Chemical class 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 4
- 239000004215 Carbon black (E152) Substances 0.000 claims 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims 4
- 229930195733 hydrocarbon Natural products 0.000 claims 4
- 150000002430 hydrocarbons Chemical class 0.000 claims 4
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims 3
- 150000001412 amines Chemical group 0.000 claims 3
- PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical group Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- 229930185605 Bisphenol Natural products 0.000 claims 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 2
- 239000000920 calcium hydroxide Substances 0.000 claims 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical group [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims 2
- 239000000292 calcium oxide Substances 0.000 claims 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 238000001125 extrusion Methods 0.000 claims 2
- 229910000271 hectorite Inorganic materials 0.000 claims 2
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 claims 2
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 claims 2
- 239000010445 mica Substances 0.000 claims 2
- 229910052618 mica group Inorganic materials 0.000 claims 2
- 229910052901 montmorillonite Inorganic materials 0.000 claims 2
- 239000002243 precursor Substances 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- 239000000454 talc Substances 0.000 claims 2
- 229910052623 talc Inorganic materials 0.000 claims 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 1
- IVORCBKUUYGUOL-UHFFFAOYSA-N 1-ethynyl-2,4-dimethoxybenzene Chemical compound COC1=CC=C(C#C)C(OC)=C1 IVORCBKUUYGUOL-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- 239000004831 Hot glue Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- 239000004113 Sepiolite Substances 0.000 claims 1
- 229910052581 Si3N4 Inorganic materials 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 1
- JXOOCQBAIRXOGG-UHFFFAOYSA-N [B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[Al] Chemical compound [B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[Al] JXOOCQBAIRXOGG-UHFFFAOYSA-N 0.000 claims 1
- 229910000270 aliettite Inorganic materials 0.000 claims 1
- WYTGDNHDOZPMIW-RCBQFDQVSA-N alstonine Natural products C1=CC2=C3C=CC=CC3=NC2=C2N1C[C@H]1[C@H](C)OC=C(C(=O)OC)[C@H]1C2 WYTGDNHDOZPMIW-RCBQFDQVSA-N 0.000 claims 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims 1
- HPTYUNKZVDYXLP-UHFFFAOYSA-N aluminum;trihydroxy(trihydroxysilyloxy)silane;hydrate Chemical compound O.[Al].[Al].O[Si](O)(O)O[Si](O)(O)O HPTYUNKZVDYXLP-UHFFFAOYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- ZDVYABSQRRRIOJ-UHFFFAOYSA-N boron;iron Chemical compound [Fe]#B ZDVYABSQRRRIOJ-UHFFFAOYSA-N 0.000 claims 1
- PALQHNLJJQMCIQ-UHFFFAOYSA-N boron;manganese Chemical compound [Mn]#B PALQHNLJJQMCIQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 235000010216 calcium carbonate Nutrition 0.000 claims 1
- VNSBYDPZHCQWNB-UHFFFAOYSA-N calcium;aluminum;dioxido(oxo)silane;sodium;hydrate Chemical compound O.[Na].[Al].[Ca+2].[O-][Si]([O-])=O VNSBYDPZHCQWNB-UHFFFAOYSA-N 0.000 claims 1
- 229910001567 cementite Inorganic materials 0.000 claims 1
- 229910001919 chlorite Inorganic materials 0.000 claims 1
- 229910052619 chlorite group Inorganic materials 0.000 claims 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical compound OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 238000013329 compounding Methods 0.000 claims 1
- 229910001649 dickite Inorganic materials 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- RAQDACVRFCEPDA-UHFFFAOYSA-L ferrous carbonate Chemical compound [Fe+2].[O-]C([O-])=O RAQDACVRFCEPDA-UHFFFAOYSA-L 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 239000003733 fiber-reinforced composite Substances 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 229910052621 halloysite Inorganic materials 0.000 claims 1
- 125000000743 hydrocarbylene group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 229910052809 inorganic oxide Inorganic materials 0.000 claims 1
- 235000014413 iron hydroxide Nutrition 0.000 claims 1
- 229910001337 iron nitride Inorganic materials 0.000 claims 1
- NCNCGGDMXMBVIA-UHFFFAOYSA-L iron(ii) hydroxide Chemical compound [OH-].[OH-].[Fe+2] NCNCGGDMXMBVIA-UHFFFAOYSA-L 0.000 claims 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052622 kaolinite Inorganic materials 0.000 claims 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims 1
