CN1059539A - The common emulsification of oxidized polyethylene homopolymers and amido silicon oil - Google Patents
The common emulsification of oxidized polyethylene homopolymers and amido silicon oil Download PDFInfo
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- CN1059539A CN1059539A CN91108645A CN91108645A CN1059539A CN 1059539 A CN1059539 A CN 1059539A CN 91108645 A CN91108645 A CN 91108645A CN 91108645 A CN91108645 A CN 91108645A CN 1059539 A CN1059539 A CN 1059539A
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- reactor
- component
- temperature
- ethoxylation
- emulsion
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- -1 amido silicon Chemical compound 0.000 title claims abstract description 82
- 239000003921 oil Substances 0.000 title claims abstract description 32
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 28
- 239000010703 silicon Substances 0.000 title claims abstract description 28
- 238000004945 emulsification Methods 0.000 title claims abstract description 17
- 229920005638 polyethylene monopolymer Polymers 0.000 title description 2
- 238000000034 method Methods 0.000 claims abstract description 52
- 239000004698 Polyethylene Substances 0.000 claims abstract description 51
- 238000007046 ethoxylation reaction Methods 0.000 claims abstract description 51
- 229920000573 polyethylene Polymers 0.000 claims abstract description 51
- 239000002253 acid Substances 0.000 claims abstract description 14
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000003333 secondary alcohols Chemical class 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims abstract description 10
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 3
- 150000002632 lipids Chemical class 0.000 claims abstract description 3
- 239000000839 emulsion Substances 0.000 claims description 96
- 239000000203 mixture Substances 0.000 claims description 86
- 239000000463 material Substances 0.000 claims description 48
- 238000010438 heat treatment Methods 0.000 claims description 41
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 239000000123 paper Substances 0.000 claims description 25
- 239000004744 fabric Substances 0.000 claims description 18
- 229920002545 silicone oil Polymers 0.000 claims description 15
- 150000008431 aliphatic amides Chemical class 0.000 claims description 11
- 239000000835 fiber Substances 0.000 claims description 11
- 239000007795 chemical reaction product Substances 0.000 claims description 10
- 238000010792 warming Methods 0.000 claims description 9
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 claims description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 239000002390 adhesive tape Substances 0.000 claims description 7
- 230000000181 anti-adherent effect Effects 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 229920001903 high density polyethylene Polymers 0.000 claims description 5
- 239000004700 high-density polyethylene Substances 0.000 claims description 5
- 229920001684 low density polyethylene Polymers 0.000 claims description 5
- 239000004702 low-density polyethylene Substances 0.000 claims description 5
- 230000000630 rising effect Effects 0.000 claims description 4
- 159000000000 sodium salts Chemical class 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 230000001105 regulatory effect Effects 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims 1
- 235000011114 ammonium hydroxide Nutrition 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 239000002223 garnet Substances 0.000 claims 1
- 229920001897 terpolymer Polymers 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 11
- 239000000908 ammonium hydroxide Substances 0.000 abstract description 5
- 239000002245 particle Substances 0.000 description 44
- 239000000523 sample Substances 0.000 description 43
- 238000003756 stirring Methods 0.000 description 36
- 238000012360 testing method Methods 0.000 description 24
- 239000004753 textile Substances 0.000 description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 17
- 238000000605 extraction Methods 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 239000003973 paint Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 238000001816 cooling Methods 0.000 description 15
- 239000000654 additive Substances 0.000 description 14
- 230000000996 additive effect Effects 0.000 description 14
- 239000004530 micro-emulsion Substances 0.000 description 14
- 230000003287 optical effect Effects 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 230000006872 improvement Effects 0.000 description 7
- 235000013336 milk Nutrition 0.000 description 7
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- 210000004080 milk Anatomy 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 5
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- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 4
- 229940001584 sodium metabisulfite Drugs 0.000 description 4
- 235000010262 sodium metabisulphite Nutrition 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
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- 238000002296 dynamic light scattering Methods 0.000 description 3
- 238000005286 illumination Methods 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005253 cladding Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 229940063583 high-density polyethylene Drugs 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- 230000033001 locomotion Effects 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920000847 nonoxynol Polymers 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 230000003655 tactile properties Effects 0.000 description 2
- 239000012815 thermoplastic material Substances 0.000 description 2
- 229940087291 tridecyl alcohol Drugs 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- NDLNTMNRNCENRZ-UHFFFAOYSA-N 2-[2-hydroxyethyl(octadecyl)amino]ethanol Chemical compound CCCCCCCCCCCCCCCCCCN(CCO)CCO NDLNTMNRNCENRZ-UHFFFAOYSA-N 0.000 description 1
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000771208 Buchanania arborescens Species 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 206010052428 Wound Diseases 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- NBLKSVZGIFWHQH-UHFFFAOYSA-N [O].C(CCCCCCCC)C1=C(C=CC=C1)O Chemical compound [O].C(CCCCCCCC)C1=C(C=CC=C1)O NBLKSVZGIFWHQH-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005844 autocatalytic reaction Methods 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000020247 cow milk Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 238000004144 decalcomania Methods 0.000 description 1
- LVYZJEPLMYTTGH-UHFFFAOYSA-H dialuminum chloride pentahydroxide dihydrate Chemical compound [Cl-].[Al+3].[OH-].[OH-].[Al+3].[OH-].[OH-].[OH-].O.O LVYZJEPLMYTTGH-UHFFFAOYSA-H 0.000 description 1
- BJVWCKXHSNBHGB-UHFFFAOYSA-L disodium;chloride;hydroxide Chemical compound [OH-].[Na+].[Na+].[Cl-] BJVWCKXHSNBHGB-UHFFFAOYSA-L 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000002356 laser light scattering Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
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- 238000004448 titration Methods 0.000 description 1
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- 238000009827 uniform distribution Methods 0.000 description 1
- 239000012905 visible particle Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
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- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
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- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
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- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/495—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as oligomers or polymers
- C04B41/4961—Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"
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- C08L23/26—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment
- C08L23/30—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment by oxidation
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- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/152—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/165—Ethers
- D06M13/17—Polyoxyalkyleneglycol ethers
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
- Y10T428/252—Glass or ceramic [i.e., fired or glazed clay, cement, etc.] [porcelain, quartz, etc.]
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2962—Silane, silicone or siloxane in coating
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2967—Synthetic resin or polymer
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2967—Synthetic resin or polymer
- Y10T428/2969—Polyamide, polyimide or polyester
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2311—Coating or impregnation is a lubricant or a surface friction reducing agent other than specified as improving the "hand" of the fabric or increasing the softness thereof
- Y10T442/2328—Organosilicon containing
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Abstract
The present invention relates to comprise that oxidic polyethylene is total to emulsification with comprising the nonylphenol that is selected from ethoxylated fatty amine, ethoxylation, the primary alconol of ethoxylation, the secondary alcohol of ethoxylation or at least a amido silicon oil of other nonionic emulsifying agent, with and preparation method thereof.Emulsification also can further comprise lipid acid, ammonium hydroxide, Yan Heshui altogether.Simultaneously, disclose method and its product of producing this common emulsification.
Description
The present invention relates to common emulsification of amido silicon oil and oxidic polyethylene and preparation method thereof.
As everyone knows, the middle in a lot of fields widespread use of the emulsion of various organic compound.The application of emulsion for example is used in make-up composition, comprises cream, liquid, cosmetic compounds and the like.Other example comprises the lubricant as paper and fabric, flaky material, the tenderizer of fabric, fiber lubricant, paper separant, metal processing, coating and refiltered oil class I liquid I from subterranean strata.
A kind of special purpose of the emulsion that constitutes by silicone oil and other organic materials, such as: polyethylene is in field of textiles, as the lubricant in the fabrication processes and as conditioning agent with softening fabrics, perhaps other improve tactile property, are such as: " feel " of fiber (term " fiber " is called " textiles " interchangeably) and know.Be to comprise as the further benefit of lubricant with this class emulsion and reduce that pin corrodes and the pin wearing and tearing, improve wear-resisting, increase tear strength, and crease recovery.
The example of this class known compositions comprises " organic fibre with improved slip property " of the United States Patent (USP) 4,394,516 of Huber etc., and it relates to the polymeric silicoorganic compound that contain aryl and adopts this compound to improve the method for fiber slip property.United States Patent (USP) 4 at Cordova etc., 767, provide further example in 646: " wet abrasion-resistant yarn and cable ", it comprises with a kind of no nitrogen nonionic emulsifying agent emulsive and uses in the alkaline hydrated oxide and oxidic polyethylene, and further comprises the trimeric cyanamide amide waxe and further contain silicone compounds.The United States Patent (USP) 3 of Buchner etc., 844,826 is that " the clothes sewing thread that reduces friction " comprises a kind of sewing thread with improved slip property, it comprises a kind of polycarbonate-polydimethylsiloxaneblock block copolymers, preferably further further is included in the sewing thread of the poly-diorganosiloxane in its composition in its composition.
