HU226746B1 - Process for producing a polymer by polymerization of a monomer having an ethylenic double bond - Google Patents
Process for producing a polymer by polymerization of a monomer having an ethylenic double bond Download PDFInfo
- Publication number
- HU226746B1 HU226746B1 HU9900259A HUP9900259A HU226746B1 HU 226746 B1 HU226746 B1 HU 226746B1 HU 9900259 A HU9900259 A HU 9900259A HU P9900259 A HUP9900259 A HU P9900259A HU 226746 B1 HU226746 B1 HU 226746B1
- Authority
- HU
- Hungary
- Prior art keywords
- coating
- water
- acid
- compound
- polymerization
- Prior art date
Links
- 238000006116 polymerization reaction Methods 0.000 title claims description 149
- 229920000642 polymer Polymers 0.000 title claims description 83
- 238000000034 method Methods 0.000 title claims description 52
- 239000000178 monomer Substances 0.000 title claims description 46
- 230000008569 process Effects 0.000 title claims description 39
- 238000000576 coating method Methods 0.000 claims description 300
- 239000011248 coating agent Substances 0.000 claims description 284
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 137
- 239000007859 condensation product Substances 0.000 claims description 91
- 239000007788 liquid Substances 0.000 claims description 82
- 239000012530 fluid Substances 0.000 claims description 70
- 239000010410 layer Substances 0.000 claims description 67
- 150000001875 compounds Chemical class 0.000 claims description 64
- -1 aldehyde compound Chemical class 0.000 claims description 60
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 43
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 39
- 239000002253 acid Substances 0.000 claims description 30
- 150000004982 aromatic amines Chemical class 0.000 claims description 29
- 239000000084 colloidal system Substances 0.000 claims description 26
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 25
- 239000003960 organic solvent Substances 0.000 claims description 21
- 238000004519 manufacturing process Methods 0.000 claims description 20
- 229940079877 pyrogallol Drugs 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 14
- 229920003169 water-soluble polymer Polymers 0.000 claims description 14
- 150000008442 polyphenolic compounds Polymers 0.000 claims description 10
- 150000001491 aromatic compounds Chemical class 0.000 claims description 9
- 239000011247 coating layer Substances 0.000 claims description 9
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 9
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 239000005977 Ethylene Substances 0.000 claims description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 150000007513 acids Chemical class 0.000 claims description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 229920000159 gelatin Polymers 0.000 claims description 6
- 235000019322 gelatine Nutrition 0.000 claims description 6
- 230000000379 polymerizing effect Effects 0.000 claims description 6
- 150000003568 thioethers Chemical class 0.000 claims description 6
- 229920002125 Sokalan® Polymers 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229920006317 cationic polymer Polymers 0.000 claims description 5
- 150000002433 hydrophilic molecules Chemical class 0.000 claims description 5
- 229920000609 methyl cellulose Polymers 0.000 claims description 5
- 239000001923 methylcellulose Substances 0.000 claims description 5
- 235000010981 methylcellulose Nutrition 0.000 claims description 5
- 239000004584 polyacrylic acid Substances 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000004793 Polystyrene Substances 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 229920006318 anionic polymer Polymers 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 235000010216 calcium carbonate Nutrition 0.000 claims description 4
- 239000001506 calcium phosphate Substances 0.000 claims description 4
- 229910000389 calcium phosphate Inorganic materials 0.000 claims description 4
- 235000011010 calcium phosphates Nutrition 0.000 claims description 4
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 4
- 239000005018 casein Substances 0.000 claims description 4
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims description 4
- 235000021240 caseins Nutrition 0.000 claims description 4
- 238000005227 gel permeation chromatography Methods 0.000 claims description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 4
- 229920002223 polystyrene Polymers 0.000 claims description 4
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 4
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 3
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 3
- 229920001661 Chitosan Polymers 0.000 claims description 3