- 239000001095 magnesium carbonate Substances 0.000 claims 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims 1
- 235000014380 magnesium carbonate Nutrition 0.000 claims 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims 1
- 239000000347 magnesium hydroxide Substances 0.000 claims 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims 1
- 239000000395 magnesium oxide Substances 0.000 claims 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 239000011656 manganese carbonate Substances 0.000 claims 1
- 229940093474 manganese carbonate Drugs 0.000 claims 1
- 235000006748 manganese carbonate Nutrition 0.000 claims 1
- IPJKJLXEVHOKSE-UHFFFAOYSA-L manganese dihydroxide Chemical compound [OH-].[OH-].[Mn+2] IPJKJLXEVHOKSE-UHFFFAOYSA-L 0.000 claims 1
- 229910000016 manganese(II) carbonate Inorganic materials 0.000 claims 1
- XMWCXZJXESXBBY-UHFFFAOYSA-L manganese(ii) carbonate Chemical compound [Mn+2].[O-]C([O-])=O XMWCXZJXESXBBY-UHFFFAOYSA-L 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910003455 mixed metal oxide Inorganic materials 0.000 claims 1
- 229910000273 nontronite Inorganic materials 0.000 claims 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims 1
- 229910052625 palygorskite Inorganic materials 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000012783 reinforcing fiber Substances 0.000 claims 1
- 229910000275 saponite Inorganic materials 0.000 claims 1
- 229910000276 sauconite Inorganic materials 0.000 claims 1
- 229910052624 sepiolite Inorganic materials 0.000 claims 1
- 235000019355 sepiolite Nutrition 0.000 claims 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims 1
- 229910010271 silicon carbide Inorganic materials 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims 1
- 229910052902 vermiculite Inorganic materials 0.000 claims 1
- 239000010455 vermiculite Substances 0.000 claims 1
- 235000019354 vermiculite Nutrition 0.000 claims 1
- 229910001928 zirconium oxide Inorganic materials 0.000 claims 1
- XJUNLJFOHNHSAR-UHFFFAOYSA-J zirconium(4+);dicarbonate Chemical compound [Zr+4].[O-]C([O-])=O.[O-]C([O-])=O XJUNLJFOHNHSAR-UHFFFAOYSA-J 0.000 claims 1
- DJCYQEDZXFZHRL-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)peroxyphenol Chemical compound OC1=CC=CC=C1OOOC1=CC=CC=C1O DJCYQEDZXFZHRL-UHFFFAOYSA-N 0.000 abstract 1
- 230000004888 barrier function Effects 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- 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
- 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
- C08K3/013—Fillers, pigments or reinforcing additives
-
- 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
-
- 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
- C08K3/28—Nitrogen-containing compounds
-
- 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
- C08K3/34—Silicon-containing compounds
-
- 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
- C08K3/38—Boron-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- 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
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/262—Alkali metal carbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/54—Inorganic substances
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
A polymer composite comprising a hydroxy-phenoxyether or hydroxy-phenoxy ester polymer matrix and an inorganic filler is prepared by melt-blending the polymer and the inorganic filler. The filler may be an inorganic metal oxide, metal hydroxide, metal carbonate, metal nitride, metal carbide or metal boride. Methods of polymer composite preparation involving in situ type polymerization may also be used.
The polymer composites have increased barrier capabilities compared to the unmodified polymers.
The polymer composites have increased barrier capabilities compared to the unmodified polymers.
Claims (31)
1. A polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler.
2. The polymer of Claim 1 wherein the inorganic filler is an inorganic oxide, hydroxide, carbonate, nitride, carbide, boride or mixture thereof.
3. The polymer composite of Claim 1 wherein the hydroxy-functionalized polyether or polyester is formed by the reaction of a dinucleophile and a monomer containing at least one epoxy moiety.