Name is called in the technical data sheet of " application of A-Co polyethylene in textiles ", but the group of emulsifiable polyethylene and the method for the emulsion that preparation comprises these products have been described, have given the favourable characteristic of fabric simultaneously by the application of these materials and composition.Yet, this data sheet and undeclared or the suggestion provided by the present invention in this.
Although contain emulsive oxidic polyethylene emulsion and contain silicone oil emulsification liquid and have good comprehensive performances as the emulsion that a kind of binding substances or concurrent mixture form, comprise such as: to fiber or both good lubricating property of fabric, yet because the relative cost of siliceous oil emulsion has been kept within bounds their application widely, in that this is well-known in the art.The polyethylene that uses oxidation and siliceous light wood material are not arranged as yet by emulsive composition and method altogether and use the emulsion that forms like this slip characteristic then with material improvement that silk thread, fiber, fabric and platelet-type to wide scope are provided in prior art.
Provide a kind of by being total to the goods that emulsification is formed, wherein emulsification is a kind of oxidic polyethylene or contains the stable moisture emulsification altogether of amido silicon oil polyethylene and ethylene copolymers altogether, is selected from the aliphatic amide that comprises ethoxylation, the octyl phenol of ethoxylation, the nonylphenol of ethoxylation, the primary alconol of ethoxylation, the secondary alcohol of ethoxylation or the group of other non-ionic emulsifier comprising at least a component.Emulsification also can comprise but be not to limit other component altogether, comprises lipid acid, ammonium hydroxide, salt and water.
Simultaneously, provide a kind of production to be coated with method with the preparation of the common emulsification that comprises oxidic polyethylene and amido silicon oil, may further comprise the steps as above-mentioned illustrated method wherein: at the described component of heating in the presence of the water and in sealing that band stirs, pressurized reaction vessel to the fusing point of oxidic polyethylene, further the temperature of rising component surpasses the fusing point of oxidic polyethylene to top temperature, keep this component in first timed interval of top temperature, the cooling component, and these goods are contacted fully with the emulsification altogether of generation.
Except other had explanation, all percentage ratios of involved concrete all compositions were weight percentage in whole specification sheets and claims.
Suitable polyethylene can be the low density and the high density ethylene homopolymers of oxidation, contains the multipolymer of acrylate and ethene, contains the ter-polymers of acrylate, ester class and ethene.These oxidized polyethylene preferably pass through between the KOH standard titration determination acid number about 5 and 55, and more preferably between about 10 and 45.Typically, these polyethylene are measured the density with about 0.85 to 1.05 scope by ASTM D-1505, scope between about 0.87 to about 1.05 more preferably, best about 0.9 to about 1.00 scopes.Preferably, these oxidic polyethylenes in the Brookfield of 140 ℃ of demonstrations viscosity at about 185 and 6000 centipoises (being designated hereinafter simply as " CPS "), more preferably about 190 and 6000CPS between scope, and best about 190 to 5500CPS.This class oxidic polyethylene at present can be commercial commercially available from Allied-Signal Corp, and the trade mark is A-C629 and 392.Described commodity have 0.93 density, 16 acid number and the Brookfield viscosity of 200CPS, and the latter has 0.99 density, 30 acid number and 4500, the Brookfield viscosity of CPS (when measuring) under 140 ℃ of temperature.
These oxidic polyethylenes that are used for reality of the present invention also available air or oxygen obtain by traditional method oxidic polyethylene.Its suitable method explanation is at Erchak, and in the United States Patent (USP) 3,322,711 of the United States Patent (USP) 3,060,163 of Jr, Bush etc., these methods are all as reference herein.
Can be used as suitable amido silicon oil of the present invention can be the amino organically-modified polysiloxane that widely illustrates, " the poly-diorganosiloxane " that promptly is known in the art.Preferable poly-diorganosiloxane comprises that those show the scope of amine neutralization equivalents between about 1000 and 3000, preferably in about 1200 and 3000 scope, best in about 1250 and 2800 scope.The example of the available commercial commercially available poly-diorganosiloxane in the present invention that is found comprises the extensive stock trade mark of sale.Comprise Dow Corning CSF and Dow Corning SSF in a kind of group of suitable material, they are sold with fabric-softening and lubricating composition.Described these materials are moderately viscous poly-diorganosiloxane, and its aminoalkyl group mainly adds and is connected on the polydimethylsiloxane structure.Illustrated amine neutralization equivalent is about 2000, is 0.96 in the proportion of 25 ℃ (77F), and has the viscosity of 1300 centistokes (CSt) in 25 ℃ (77F).Commercially comprise UCARSIL Magnasoft from the commercially available other material of Union Carbibe Corporation, and on the market as the yarn fabric softening compositio.Described these materials are a kind of low viscous amido silicon oils, and it has the viscosity of about 250CSt under 25 ℃ (77), 0.97 proportion under 25 ℃ (77).Other commercial poly-diorganosiloxane material that buys comprises the MASIL123 and the MASIL124 trade mark that is named as PPG-Mazer.
As already described, microemulsion comprises that at least a component is selected from the group of the secondary alcohol of the primary alconol of the nonylphenol of the octyl phenol of the aliphatic amide that comprises ethoxylation, ethoxylation, ethoxylation, ethoxylation, ethoxylation.At least a component that is selected from this group is added in polyethylene and the amido silicon oil, can it be called " additive system " with exchanging and only should " additive system " be understood to include one or more components according to the present invention to be selected from and to comprise: the group of the secondary alcohol of the nonylphenol of the aliphatic amide of ethoxylation, the octyl phenol of ethoxylation, ethoxylation, the primary alconol of ethoxylation, ethoxylation.And be interpreted as that further further composition, component, reagent and the like can be found in conjunction with using in the present invention, and can be known as useful additive in the art, be used in the group that term " additive " in this specification sheets and claims is understood that four kinds of components being not limited to illustrate.
The aliphatic amide that is suitable for the ethoxylation of reality of the present invention is those saturated undersaturated aliphatic amides illustrated and the ethylene oxide reaction.These materials are useful in reality of the present invention, normally can be described as ethylene oxide and hydrophobic material such as the condensation product of long chain aliphatic alcohol, ester, acid, ether or alkylphenol.Find to be by containing as the ethylene oxide of the hydrophilic segment of molecule partly for feature in conjunction with being used for these materials of the present invention.The suitable material of this type can relate to a kind of tallow amine that indicates the ethoxylation in the art of common usefulness.
The aliphatic amide of the preferable present commercial ethoxylation that can buy from AKZO Chemia America comprises " Ethomeen T-12 " and " Ethomeen18/12 " and is illustrated as the tallow amine of ethoxylation, is described more specifically to be two-(2-hydroxyethyl) tallow amine.Other example comprises " Varonic T-202 ", is illustrated as a kind of component with similar characteristics that above-mentioned Ethomeen T-12 links mutually, and believes it is identical on the function.At present can be from Sherex co., Chicago III, the Varonic T-202 that has bought.The amine of the preferable ethoxylation that can mention in addition comprises ethoxylation octyl phenol and nonylphenol, and they are reaction product of octyl phenol or nonylphenol and ethylene oxide.Comprise with the octyl phenol of preferable in the present invention ethoxylation and nonylphenol and to indicate the tensio-active agent of selling with " Igtpal Co-430 " and can buy from GAF company, it is a kind of ethylene oxide, more specifically for having poly-(ethylene oxy) ethanol of nonylphenol oxygen base that molecular weight 484 and boiling point surpass 93.30 ℃.
The alcohols of preferable ethoxylation comprises ethoxylation primary alconol and ethoxylation secondary alcohol, is suitable for the reaction product that comprises primary alconol or secondary alcohol and ethylene oxide in the reality of the present invention.These commercial suitable ethoxylation alcohols that buy comprise that the ethoxylation secondary alcohol " Ethal TDA-3 " that can be addressed from " the Tergitol 15-S-3 " that Dublin Union Carbide Corp has bought is the ethoxylation tridecyl alcohol that the reaction of chemical equivalent between 3 molar ethylene oxide compounds and the 1 mole of tridecyl alcohol produces: " Neodol ", it can be from commercial having bought of Shell oil Corp.
According to the present invention, polyethylene and amido silicon oil further comprise additive system be selected from the primary alconol of the nonylphenol of the octyl phenol of the aliphatic amide that comprises ethoxylation, ethoxylation, ethoxylation, ethoxylation, ethoxylation secondary alcohol at least a component of group wherein this additive system only comprise a kind of component, consider to select component to form 100% composition of additive system then.Yet, this additive system comprises that wherein a kind of composition of at least two kinds of components is ethoxylated fatty amine and another kind of composition or to be selected from this composition of organizing other members be preferable, and the meaning is meant that ethoxylated nonylphenol, oxyethyl group primary alconol and ethoxylation secondary alcohol are preferable.More preferably, the composition of this additive system is with the following component of following ratio: the aliphatic amide 40-100% mole of ethoxylation; The nonylphenol 0-60% mole of ethoxylation; Ethoxylation primary alconol 0-60% mole; Ethoxylation secondary alcohol 0-60% mole.Best, the relative molecular fraction of component makes additive system become following ratio; The aliphatic amide 60-100% mole of ethoxylation; Ethoxylated nonylphenol 0-40% mole; Ethoxylation primary alconol 0-40% mole; Ethoxylation secondary alcohol 0-40% mole.