4. The polymer composite of Claim 1 wherein the hydroxy-functionalized polyether or polyester has repeating units represented by the formula:
wherein m is an integer from 5 to 1000, R1 is a divalent organic moiety which is primarily hydrocarbon; R3 is:
R4 is wherein R2 and R6 are independently divalent organic moieties which are primarily hydrocarbon; R5 is hydrogen or alkyl, m is an integer from 5 to 1000 and n is an integer from 0 to 100.
wherein m is an integer from 5 to 1000, R1 is a divalent organic moiety which is primarily hydrocarbon; R3 is:
R4 is wherein R2 and R6 are independently divalent organic moieties which are primarily hydrocarbon; R5 is hydrogen or alkyl, m is an integer from 5 to 1000 and n is an integer from 0 to 100.
5. The polymer composite of Claim 4 wherein the hydroxy-functionalized polyether is formed by the reaction of a diglycidyl ether with a dicarboxylic acid.
6. The polymer composite of Claim 4 wherein the hydroxy-functionalized polyether is formed by the reaction of a diglycidyl ester with a bisphenol.
7. The polymer composite of Claim 4 wherein the hydroxy-functionalized polyester is formed by the reaction of a diglycidyl ester or an epihalohydrin with a dicarboxylic acid.
8. The polymer composite of Claim 1 wherein the hydroxy-functionalized polyether is represented by the formula:
wherein A is an amine moiety or a combination of different amine moieties; B
is a divalent organic moiety which is predominantly hydrocarbylene; R is alkyl or hydrogen;
and m is an integer from 5 to 1000.
wherein A is an amine moiety or a combination of different amine moieties; B
is a divalent organic moiety which is predominantly hydrocarbylene; R is alkyl or hydrogen;
and m is an integer from 5 to 1000.
9. The polymer composite of Claim 8 wherein A is 2-hydroxyethylimino-, 2-hydroxypropylimino-, piperazenyl, N,N'-bis(2-hydroxyethyl)-1,2-ethyienedimino-, and B is isopropylidenediphenylene, 1,3-phenylene, or 1,4-phenylene, and R5 is hydrogen.
10. The polymer composite of Claim 8 wherein the hydroxy-functionalized polyether is formed by the reaction of a diglycidyl ether or an epihalohydrin with a difunctional amine.
11. The polymer composite of Claim 1 wherein the hydroxy-functionalized polyether is represented by the formula:
wherein B is a divalent organic moiety which is primarily hydrocarbon, and R5 is alkyl or hydrogen, and m is an integer from 5 to 1000.
wherein B is a divalent organic moiety which is primarily hydrocarbon, and R5 is alkyl or hydrogen, and m is an integer from 5 to 1000.
12. The polymer composite of Claim 11 wherein B is 1,3-phenylene, 1,4,-phenylene, sulfonyldiphenylene, oxydiphenylene, thiodiphenylene or isopropylidenediphenylene and R5 is hydrogen.
13. The polymer composite of Claim 11 wherein the hydroxy-functionalized polyether is formed by the reaction of an epihalohydrin or a diglycidyl ether with a bisphenol.
14. The polymer composite of Claim 1 wherein the hydroxy-functionalized polyether is represented by the formulae:
wherein R5 is hydrogen or alkyl, R7 and R9 are independently alkyl, substituted alkyl, aryl or substituted aryl, B and R8 are independently a divalent organic moiety that is substantially hydrocarbon, and m is an integer from 5 to 1000.
wherein R5 is hydrogen or alkyl, R7 and R9 are independently alkyl, substituted alkyl, aryl or substituted aryl, B and R8 are independently a divalent organic moiety that is substantially hydrocarbon, and m is an integer from 5 to 1000.
15. The polymer composite of Claim 14 wherein R5 is hydrogen, R7 and R9 are independently methyl, ethyl, propyl, butyl, 2-hydroxyethyl or phenyl and B
and R8 are independently 1,3-phenylene, 1,4,-phenylene, sulfonyldiphenylene, oxydiphenylene, thiodiphenylene or isopropylidenediphenylene.
and R8 are independently 1,3-phenylene, 1,4,-phenylene, sulfonyldiphenylene, oxydiphenylene, thiodiphenylene or isopropylidenediphenylene.