Can be in the present composition in conjunction with additional component, and this class component may be with any amount of otherwise is damaged benefit of the present invention.
Water can exist with any amount that does not have damaging effect, depends on the emulsion prescription according to the technology of the present invention.Preferably, about 30 to 90% at total composition weight is more preferably, in 45-90%(weight), be included in 60 to 80%(weight in the weight of total composition best) water.
The further component that can be used in the microemulsion composition of preparation comprises acetate (both can be that Glacial acetic acid also can be a dilute acetic acid), and its adding can change the relative acidity (by regulating its relative pH value) of composition.Preferably, pH should keep regulating the relative affinity to the amine of ethoxylation, makes material show bigger avidity to the alkene in whole composition, and not to being included in the avidity of any water in the whole composition.
Hydrochloric acid both can be dense, and promptly about 37% concentration also can be a rare concentration, promptly 12% or the littler composition of the present invention that all can be included in preparation in.When adding, the function of hydrochloric acid provides the means of the relative pH of the whole composition of adjusting as described above.
Ammonium hydroxide is to be included in a kind of further useful reagent in the said composition, and preferably can adopt the dense ammonium hydroxide of about 30% concentration.Being present in according in the microemulsion composition of the present invention even more after a little while of ammonia, give said composition favourable effect: this can be come for a short time with respect to the opaqueness that does not contain the microemulsion that ammonia forms and be confirmed by the opaqueness that contains the microemulsion that ammonia forms.Prove that from the light transmission test of improved outward appearance and measurement it is the index of the relative particle size emulsion known in the art.
Sodium salt is not limited to comprise that sodium-chlor, sodium hydroxide and sodium metabisulfite can be used as a kind of bonded component, provides the required effect that reduces viscosity as salt, and can improve the color and the optical characteristics of said composition during for sodium metabisulfite when salt.Can use any type of sodium salt, such as finely divided powder, or particulate state, or similarly, this sodium salt may be dissolved in a kind of reagent or other component, for example (comprises the composition that then combines with other component) in water.This salt can be with various percentage ratios simultaneously, and may further include with do not damage actual effect of the present invention a small amount of promptly 20% or still less inert substance.
Though only mention special component above, other material in this area also be can be used in the composition of milk sap, this class additive is disclosed in this as a part of the present invention.
The method that forms microemulsion of the present invention comprises the steps: in a sealing and pressurized reaction vessel, constantly heating is used in the fusing point of the component of formation microemulsion to the oxidic polyethylene component under the stirring condition, further the temperature of this component of rising surpasses the fusing point of this oxidic polyethylene to top temperature, keep this component in top temperature in the 1st residence time, cool off this component then.In this method alternative example, the heating of component comprises two heating stepses; Be used in the 1st medium temperature that is heated to of the 1st heating rate, and composition is heated to top temperature from the 1st medium temperature in the 2nd heating rate then.Preferably, the 1st heating rate is greater than the 2nd heating rate, i.e. the heat transfer of unit time during the 1st heating rate is faster than the 2nd heating rate.
From the viewpoint of the operating parameters that can stand present method, any suitable containers can be used among the present invention.As an example, suitable reactor comprises the metallic reactors of metal, glass, lining glass.Preferable reaction vessel is the reaction vessel of the batch process type that can seal, and is that sufficient intensity is arranged, so that can tolerate in forming the microemulsion process because of component generation pressure.
Contemplated reaction can be carried out by any way, promptly can be with batch mode, and again can continuous mode or other operator scheme; Any reaction pattern can adopted working condition be successful providing herein.Preferably, this reaction is carried out with batch mode.
The component that whipping appts means in reactor can be by any device of well blend, or any method in exchange ground, and as an example, this class device comprises: rotate blade, water screw, stirring rod, impeller and the like, and other method can involving vibrations, the effective exercise of spin or other component in reactor.
In the preferable example of present method, with selected component comprise oxidation polyethylene, amido silicon oil and as the additive system of above-mentioned regulation, and the component that other is required packs into and comprises the reaction vessel of whipping appts, seals it.The fusing point of polyethylene component that the component of sealing under agitation is heated to oxidation under the 1st heating rate is in first timed interval, and then in second timed interval under the 2nd heating rate further elevated temperature to top temperature or surpass the about 7-10 of fusing point ℃ of oxidic polyethylene component, keep then this reactant in the highest lifting temperature or top temperature scope the one-period between 10-15 minute.After the cycle, with this material cool to room temperature.In whole process, keep stirring.
The order of the combination of reinforced or component is unfastidious, and they can add with any order with the reaction method that is suitable for reactor and employing.
The relative acidity of composition, promptly pH should be in judgement, to guarantee the suitable optically clear degree of microemulsion.Preferably, regulate the pH value, especially by changing the used acetic acid and/or the quantity of hydrochloric acid by the quantity that changes composition.Preferably, 4 to 6 the scope of should being maintained at about of the pH of microemulsion, more preferably in about scope of 4.5 to 5.5, and best scope between about 4.75 and 5.25.
This common emulsification product that is total to emulsification method forms the stable common emulsion of oxidic polyethylene and amido silicon oil, and its particle size is between 0.0001 and 100 micron.Preferably, the product of this method has the particle size between 0.001 and 5 micron, and the particle size between about 0.001 and 1 micron best.Low particle size of the present invention usually ranges the feature of " microemulsion " ".As known in the art, the particle size of less emulsion is strengthened the distribution of silicone oil in emulsion, and improve silicone oil any material such as: among the flaky material of fabric, paper or other type or its lip-deep distribution, and give required as oilness, structural improvement, perhaps owing to silicone oil or other required component minimizing quantitatively, along with taking place to form a kind of suitable common emulsion to give other performance.
The mensuration of each of composition and any reference composition optical characteristics determines its optical density (OD) to estimate by measuring its optical transmittance, otherwise and mutually, can derive the relative opaqueness of composition.This process is well-known in known art, and it is a useful coefficient that is contained in average particle size particle size in the composition.The evaluation of optical density (OD) is carried out with Klett-Summerson photoelectric color comparator 800-3 type, and it is equipped with the spectral filter of 66 spectral ranges of nominal between 640 and 700 millimicrons.Can measure corresponding optical density (OD) and light transmission percentage ratio by the value that the Klett-Summerson photoelectric color comparator provides thus for " Klett value ".
The mixture of emulsion altogether of the present invention and two kinds of emulsions, that is: polyethylene emulsion is carried out further optical assessment with the emulsion that contains amido silicon oil with Leitz Ortholux opticmicroscope.The variation of ratio of enlargement is described as follows: xenon source or be used in and make two kinds of light figure differs or also as being usually directed to " transmission details in a play not acted out on stage, but told through dialogues " in the principal mode field to improve the contrast of particular sample.That estimates the results are shown among Fig. 1-8.The result that the cationic emulsion that Fig. 1-3 expression is formed by two kinds of emulsion miscellanys produces, these two kinds of emulsions be under pressure in the mixture that in reactor, under stirring, the tallow amine tensio-active agent of a kind of low density oxidic polyethylene and 2 moles of ethoxylations is produced under the temperature of 110-115 ℃ of scope, the poly-diorganosiloxane material of employing is from the commercial commercially available Masill EM115 of PPG-Mazer Chemicals.Observe these two kinds of mixed emulsions amplifying under the situation of 260 times, 650 times and 1040 times.The common emulsion that Fig. 4-6 expression is formed according to the present invention, said composition illustrates in following examples K1.Similarly, the emulsion altogether of the present invention of the composition of Fig. 7-8 expression following examples C14 explanation.By observing as can be seen, with Fig. 1 of a dark illumination generation, show that in geometricdrawing usually particle is uneven, especially particle is expressed as 1,2 and 3.These particles have amorphous and irregular figure.Otherwise, Fig. 2, expression is being observed than under the high power with differing the same sample of rayed, presents two kinds of distinguishing particles particularly; The particle that shows in conjunction with Fig. 1 means in sightly have erose particle 4, and the particle of being seen 5 has circle or annular.Following Fig. 3 is presented at than two kinds under the high power amplification pre-previous same samples that amplify by differing optical illumination, and particle 6 shows the particle of common circle, about 10 microns of its diameter.The fuzzy internal representation particle 6 of particle 6 does not have internal structure, and hypothesis particle 6 is a kind of oil particles that is suspending.
Forward Fig. 4-6 to, illustrate according to having of the technology of the present invention K-1 that is listed in the table below and indicate " K1 " altogether sample of the common milk sap that forms of the component of milk sap.Adopt a dark light figure, wherein from the light of light source with near 45 ° angle by sample, the common emulsion particle that Fig. 4 explanation produces according to the technology of this specification sheets is uniform distribution more.Therefrom as can be seen, opposite with the sample of explanation on Fig. 1-3, all clearly appreciable particles on Fig. 4-6 are generally round figure and this particle and have internal structure.This class formation is seeing to such an extent that know that very it also throws light on Fig. 5 under a dark light figure, and as particle 7, the particle of indicating from Fig. 48 and 9 is difficult for a little seeing and draws.Structure according to the opposite appreciable inside in these particles of research with Fig. 1-3.In the time can't fully understanding, do not wish to be subjected to concrete one theory, suppose to comprise that for showing the polyethylene small pieces are blended in a kind of internal structure in the silicone oil in the viewed structure of Fig. 4-8, be expressed as common emulsion rather than the poly particle that separates and the drop that separates and/or the particle of silicone oil of polyethylene and silicone oil, as illustrated in Fig. 1-3, suggestion is described as particle.
Fig. 6 differs the further visible particle with above-mentioned internal structure that shows under the illumination.In addition under the light figure of dark space luminous Fig. 7 and 8 both two further emulsions (according to the component of the listed sample C14 of following table C1) altogether are described.Fig. 7 and 8 further specify success common emulsion its show particle with internal structure, be same as the particle of explanation on Fig. 4-6 on the performance significantly.
The sample of producing with Fig. 1-8 is the analysis of spectral method of the photon correlation by listing in following document further:
Laser Light Scattering, by B.Chupublished by Academic Press, New York, 1974; Dynamic Light Scattering, by B.Berne and R.Pecora, published by Wiley, New York, 1976 and Dynamic Light Scattering:Ap-Plications of Photon Correlation Spectroscopy, R.Pecora, editor published by Plenum Press, New York, the mensuration of 1985. particulate distribution of sizes can be measured by the listed method of following document from the analysis of photon correlation:
Provencher, S.; Hendrix, J.; DeMaeyer, J.J.Chem.Phys., 1975, Vol.69, P.4273 and Provencher, and S.Makromol.Chem., 1979, Vol.180, P.201.
The sample of Fig. 1-8 is according to the methods analyst and the combination content as a reference of mentioned publication explanation, and mensuration weight median particle diameter " dw ", several particle diameters " dn " and the equal particle diameter of Z-" dz " particle.These values are determined according to following formula:
M wherein
1Expression particulate quality, d
1Expression particle diameter, and n
1For having the unit mass number of particles.Diameter units is listed among the following table PD for μ m.
Table PD
Estimate
The diameter of product (μ m)
Sample d
wd
nd
z
Fig. 1-3 0.028 0.007 0.145
Fig. 4-6 0.023 0.006 0.076
Fig. 7-8 0.012 0.005 0.069
From these results reported, as can be seen, in the particulate number average diameter, dn is not significant different, and at the particulate weight-average diameter, d
wModerate difference is arranged, between the miscellany (sample of Fig. 1-3) of the sample (sample of Fig. 4-6 and Fig. 7-8) that forms by common emulsion and two kinds of emulsions according to technology of the present invention, the equal particle diameter of observed Z-of the present invention, d
zIt has tangible difference, and less than mixed emulsion.Expression emulsion particulate mean diameter is not altogether wished that relating to theory makes an explanation, and can be advised further that they provide a kind of improvement on lubricity less than the blended emulsion.
Above-mentioned common emulsion can contact on various goods so that the feature below one or more to be provided: improved oilness, improved anti-stick property, especially to the improved tactile property of single and textile application, mould and by the improved releasing agent of thermoplastic resin molded article.
Goods can give goods improved lubricating property by the above-mentioned commonization shape liquid of any effective means contact, described method comprises traditional method, this method but be not defined as: the dipping of the dipping of goods, at least a portion goods, spray, be coated with, brush in the above or other the method for emulsion altogether that contacts with goods.
Goods whole or comprise but be not defined as by fibrous to small part: textiles, fabric, rope, fibrous bundle, rolled paper, line, what is called " fiberfill " material, and other quilt gives the improvement (being often referred to the feel of textile fabrics) on tactile quality of improved oilness, goods, and the flexibility of improved goods.
Paper and other flexible sheet type product comprise but be not be defined as paper and by such as: sheet that the polyester thermoplastic material is made and film can provide the anti stick coating and have slip characteristic.Be total to the paper of emulsion coating and the anti-stick coating that flexible plate-shaped material provides the binding agent of a kind of useful carrier or a kind of wide scope with of the present invention, and other material shows adhesive property.
The class binding agent that discovery is used for altogether emulsion of the present invention is to have pressure-sensitive binding agent and other binding agent it need be applied to the surface of a material, is applied on separate paper, anti-adhesive tape or the residual plate with the protection pressure sensitive adhesives to use until being easy to.In use, this separate paper, anti-adhesive tape or residual plate are removed, and the major portion of pressure sensitive adhesives is removed from the material that is contacted that is applied.The example of this based article comprises: band, sheet, decalcomania, label, envelope and other paper and sheet shape goods and can apply pressure sensitive adhesives other goods thereon and do not enumerate one by one at this.
Find that emulsion altogether of the present invention is particularly useful for a kind of coating of described residual plate antiadhesion barrier, anti-adhesive tape or separate paper and it is characterized by pressure sensitive adhesives is had required bad cohesiveness.
The another kind of material that shows adhesive property comprises the goods that contain the bituminous composition and be made of pitch.The example of this based article comprises: roofing felt and other roof cladding, and the packaging vessel that is suitable for containing the bituminous composition.Microemulsion formulations altogether of the present invention provides and the structure with good anti-adhesion performance that contains the bituminous composition and used by the goods that pitch constitutes together.
Roof cladding is as being used in North America buildings, residential building usually and other can be described as having the basically sheet product of length greater than width usually, and two relative surfaces, " top " is generally a series of or alternative is placed the band that scribbles hot setting adhesive, and need to place inviscid non-stick material at " under face " (reverse side of roof boarding), perhaps when contacting, only show the non-stick material of limited bonding characteristic with hot setting adhesive.At production period, install and store during this class roof boarding, to their configuration of structure, the hot setting adhesive that the roof boarding of packing becomes aligned to be built up the upper strata of plate wherein will keep contacting with the more following non-stick material of adjacent roof boarding.Sticking pressing between the plate of adjacency before the installation of panel is very unwanted.At present, what be known in the art applies thermoplastic belt with silicone oil, comprises typical poly-(ethylene terephthalate), and it is applied over below the roof boarding.Yet this solution is solution expensive and that take a lot of work.
Emulsion altogether of the present invention is when contacting below plate, preferably below plate in the zone, the roof boarding contact temperature-sensitive binding agent of the adjacency before the installation of roof boarding is to provide satisfied anti-stick coating, and it can directly be applied over the following of roof boarding and form the layer of emulsion altogether thereon.In addition, altogether emulsion of the present invention can be used for producing anti-adhesive tape or fiber, paper or thermoplastic materials such as polyester belt, it scribble this common emulsion and then according to the traditional method that is known in the art be applied to roof boarding below.Preferably, these the anti-adhesive tapes or the material that are used as roof boarding are paper tape or sheet material, or polyester belt or sheet material; Best, the anti-adhesive tape of this class or material be such as the polyester belt or the sheet material that gather (ethylene terephthalate).
The bituminous packaging vessel is generally the container of paper, and it is used to contain asphaltic substances, can coat the emulsion altogether of the present invention that contacts with pitch on vessel surface.Provide improved anti-adhesion performance with uncoated packaging vessel emulsion altogether more of the present invention.
Usually, emulsion altogether of the present invention can be substituted in application, and wherein available silicone oil coating as known in the art also is used for substituting used silicone oil coating.
Below will be further specified by concrete representative specific embodiments of the invention.Should understand this special example only is for illustration purpose rather than qualification, do not breaking away under the scope of the invention, herein can implementation method purpose only in order further to understand.
Embodiment
In the explanation of following composition, and in the table, relate to the measurement of all each components, be unit except other has explanation external application (g) gram.The evaluation of emulsion is altogether tested slide plate in reaction product by soaking the glass that clearly partly cleans, and it is taken out, in the outward appearance of this some observation slide plate.
Embodiment C 1-C14
In having 2 liter volumetrical stainless steel reactors, reactor is outside to be equipped with the resistive heating system of pitch of the laps form and agitator and the thermometer that joins with change speed motor is housed pressing close to for it according to the prescription of Embodiment C 1-C14 composition.This reactor is called " reactor ", " reaction vessel " or " container " replaceably.Except other specifies, in each Example formulations with before producing, with this stainless steel reactor emptying and thoroughly cleaning.