16. The polymer composite of Claim 14 wherein the hydroxy-functionalized polyether is formed by the reaction of an unsubstituted monosulfonamide or an N,N'-disubstituted disulfonamide with a diglycidyl ether.
17. The polymer composite of Claim 1 wherein the inorganic filler is talc, mica, montmorillonite, hectorite, kaolinite, dickite, nacrite, halloysite, saponite, nontronite, beidellite, volhonskoite, sauconite, magadiite, medmontite, kenyaite, vermiculite, serpentine, chlorite, palygorskite, kulkeite, aliettite, sepiolite, alloohane, imogolite or a mixture thereof.
18. The polymer composite of Claim 17 wherein the inorganic filler is talc, mica, montmorillonite, hectorite or a mixture thereof.
19. The polymer composite of Claim 1 wherein the inorganic filler is a metal oxide, metal hydroxide, metal carbonate, mixed metal oxide, mixed metal hydroxide, mixed metal carbonate or a mixture thereof.
20. The polymer composite of Claim 1 wherein the inorganic filler is calcium oxide, magnesium oxide, zirconium oxide, titanium oxide, manganese oxide, iron oxide, aluminum oxide, calcium hydroxide, magnesium hydroxide, zirconium hydroxide, aluminum hydroxide, manganese hydroxide, iron hydroxide, calcium carbonate, magnesium carbonate, manganese carbonate, iron carbonate or zirconium carbonate.
21. The polymer composite of Claim 19 wherein the inorganic filler is calcium carbonate, calcium oxide, calcium hydroxide or a mixture thereof.
22. The polymer composite of Claim 1 wherein the inorganic filler is a metal nitride, metal carbide, or metal boride or a mixture thereof.
23. The polymer composite of Claim 1 wherein the inorganic filler is aluminum nitride, silicon nitride, iron nitride, silicon carbide, manganese carbide, iron carbide, iron boride, aluminum boride or manganese boride or a mixture thereof.
24. The polymer composite of Claim 21 wherein the aluminum nitride is silica-coated aluminum nitride.
25. The polymer composite of Claim 1 wherein the inorganic filler is at least 0.1 weight percent and not more than 90 weight percent of the final composite.
26. The polymer composite of Claim 1 formed by adding the inorganic filler to one or more of the monomers forming the hydroxy-functionalized polyether or polyester matrix and then polymerizing the monomers.
27. A method for forming the polymer composite of Claim 26 wherein the composite is made by reactive extrusion.
28. The composite of Claim 1 in the form of a coating, film, foam, laminate, fiber, hot-melt adhesive or molded article.
29. A method for forming a composite which comprises contacting a hydroxy-functionalized polyether or polyester, or a precursor to a hydroxy-functionalized polyether or polyester with an inorganic filler.
30. A method for forming a composite which comprises contacting a hydroxy-functionalized polyether or polyester, or a precursor to a hydroxy-functionalized polyether or polyester with an inorganic filler using compounding extrusion.