The reaction product of each composition of gained, i.e. emulsion is estimated according to the Klett value that the producer's of Klett-Sum-merson photoelectric color comparator guidance is obtained from optical density (OD) and light transmission percentage ratio.The Corning PH that relative acidity or pH value are equipped with glass electrode by use counts and measures.
Embodiment C 1.
According to behind listed all components (except the 0.5g sodium-chlor) reactor of packing into of table C1 that reactor is airtight.In process of production reactor is not pressurizeed or do not inflate body.Start then the driven by motor agitator with the good stirring that guarantees component and with about 2 to 5 ℃/minute speed slowly the content in the heating container reach 110 ℃ temperature until the content of reactor.Heating system stopped and with it content cooling about 15-20 minute (by remove heater coil and with reactor leaching in the water of about 20-22 ℃ temperature).Cooling period, agitator continues operation and keeps stirring completely with the content that guarantees reactor.When reactor content reaches about 30-35 ℃ temperature, agitator is stopped, and open the 0.5g sodium-chlor that the reaction vessel adding is finely divided shape.Again reactor is sealed, start agitator again.As the front, start heating system and reactor and its content are heated with about 2-5 ℃/minute speed reach 110 ℃ temperature until the component in reactor.As previously described, component under successive stirs, is removed heating system, and in water-bath with reactor cooling until the temperature that reaches 30-35 ℃.
According to the Klett value of measuring is 425, and it is 085 corresponding to optical density (OD), and light transmission is 14%.It is 5.3 that the relative acidity test draws pH value.The glass slide test of milk sap shows that it has transparent outward appearance.Its result is summarised among the table C1.
Embodiment C 2
As adding all components in the reaction vessel of the above-mentioned production that is used in Embodiment C 1 and sealing it.Start the thorough mixing that stirs and guarantee component, and reaction vessel is heated.The temperature of component heats up according to the mode of listing in Embodiment C 1.After temperature reaches 110 ℃, provide heat to make to reaction vessel and kept 110 ℃ of constant temperature 10 minutes.Then turn off thermal source, make reaction vessel be cooled to 30-35 ℃ temperature.Stop stirring movement, and openable container.
By the above-mentioned method that is used for Embodiment C 1, estimate emulsion, with and the results are shown among the table C1.
Embodiment C 3
Add the pH value to 4.9 of the dilute hydrochloric acid adjusting emulsion of about 10% concentration to the reaction product of Embodiment C 2, and estimate any variation of emulsion on optics and physicals.Its test-results is listed among the table C1.
Embodiment C 4
Add reaction vessel with the ratio of listing in Varonic T-202 Igepal C0-430, acetic acid, sodium-chlor and water among the table C1.Reaction vessel is airtight and start stirring and fully mix guaranteeing, reaction vessel is heated to 25 ℃, and under 25 ℃ constant temperature, with contents stirred 15 minutes.Then, open reaction vessel, and add about 5ml dilute hydrochloric acid (about 10% concentration) adjusting pH value from 5.7 to 4.75.Then, add the Dow Corn-ing CSF of some amount and A-C-629 is airtight with reaction vessel, pressurization, stir again, and with reaction vessel from 90 ℃ to 110 ℃ of the temperature of beginning with 1 ℃/minute speed and reach 110 ℃, keep 110-111 ℃ temperature 15 minutes.Then finish heating reactor and content are cooled to 30-35 ℃.Open reaction vessel and test reaction product.It the results are shown in the table 1.
Embodiment C 5
Ethome-en T-12, the Igepal Co-430, acetic acid and the water that in sky and clean reaction vessel, add the quantity shown in the table C1.Reactor is airtight, and start stirring to guarantee stirring fully.To the reactor heat supply and make its content be warming up to 110 ℃, remove heating then and make reactor cooling.Stop to stir and opening container to add the concentrated hydrochloric acid of about 5.4g, the PH of conditioned reaction mixture from 5.7 to 4.95.Then add A-C629 and Dow Corning CSF to reaction mixture, closed reactor also pressurizes and stirs again.Then reactor 90 ℃ of speed with 1 ℃/minute of temperature from beginning are reheated to 110 ℃, when reaching 110 ℃, keep reactor,, and make reactor cooling then with its heat extraction this constant temperature following 1 minute pitch time.When reaching about 30-35 ℃ of temperature, stop to stir, and open reactor.When the slide plate of tested glass laboratory, the reaction mixture of gained is observed generation slightly like the lactous film.Add the 0.25g sodium metabisulfite to reaction mixture, closed reactor then, stirs again and heats up and reach 115 ℃ at pressurization.When reaching this temperature,, and make reactor cooling to about 30-35 ℃ with its heat extraction.Stop to stir and open reactor and add other 0.5g sodium metabisulfite, then, closed reactor, pressurization, stir again and heat and rise to 115 ℃ temperature to reaction mixture.With its heat extraction and allow reactor cooling to about 30-35 ℃ temperature.The emulsion of test gained is found that having the pH value is 4.85, and is cow's milk shape outward appearance.
Embodiment C 6
Except the export-oriented reactor of sodium hydroxide adds each all component of listing among the table C1.Airtight and the hotwire drive agitator with reactor.The content of reactor was stirred 1 hour down for 25 ℃ in constant temperature.Then, under the 1st about 2 ℃/minute speed, be warming up to 90-95 ℃ to the reactor content heat supply, reduce to then with under 1 ℃/minute the 2nd speed from 90-95 ℃ accelerated warming to 110 ℃.Then, restriction reactor heating content was kept 10 minutes in 110-112 ℃ of scope, then, with its heat extraction, and content was cooled off.When reaching about 30-35 ℃ of temperature, stop to stir, and open reactor.Add the granular sodium hydroxide of 0.2g90% concentration to reaction mixture, closed reactor then, stirs to reheat and is warming up to 110 ℃ again at pressurization, in heat as soon as after removing once more with the temperature of reactor cooling to about 30-35 ℃.It the results are shown in table C1 the emulsion that test produces.
Add Ac-629, Igepal Co-430 and the sodium hydroxide of listing in ratio among the table C1 to reaction vessel, to wherein adding 304.4ml water.Add acetic acid and the mixture that is dissolved in the 1g concentrated hydrochloric acid (37% concentration) in the 210ml water to reaction vessel then.Then, closed reactor and start agitator and stir completely guaranteeing.Be warming up to 105-110 ℃ to the reactor heat supply and with its content, and kept 10 minutes, then with its heat extraction and with reactor cooling in this temperature range.The heating end is cooled to reactor and its content 30-35 ℃ temperature.Open reaction vessel and test reaction product, it the results are shown in table C1.
Embodiment C 8
Reaction mixture to Embodiment C 7 further adds other 1.0g concentrated hydrochloric acid (37% concentration).Closed reactor and start agitator and stir completely guaranteeing then.To reactor and content heat supply thereof, be warming up to 110 ℃, and kept 1 minute in this temperature range, then, with its heat extraction, and with reactor cooling.Heating finishes reactor and content thereof be cooled to 30-35 ℃ temperature, opens reaction vessel and test reaction product, and it the results are shown in table C1.
Embodiment C 9
Reaction mixture to Embodiment C 8 further adds other 1.2g concentrated hydrochloric acid (37% concentration).Closed reactor and start agitator and stir completely guaranteeing then.To reactor and content heat supply thereof, be warming up to 110 ℃, and kept 1 minute, then with its heat extraction and with reactor cooling in this temperature range.After heating finishes, reactor and content thereof be cooled to 30-35 ℃ temperature.Reaction vessel is opened and the test reaction product, and its result shows table C1.
Embodiment C 10
Will list in the component of table C1 add reaction vessel, then that container is airtight and begin to stir, the temperature of container is risen to 75 ℃ from 22 ℃ under 2-5 ℃/minute the 1st speed, dazzle down from 75 ℃ of temperature ranges that rise to 104-108 ℃ 1 ℃/minute the 2nd speed then.Thus, the temperature of reactor content at 104-108 ℃ kept 10 minutes, after reactor end heat-up time, allow reactor cooling to 30-35 ℃.Estimate emulsion, it the results are shown in table C1.
Embodiment C 11
Will list in the component of table C1 add reactor, then that container is airtight and begin to stir.Then, with the temperature of container with under 2-4 ℃ the 1st speed from about 20 ℃ of temperature ranges that are raised to 78-80 ℃, in 78-80 ℃ temperature range, keep then 75 ℃ about 45 minutes.Then, the temperature of reaction mixture is further risen to 104-108 ℃ temperature range with 1 ℃/minute the 2nd speed.Thus, reactor content was kept 10 minutes in 104-108 ℃ scope, after reactor end heat-up time, allow it be cooled to 30-35 ℃.Estimate emulsion, it the results are shown in table C1, can be observed higher Klett value.
Embodiment C 12
Add all each components of listing in table C1 in reactor, comprise the A-C629 with acid number 16.2, closed reactor and hotwire are to drive agitator then.Content with reactor quickly heats up to 78 ℃ under 2 ℃/minute the 1st speed then, reduce to then with the 2nd about 1 ℃/minute speed with reactor content from 78 ℃ rise to 104-108 ℃ then control heating to keep reactor in 104-108 ℃ of temperature range 10 minutes, heat is removed then, makes content be cooled to about 30-35 ℃ temperature.Stop then stirring, and open reactor.The milk sap that test produces, it the results are shown in table Cl.
Embodiment C 13
A component with the A-C629 of acid number 15.9 replaces, and repeats to be used in the method for Embodiment C 12.The emulsion that test produces, it the results are shown in table Cl.Observe the Klett value of increase.
Embodiment C 14
Add all each components of listing in table Cl at reactor, comprise a quantity of ammonium hydroxide.Then the closed reactor hotwire is to drive agitator.Under the temperature with 15 minutes in 27 ℃ the content of contents stirred of reactor.Then to the reactor content heat supply in the 1st 20 minutes the timed interval to rise to 75 ℃ under 2.4 ℃/minute the first average temperature rise rate.Then, reduce heating rate the next one in about 33 minutes timed interval with 1 ℃/minute average temperature rise rate under the temperature of rising reactor.When reactor content reaches to 104 ℃, reduce and the control heating to keep reactor content 104-109 ℃ temperature range 10 minutes, then with heat extraction, content is quickly cooled to about 30-35 ℃ temperature by being immersed in 20-25 ℃ the water-bath.The emulsion that test produces, it the results are shown in table Cl.
Embodiment C 15
Repeat to be used in the process of Embodiment C 14 with the component of listing in table Cl.The emulsion of test gained, it the results are shown in table Cl.Observe the Klett value that increases a little.
Embodiment C 16
In the present embodiment, implement the common emulsifying effect of highdensity oxidic polyethylene and amido silicon oil.Add the component of listing in table Cl in reactor, stir component 1 hour in 25 ℃ temperature airtight back.The temperature of component will promote according to following temperature increase rate: in 25 ℃ of heating beginnings; Reached 100 ℃ in 30 minutes; Reached 124 ℃ in 45 minutes; Reached 129 ℃ in 55 minutes; Reached 133 ℃ in 60 minutes; Reached 135 ℃ at 62 minutes; Reached 138 ℃ at 72 minutes; This time with heat extraction, cool off in the water-bath under the room temperature by reactor leaching is.When being cooled, opening reactor, and glass is tested slide plate be immersed in during reaction mixes.This reaction mixture is rendered as transparent, wherein has middle-sized particle.Reactor is airtight once again, and with reaction mixture reheat in the following manner; Begin heating in 29 ℃; Reached 115 ℃ at 20 minutes; Reached 136 ℃ at 40 minutes; Reached 141 ℃ at 44 minutes; Reached 141 ℃ at 49 minutes; At this heat extraction and reactor cooled off in water-bath of naming a person for a particular job.Estimate the milk sap that produces, it the results are shown in table C1.
Embodiment C 17
A kind of high-density oxidic polyethylene and amido silicon oil are carried out further emulsifying effect altogether.Will list in component on the table C1 add reactor, airtight, stir and by following processing step heating: as the temperature of component in 27-28 ℃ to be stirred 45 minutes, and heating in the following manner then: as to begin heating in 27 ℃; At 35 minutes, reach 112 ℃; At 69 minutes, reach 130 ℃; At 76 minutes, reach 141 ℃; At 80 minutes, reach 145 ℃, at 86 minutes, reach 144 ℃; In this heat extraction and reactor cooled off in water-bath of naming a person for a particular job.Estimate the common emulsion that produces, it the results are shown in table C1.
Embodiment C 18
Polyethylene and amido silicon oil to the high-density oxidation carry out another common emulsifying effect.With list in the component of table on the C1 add reactor, airtight, stir and by following processing step heating: after reactor is airtight, the temperature of component in 24-29 ℃ at first stirred 10 minutes, then heating in the following manner: in 29 ℃ of heating beginnings; At 27 minutes, reach 100 ℃; At 45 minutes, reach 120 ℃; At 54 minutes, reach 130 ℃; At 64 minutes, reach 141 ℃; At 74 minutes, reach 144 ℃; At this heat extraction of naming a person for a particular job, with reactor cooling in the water-bath of room temperature.Estimate the common emulsion that produces and find it is good, it the results are shown on the table C1.
Embodiment C 19
A kind of new LDPE (film grade) and having than being used for the common emulsifying effect that front embodiment higher acid value forms.With list in the component of table on the C1 add reactor, airtight, reaction stirred in component keep 26 ℃ following 15 minutes.Then reactor is heated in the following manner: beginning in heating is 26 ℃; At 39 minutes, reach 90 ℃; At 45 minutes, at 100 ℃; At 49 minutes, reach 104 ℃; At 55 minutes, reach 106 ℃; Reached 105 ℃ at 59 minutes; At this heat extraction of naming a person for a particular job, and reactor and content cooled off in the water-bath of envrionment temperature between 20-30 ℃.When reactor content reaches 35 ℃, open reactor and estimate emulsion altogether.It the results are shown on the table C1.
Embodiment C 20
Be used in the common emulsification method that the identical component that forms Embodiment C 19 repeats Embodiment C 19, the ammonia of various interpolations is joined this initial mixture with the effect of estimating polyethylene acidity and to the emulsifying process and the effect of emulsion altogether altogether.Estimate the common emulsion that produces, it the results are shown on the table C1.
Embodiment C 21
To comprise than the used new LDPE (film grade) in front and the component of listing in table C1 adding reactor that reactant airtight and that will have various components stirred 15 minutes in 24-26 ℃ with different acid numbers.Then reactor is heated by following mode: begin to be heated to be 26 ℃; At 26 minutes, reach 101 ℃; At 31 minutes, reach 104 ℃; At 39 minutes, reach 104 ℃; Cool off at this heat extraction and will having in the water-bath of reactor under 20-30 ℃ envrionment temperature of content of naming a person for a particular job.When reactor content reaches about 35 ℃ temperature, reactor is opened and is estimated common emulsion, it the results are shown on the table C1.
Embodiment C 22
With two step method preparation emulsion altogether, wherein produce " pre--emulsion " altogether material earlier, then with pre--be total to the emulsion material to form common emulsion.
In reactor, add low-molecular-weight polyethylene and the 32g Dow CSF amido silicon oil that 128gA-C629 has acid number 15.7.Reactor is airtight and component stirred, during the temperature of component is risen to 112 ℃ so that polyethylene fusing and keeping 5 minutes in this temperature then, then with reactor and content cooling.Reactor content is rendered as the hard wax shape material of even performance, and is cream-coloured color.This material has formed in advance-has been total to the emulsion material.
In going on foot down, add in advance-be total to the remaining component of listing in table C1 in the emulsion material, reactor is airtight, begin to stir, and reactor is heated: beginning to be heated to be 24-26 ℃ by following mode, component is heated to 104 ℃ then, at this point, component kept 10 minutes pitch time 104-115 ℃ temperature range.Then, with heat extraction, and between 20-30 ℃, cool off in the water-bath of envrionment temperature.When reactor content reaches about 35 ℃, open the common emulsion of reactor evaluations gained.It the results are shown in table C1.The common emulsion of gained is muddy and observe and contain particle for some in appearance.
Embodiment C 23
As the common emulsion of another kind of two step method preparation in Embodiment C 22, the quantity of used material is listed on the table C1.
The a quantity of low molecular weight polyethylene that will have the A-C629 of acid number 15.7 adds in the reactor, be heated to 105 ℃ then with melting polyethylene, as soon as fusing, Dow CSF amido silicon oil is charged in the reactor, mixture is multiviscosisty at once, follow mixture from reactor impouring one aluminium dish, the mixture of emulsified material in advance-altogether wherein is cured.
In going on foot down, at first break into the pre-emulsified material altogether of the first step into pieces small pieces, and be added in the reactor, will list in the remaining component adding of table Cl then.Then, closed reactor, begin to stir, then, reactor heats in the following manner: in 24-26 ℃ of heating beginning, then rapid heating component to 92 ℃ rose to 104 ℃ at 19 minutes, then at other 10 minutes more slowly, temperature only rises to 108 ℃, keeps 10 minutes the timed interval of component under the temperature between 104-108 ℃ thus.Then, with heat extraction, and cool off in the water-bath with reactor envrionment temperature between 20-30 ℃.After reactor fully cools off, open reactor and estimate the common emulsion that produces.It the results are shown on the table C1.The common emulsion that produces has muddiness in appearance slightly, and observes and contain particle.