31. A fiber-reinforced composite comprising a resin matrix polymer reinforced with one or more reinforcing fiber or mat, wherein the resin matrix polymer is the composite of Claim 1.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4530098A | 1998-03-20 | 1998-03-20 | |
| US09/045,300 | 1998-03-20 | ||
| PCT/US1999/005149 WO1999048962A1 (en) | 1998-03-20 | 1999-03-08 | Polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler and method for preparing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2324353A1 true CA2324353A1 (en) | 1999-09-30 |
| CA2324353C CA2324353C (en) | 2009-11-24 |
Family
ID=21937108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002324353A Expired - Fee Related CA2324353C (en) | 1998-03-20 | 1999-03-08 | Polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler and method for preparing the same |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1070096B1 (en) |
| JP (1) | JP2002507644A (en) |
| KR (1) | KR20010042053A (en) |
| CN (1) | CN1297465A (en) |
| AR (1) | AR018788A1 (en) |
| AU (1) | AU746116B2 (en) |
| BR (1) | BR9909061A (en) |
| CA (1) | CA2324353C (en) |
| DE (1) | DE69932423T2 (en) |
| ES (1) | ES2264256T3 (en) |
| PL (1) | PL344139A1 (en) |
| WO (1) | WO1999048962A1 (en) |
| ZA (1) | ZA992222B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2151830A1 (en) | 2008-08-08 | 2010-02-10 | pp-mid GmbH | Polymer form body with conductive structures on the surface and method for its production |
| DE102008048459A1 (en) | 2008-09-23 | 2010-03-25 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
| DE102008061051A1 (en) | 2008-12-08 | 2010-06-10 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
| DE102009011538A1 (en) | 2009-03-03 | 2010-09-09 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
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| EP1278912B1 (en) * | 1999-12-20 | 2007-05-09 | Advanced Plastics Technologies, Ltd | Hydroxy-phenoxyether polymers in papermaking |
| US7435483B2 (en) | 2001-04-04 | 2008-10-14 | Advanced Plastics Technologies Luxembourg S.A. | Process for coating paper, paperboard, and molded fiber with a water-dispersible polyester polymer |
| ATE424288T1 (en) | 2004-04-16 | 2009-03-15 | Advanced Plastics Technologies | PREFORM AND METHOD FOR PRODUCING THE PREFORM AND A BOTTLE |
| US20060205856A1 (en) * | 2004-12-22 | 2006-09-14 | Williamson David T | Compositions of polyesters and sepiolite-type clays |
| US20060141183A1 (en) * | 2004-12-22 | 2006-06-29 | Williamson David T | Polyester clay nanocomposites for barrier applications |
| MX2008002479A (en) | 2005-08-30 | 2008-04-07 | Advanced Plastics Technologies | METHODS AND SYSTEMS FOR CONTROLLING MOLD TEMPERATURES. |
| DE102005045666A1 (en) * | 2005-09-14 | 2007-03-15 | Itn Nanovation Gmbh | Layer or coating and composition for its production |
| CN100465216C (en) * | 2005-12-30 | 2009-03-04 | 财团法人工业技术研究院 | Nucleating agent of polyethylene terephthalate and injection molding method |
| CN1908036B (en) * | 2006-07-26 | 2010-04-21 | 华南理工大学 | Preparation method of hydrogen bond composite inorganic-organic hybrid network modified polymer |
| JP5590481B2 (en) * | 2008-01-17 | 2014-09-17 | 独立行政法人産業技術総合研究所 | Composite polymer material and optical material including the same |
| CN101914293B (en) * | 2010-08-17 | 2011-12-07 | 华中农业大学 | Bamboo fiber-based full-biodegradable material and preparation method |
| CN101967275A (en) * | 2010-10-25 | 2011-02-09 | 深圳市华力兴工程塑料有限公司 | Nano magnesium carbonate modified fire protection engineering plastic and preparation method thereof |
| ITMI20110974A1 (en) | 2011-05-30 | 2012-12-01 | Pirelli | HIGH-PERFORMANCE TIRE FOR VEHICLE WHEELS |
| ITMI20121623A1 (en) * | 2012-09-28 | 2014-03-29 | Pirelli | TIRE FOR VEHICLE WHEELS |
| CN102924666A (en) * | 2012-10-15 | 2013-02-13 | 深圳大学 | Polymer/clay nanocomposite material and preparation method and nanometer GFRP composite material |
| CN110484129B (en) * | 2019-07-02 | 2022-01-25 | 昆山联滔电子有限公司 | Product with protective coating and preparation method thereof |
| CN111013976A (en) * | 2019-12-10 | 2020-04-17 | 安徽省信誉机械有限责任公司 | Treatment method for improving corrosion resistance and self-cleaning performance of stainless steel panel of rice noodle machine |
| CN114583254B (en) * | 2022-03-04 | 2023-07-11 | 西安交通大学 | Environment-adaptive solid composite electrolyte and preparation method and application thereof |
| WO2025220309A1 (en) * | 2024-04-17 | 2025-10-23 | 住友電気工業株式会社 | Powder, composite material, and method for producing powder |
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| US4536425A (en) * | 1984-06-08 | 1985-08-20 | Continental Can Company | Method for preparing polar thermoplastic resin compositions having improved gas barrier properties |
| JPH0826228B2 (en) * | 1987-06-29 | 1996-03-13 | 東都化成株式会社 | Flame-retardant resin composition |
| US4818782A (en) * | 1987-07-30 | 1989-04-04 | E. I. Du Pont De Nemours And Company | Ethylene vinyl alcohol copolymers containing platelet-type mica fillers, processes for preparing same and multi-layer containers with layers thereof |
| US5171820A (en) * | 1991-05-13 | 1992-12-15 | The Dow Chemical Company | Hydroxy-functional polyesters as thermoplastic barrier resins |
| US5149768A (en) * | 1991-06-21 | 1992-09-22 | The Dow Chemical Company | Hydroxy-functional poly(ether sulfonamides) as thermoplastic barrier resins |
| JPH06157878A (en) * | 1992-11-25 | 1994-06-07 | Mitsubishi Kasei Corp | Polyester copolymer composition |
| DE19537013A1 (en) * | 1995-10-04 | 1997-06-05 | Schulman A Gmbh | Polymer-based composition and process for its manufacture |
-
1999
- 1999-03-08 CN CN99804246A patent/CN1297465A/en active Pending
- 1999-03-08 PL PL99344139A patent/PL344139A1/en unknown
- 1999-03-08 ES ES99911249T patent/ES2264256T3/en not_active Expired - Lifetime
- 1999-03-08 WO PCT/US1999/005149 patent/WO1999048962A1/en not_active Ceased
- 1999-03-08 EP EP99911249A patent/EP1070096B1/en not_active Expired - Lifetime
- 1999-03-08 BR BR9909061-9A patent/BR9909061A/en not_active IP Right Cessation
- 1999-03-08 KR KR1020007010396A patent/KR20010042053A/en not_active Withdrawn
- 1999-03-08 AU AU29937/99A patent/AU746116B2/en not_active Ceased
- 1999-03-08 JP JP2000537933A patent/JP2002507644A/en active Pending
- 1999-03-08 DE DE69932423T patent/DE69932423T2/en not_active Expired - Lifetime
- 1999-03-08 CA CA002324353A patent/CA2324353C/en not_active Expired - Fee Related
- 1999-03-19 ZA ZA9902222A patent/ZA992222B/en unknown
- 1999-03-19 AR ARP990101222A patent/AR018788A1/en not_active Application Discontinuation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2151830A1 (en) | 2008-08-08 | 2010-02-10 | pp-mid GmbH | Polymer form body with conductive structures on the surface and method for its production |
| DE102008048459A1 (en) | 2008-09-23 | 2010-03-25 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
| DE102008061051A1 (en) | 2008-12-08 | 2010-06-10 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
| DE102009011538A1 (en) | 2009-03-03 | 2010-09-09 | Pp-Mid Gmbh | Producing conductive structures on surface of polymer molded bodies, comprises providing polymer molded body from a polymer phase containing carbon nanotubes and thermally treating a surface of the polymer molded body |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA992222B (en) | 2000-10-10 |
| AR018788A1 (en) | 2001-12-12 |
| JP2002507644A (en) | 2002-03-12 |
| AU2993799A (en) | 1999-10-18 |
| BR9909061A (en) | 2000-11-14 |
| PL344139A1 (en) | 2001-10-08 |
| EP1070096A1 (en) | 2001-01-24 |
| WO1999048962A1 (en) | 1999-09-30 |
| AU746116B2 (en) | 2002-04-18 |
| CN1297465A (en) | 2001-05-30 |
| DE69932423D1 (en) | 2006-08-31 |
| EP1070096B1 (en) | 2006-07-19 |
| ES2264256T3 (en) | 2006-12-16 |
| CA2324353C (en) | 2009-11-24 |
| DE69932423T2 (en) | 2007-02-01 |
| KR20010042053A (en) | 2001-05-25 |
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