Embodiment C 24
Add all and list in each component of showing among the C1 in reactor, closed reactor and hotwire are to drive agitator then.Content with reactor is heated to 90 ℃ from about 24 ℃ of the 1st speed with 2 ℃/minute fast then, and with the 2nd speed of reducing to 1 ℃/minute reactor content is warming up to 104 ℃ from 90 ℃ then.Then, temperature was remained on 104-108 ℃ of scope 10 minutes.Then, with heat extraction, content is cooled to about 30-35 ℃ temperature.Then agitator is stopped and opening reactor.The emulsion that observation post gets to be producing a transparent slide plate, and for further testing and show the result on the table C1.
Embodiment C 25
Prepare another kind of emulsion as embodiment C22 and C23 with two step method.The quantity of material therefor is listed in table C1.
In reactor, add and have the low-molecular-weight poly deal of A-C629 of acid number 15.7, be heated to 125 ℃ then with melting polyethylene, as soon as fusing will add to the scutellate potassium hydroxide of 87% concentration of water co-blended and contain in the poly reactor.After 5 minutes, in reactor, further add Dow CSF amido silicon oil, when it is charged into reactor, observe the component retrogradation.Further continue to stir 1-2 minute, stop then stirring and will form pre--be total in the component impouring dish of emulsified substance and allow its curing.This solidified material presents the wax shape, and is with lurid color.
In next step, emulsified substance takes out from dish in advance-altogether, and at first it is ground into small pieces, adds to reactor again, adds then and lists in the remaining component of showing among the C1.Then that reactor is airtight, start stirring, and in the following manner reactor heat: heat and begin to be 24-26 ℃, then component is heated to 76 ℃, rise to 104 ℃ with 1 ℃/minute of slower speed from 76 ℃ again, control heating at this moment is to remain in 104-110 ℃ the temperature range 10 minutes.Then, heating unit is removed and reactor is cooled off in having 20-30 ℃ the water-bath of envrionment temperature.After reactor content is fully cooled off, open reactor and estimate the common emulsion of gained.It the results are shown on the table C1.The common emulsion of gained presents a small amount of big wax particle, and it is clipped in the surface and does not melt, yet, observe formed remaining common emulsion in appearance only for muddy a little, do not observe particle on the contrary.
Embodiment K1-K13
Have and list in table all components among the KS-1 and prepare other sample by equipment that is listed in the foregoing description C10-C15 usually and method.
Various concentration of material change with listed percentage ratio.List a series of acidity and the optical property of gained sample.
Embodiment P1-P8
List among the table PS-1 as a kind of composition P1-P8(of kinetic coefficient defined of friction of paper matrix in order to measure the present composition) for what produce according to the general method that is used for Embodiment C 1-C15.
For sake of comparison, sample is made into four kinds of compositions of purpose as a comparison in contrast.They comprise: the sample P5 of amido silicon oil contrast; The sample P6 that constitutes by new LDPE (film grade); The sample P7 that constitutes by high density polyethylene(HDPE); And the sample P8 that does not contain the blank paper substrate of contrast of lubricant.Paper substrate is Westvaco Sterling II Litho Gloss, has 80
#The reel offset paper of specified weight.Composition P1-P8 is used
#The calendering cylinder of 6 wire-wounds is coated on the paper, and it draws the wet film thickness of 0.54 mil (one-thousandth of an inch).All compositions use adhering to the composition of assurance composition and the film of homogeneous of 30% non-volatile content.
The evaluation of each composition under two kinds of different contact conditions: " covering with paint/covering with paint " and " covering with paint/non-covering with paint ", two surface in contacts that so-called " covering with paint/cover with paint, lacquer, colour wash, etc. " means the paper substrate that is used in arbitrary special evaluation scribble special composition, can estimate the mensuration of the friction dynamics coefficient on the surface of two coverings with paint.In similar method, one of two surface in contacts that so-called " covering with paint/non-covering with paint " means the paper substrate that is used in evaluation scribbles composition, can estimate with respect to the mensuration of the friction dynamics coefficient on a paper surface non-covering with paint or " cleaning " the surface of a covering with paint.Testing Machines is passed through in the measurement of frictional coefficient, the No that 1nc produces, and " the frictional coefficient tester " of 32-25 model carries out.This device comprises the plate and the mensuration angle of the inclination of the sled that has weight, makes the sled motion that increases the weight of on the matrix of each covering with paint.This tangent of an angle value is used as the COF of arbitrary test.
To each test result of composition P1-P8 for putting in order by " covering with paint/cover with paint, lacquer, colour wash, etc. " and " covering with paint/non-covering with paint " two aspects from four discrete trials of each sample.Result each time from four tests averages to determine kinetics COF value to special composition, and it the results are shown among the following table PS-2.
From these test results as can be seen, determine the COF value of gained to being total to microemulsion formulations, no matter this class is total to emulsion is adopted low density or highdensity polyethylene in prescription, normally provide improved numerical value than the microemulsion formulations that single component is only arranged on the performance characteristic of report.Relate to the P2 result relevant especially as can be seen with P3.
The composition of test is combined the effect of using said composition to estimate with fiber and fabric sample.The evaluation of fabric sample is undertaken by handling 65/35 polyester/cotton filter cloth, and each sample is 14.5 * 18 inches square squares.The fabric sample of preparation respectively with each piece in that to contain the trade mark be that T1-T16(is shown on the following table TS-1) the liquid bath of composition in handle.These liquid bath are well-known in the textile technology field, and typically comprise main component water, and other additive of minor consistuent such as tenderizer, various resins comprise: permanent-press resin, and other is used in other required component in the textile treatment.
About these samples, sample T
1Be with other additive control sample for comprising water; Sample T2-T5 is the sample that comprises according to emulsion altogether of the present invention and amido silicon oil, and sample T6-T8 is the additional control sample of various emulsions; Sample Ta is a control sample, and it comprises the DP resin " Reactex LFF " of the glyoxal material of water and autocatalysis, and as the permanent set finishing composition, and its characteristics are shunk contrast for low formaldehyde, and it can buy from Ivax Jndnstries is commercial; Sample T10-T13 is the sample that comprises according to emulsion altogether of the present invention and amido silicon oil, and further comprises competent molding resin; Sample T14-T16 is the other sample with various emulsions; The examination emulsion is to be similar to the sample that is used for being listed in the method preparation of showing the production of C1 sample; Each sample contacts with textiles with method as known in the art, and each that makes that textiles has 56% wet pickup and each sample is by following physical property evaluation: tensile strength, according to the AATCC testing program; " feel " uses four-point method, and wherein 1 value is the super feel characteristic of expression, and 4 value is " feel " characteristic of difference; " Hunter whiteness " (Hunter Whiteness), crease recovery, the Stoll deflection of the warp-wise of fabric sample and broadwise, and the warp-wise of fabric sample and the tear strength of broadwise test according to the test method of AATCC.On table TS-1, the test result of composition at fabric sample is described, it the results are shown on the following table TS-2.
Result from table TS-2 can find out, adopts all tensile strength performance of composition of emulsion altogether, and the sample of the emulsion of Hunter whiteness and crease recovery value and single component is T6-T8, all shown correlative values of T14-T16.A significant improvement on feel, by the composition T2-T6 explanation that comprises common emulsion, the sample of observing the textiles of handling with emulsion altogether simultaneously the Stoll flexural property with the milk sap that contains single component, the i.e. comparing result of T6-T8 and T14-T16.
Estimate the textiles small pieces that the composition list in T1-T16 is incorporated into 65%/35% polyester/cotton woven simultaneously, to estimate the pin puncture performance of the textiles small pieces of handling.These textiles small pieces are according to the textiles small pieces preparation of listing in table TS-1.The lubricated textiles small pieces of test adopt 16/1 pin at Singer 282 type sewing machines with the textiles of 5000 pins/minute speed by 4 layers by 4 passages.The result of process of the test these characteristics as can be seen is shown on the table TS-2.From these results as can be seen, this pin keeps clean by all samples (except the T1 that do not contain emulsion and the sample of two reference composition of T9).
The invention provides the composition of common emulsion as can be seen as the processing characteristics that is intended to improve textiles, line and paper by above-mentioned basis, especially herein the improvement of textiles aspect feel of handling with emulsion altogether, it combines with other component with the amido silicon oil tenderizer of relatively small amount provides this class improved characteristic.This class advantage is that the component that effectively uses this class to contain silicone oil allows higher expense and do not abandon its performance characteristic, greatly improves the key property of this material with this common emulsion.
By this specification sheets and listed embodiment as detailed explanation rather than restriction the present invention, technology of the present invention can be used for various modifications and change, and this improvement changes and can draw in not breaking away from the spirit and scope of the present invention and part thereof, and described the present invention will limit in following claim.
Claims (10)
1, a kind of liquid composition, comprise a kind of emulsion altogether, its feature comprises and is selected from high density polyethylene(HDPE) homopolymer, low density polyethylene homopolymer, polyethylene/acrylate copolymer, contains the polyethylene three multipolymer of acrylate and contains at least a oxidic polyethylene and at least a amido silicon oil of Natene group of the poly terpolymer of ester.
2, goods as claimed in claim 1 is characterized in that described amido silicon oil is poly-two organic radical silicone oil.
3, goods as claimed in claim 1 is characterized in that described poly-two organic radical silicone oil are the poly-organic radical silicone oil with amido neutralization equivalent scope between about 1000 and 3000.
4, aqueous composition as claimed in claim 1, it is characterized in that said composition further comprises the aliphatic amide that is selected from ethoxylation, the octyl phenol of ethoxylation, the nonylphenol of ethoxylation, the primary alconol of ethoxylation, the secondary alcohol of ethoxylation, at least a component of the group that nonionic emulsifying agent, lipid acid, aqua ammonia and sodium salt are formed.
5, composition as claimed in claim 4 is characterized in that described ethoxylated fatty amine is a reaction product saturated or unsaturated aliphatic amide and ethylene oxide reaction.
6, a kind of production method that comprises the aqueous composition of each common emulsion in the aforesaid right requirement, it is characterized in that this method comprises: the polyethylene and the amido silicon oil of oxidation are added in reaction vessel, and the temperature of rising oxidic polyethylene and amido silicon oil is at least to the fusing point of oxidic polyethylene component.
7, method as claimed in claim 6 is characterized in that further comprising: the temperature of this component that raises surpasses fusing point to a top temperature of oxidic polyethylene, then keep this component in this top temperature in first residence time.
8, method as claimed in claim 6, it is characterized in that this method comprises: the temperature of under agitation raise oxidic polyethylene and amido silicon oil, pass through the fusing point of oxidic polyethylene component in the 1st timed interval with the 1st heating rate, then, during second timed interval, further be warming up to top temperature or surpass the about 7-10 of fusing point ℃ top temperature scope of oxidic polyethylene, and keep this reactant under this top temperature or the highest temperature range about 10-15 minute with the 2nd heating rate.
9, method as claimed in claim 6 is characterized in that this method comprises that further regulating the PH that is total to emulsification keeps the step of PH in the scope of 4-6.
10, scribble each the goods of composition of claim 1 to 5 a kind of comprising to small part, it is characterized in that described goods are selected to comprise: fabric, fiber, rope, fibrous bundle, reticulation, thread, fiber choke material, paper, residual plate, anti-adhesive tape, such as the bituminous carpet goods of roofing paper and garnet paper.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57848690A | 1990-09-07 | 1990-09-07 | |
| US578,486 | 1990-09-07 | ||
| US698,230 | 1991-05-10 | ||
| US07/698,230 US5238731A (en) | 1991-05-10 | 1991-05-10 | Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1059539A true CN1059539A (en) | 1992-03-18 |
| CN1058274C CN1058274C (en) | 2000-11-08 |
Family
ID=27077510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN91108645A Expired - Fee Related CN1058274C (en) | 1990-09-07 | 1991-08-31 | Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | USRE35229E (en) |
| EP (1) | EP0547157A1 (en) |
| JP (1) | JPH06501281A (en) |
| KR (1) | KR930702578A (en) |
| CN (1) | CN1058274C (en) |
| WO (1) | WO1992004409A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1809612B (en) * | 2003-06-24 | 2010-09-01 | 澳大利亚聚合物股份有限公司 | Acrylic dispersing agents in nanocomposites |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2270919B (en) * | 1992-09-26 | 1996-04-24 | Sandoz Ltd | Aqueous wax and silicone dispersions,their production and use |
| DE4329244A1 (en) * | 1993-08-31 | 1995-03-02 | Sandoz Ag | Aqueous wax and silicone dispersions, their preparation and use |
| DE4433597C2 (en) * | 1993-09-28 | 1996-10-02 | Clariant Finance Bvi Ltd | Process for increasing the wet lubricity of textile material and wet lubricant therefor |
| AU706728B2 (en) * | 1994-02-01 | 1999-06-24 | Moore North America, Inc. | Printable release compositions for adhesive articles |
| US5478880A (en) * | 1994-02-01 | 1995-12-26 | Moore Business Forms, Inc. | Printable release |
| DE4403478A1 (en) * | 1994-02-04 | 1995-08-10 | Basf Ag | Process for producing prints according to the offset heatset process |
| ES2109144B1 (en) * | 1994-10-28 | 1998-08-16 | Productes Del Latex S A | COMPOSITION FOR THE COATING OF RUBBER OR LATEX ARTICLES. |
| US6143812A (en) * | 1998-08-25 | 2000-11-07 | Wacker Silicones Corporation | Asphalt release agents and use thereof |
| CA2327034C (en) | 1999-12-01 | 2007-07-17 | Canon Kabushiki Kaisha | Method of reforming element surface, element with reformed surface, method of manufacturing element with reformed surface, surface treatment liquid for forming reformed surface, and method of manufacturing surface treatment liquid |
| CA2327067A1 (en) | 1999-12-06 | 2001-06-06 | Canon Kabushiki Kaisha | Surface reformed fiber body, liquid container using fiber absorber, and method of producing fiber absorber for use in liquid ejection |
| DE10015174A1 (en) * | 2000-03-27 | 2001-10-04 | Basf Ag | Stable aqueous polymer emulsion, useful for the treatment of textiles, comprises polyolefin oxylates, aminofunctionalized polyorganosiloxanes, non-ionic emulsifiers and water |
| US6649692B2 (en) | 2001-02-20 | 2003-11-18 | Crompton Corporation | Organopolysiloxane composition, emulsion-forming concentrates and aqueous emulsions formed therefrom and use of the emulsions in the treatment of textiles |
| US6576087B1 (en) * | 2001-11-15 | 2003-06-10 | Kimberly-Clark Worldwide, Inc. | Soft absorbent tissue containing polysiloxanes |
| US6582558B1 (en) | 2001-11-15 | 2003-06-24 | Kimberly-Clark Worldwide, Inc. | Soft absorbent tissue containing hydrophilic polysiloxanes |
| US20040023818A1 (en) * | 2002-08-05 | 2004-02-05 | Nguyen Philip D. | Method and product for enhancing the clean-up of hydrocarbon-producing well |
| US7140153B1 (en) * | 2002-08-26 | 2006-11-28 | Davinci Roofscapes, Llc | Synthetic roofing shingles |
| US11174200B2 (en) | 2017-09-13 | 2021-11-16 | Honeywell International Inc. | Stable asphalt emulsions, methods of forming the same, and composite structures formed from the same |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3904805A (en) * | 1973-01-22 | 1975-09-09 | Union Carbide Corp | Sizing organic fibers |
| JPS61115988A (en) * | 1984-11-12 | 1986-06-03 | Mitsubishi Chem Ind Ltd | Water-repellant composition |
| DK10386A (en) * | 1985-01-10 | 1986-07-11 | United Merchants & Mfg | WATER-BASED ADMINISTRATIVE CONNECTION OF THE ART THAT CAN BE USED AGAIN AND AGAIN |
| US4767646A (en) * | 1985-10-24 | 1988-08-30 | Allied Corporation | Wet abrasion resistant yarn and cordage |
| DE3542725A1 (en) * | 1985-12-03 | 1987-06-04 | Hoffmann Staerkefabriken Ag | LAUNDRY TREATMENT AGENT |
| US4935464A (en) * | 1987-04-30 | 1990-06-19 | Toray Silicone Company Limited | Organopolysiloxane microemulsion, process for its production and application thereof |
| GB8815162D0 (en) * | 1988-06-25 | 1988-08-03 | Avery International Corp | Improvements relating to release liners |
| DE4007136A1 (en) * | 1989-08-05 | 1991-09-12 | Pfersee Chem Fab | COMPOSITION IN THE FORM OF AN AQUEOUS DISPERSION AND METHOD FOR TREATING FIBER MATERIALS |
-
1991
- 1991-08-31 CN CN91108645A patent/CN1058274C/en not_active Expired - Fee Related
- 1991-09-05 JP JP3516687A patent/JPH06501281A/en active Pending
- 1991-09-05 KR KR1019930700679A patent/KR930702578A/en not_active Application Discontinuation
- 1991-09-05 WO PCT/US1991/006342 patent/WO1992004409A1/en not_active Application Discontinuation
- 1991-09-05 EP EP91917878A patent/EP0547157A1/en not_active Withdrawn
-
1995
- 1995-03-22 US US08/408,502 patent/USRE35229E/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1809612B (en) * | 2003-06-24 | 2010-09-01 | 澳大利亚聚合物股份有限公司 | Acrylic dispersing agents in nanocomposites |
Also Published As
| Publication number | Publication date |
|---|---|
| USRE35229E (en) | 1996-05-07 |
| CN1058274C (en) | 2000-11-08 |
| EP0547157A1 (en) | 1993-06-23 |
| JPH06501281A (en) | 1994-02-10 |
| KR930702578A (en) | 1993-09-09 |
| WO1992004409A1 (en) | 1992-03-19 |
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