- 108010010803 Gelatin Proteins 0.000 claims description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 3
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 claims description 3
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- 235000010443 alginic acid Nutrition 0.000 claims description 3
- 239000000783 alginic acid Substances 0.000 claims description 3
- 229920000615 alginic acid Polymers 0.000 claims description 3
- 229960001126 alginic acid Drugs 0.000 claims description 3
- 150000004781 alginic acids Chemical class 0.000 claims description 3
- 229910052910 alkali metal silicate Inorganic materials 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 239000001110 calcium chloride Substances 0.000 claims description 3
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 3
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 3
- 229940105329 carboxymethylcellulose Drugs 0.000 claims description 3
- 235000010418 carrageenan Nutrition 0.000 claims description 3
- 239000000679 carrageenan Substances 0.000 claims description 3
- 229920001525 carrageenan Polymers 0.000 claims description 3
- 229940113118 carrageenan Drugs 0.000 claims description 3
- 239000008273 gelatin Substances 0.000 claims description 3
- 235000011852 gelatine desserts Nutrition 0.000 claims description 3
- 229920002674 hyaluronan Polymers 0.000 claims description 3
- 229960003160 hyaluronic acid Drugs 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 3
- GVALZJMUIHGIMD-UHFFFAOYSA-H magnesium phosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GVALZJMUIHGIMD-UHFFFAOYSA-H 0.000 claims description 3
- 239000004137 magnesium phosphate Substances 0.000 claims description 3
- 229960002261 magnesium phosphate Drugs 0.000 claims description 3
- 229910000157 magnesium phosphate Inorganic materials 0.000 claims description 3
- 235000010994 magnesium phosphates Nutrition 0.000 claims description 3
- 239000010936 titanium Substances 0.000 claims description 3
- VLCLHFYFMCKBRP-UHFFFAOYSA-N tricalcium;diborate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]B([O-])[O-].[O-]B([O-])[O-] VLCLHFYFMCKBRP-UHFFFAOYSA-N 0.000 claims description 3
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 3
- 108010076119 Caseins Proteins 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- 229920002230 Pectic acid Polymers 0.000 claims description 2
- WAKZZMMCDILMEF-UHFFFAOYSA-H barium(2+);diphosphate Chemical compound [Ba+2].[Ba+2].[Ba+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O WAKZZMMCDILMEF-UHFFFAOYSA-H 0.000 claims description 2
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 claims description 2
- 229940043256 calcium pyrophosphate Drugs 0.000 claims description 2
- VEJCUEBBRSCJRP-UHFFFAOYSA-L calcium;hydron;phosphonato phosphate Chemical compound [Ca+2].OP(O)(=O)OP([O-])([O-])=O VEJCUEBBRSCJRP-UHFFFAOYSA-L 0.000 claims description 2
- 235000019821 dicalcium diphosphate Nutrition 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 2
- 239000001095 magnesium carbonate Substances 0.000 claims description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims description 2
- 235000014380 magnesium carbonate Nutrition 0.000 claims description 2
- LCLHHZYHLXDRQG-ZNKJPWOQSA-N pectic acid Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)O[C@H](C(O)=O)[C@@H]1OC1[C@H](O)[C@@H](O)[C@@H](OC2[C@@H]([C@@H](O)[C@@H](O)[C@H](O2)C(O)=O)O)[C@@H](C(O)=O)O1 LCLHHZYHLXDRQG-ZNKJPWOQSA-N 0.000 claims description 2
- 239000010318 polygalacturonic acid Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 108010068370 Glutens Proteins 0.000 claims 1
- 239000012876 carrier material Substances 0.000 claims 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 claims 1
- 235000021312 gluten Nutrition 0.000 claims 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims 1
- 239000000347 magnesium hydroxide Substances 0.000 claims 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 69
- 230000008021 deposition Effects 0.000 description 69
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 60
- 238000012360 testing method Methods 0.000 description 50
- 239000002904 solvent Substances 0.000 description 39
- 239000003795 chemical substances by application Substances 0.000 description 36
- 239000000047 product Substances 0.000 description 35
- 238000005507 spraying Methods 0.000 description 28
- 239000000243 solution Substances 0.000 description 27
- 238000002360 preparation method Methods 0.000 description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 23
- 238000001035 drying Methods 0.000 description 23
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 20
- 238000009833 condensation Methods 0.000 description 19
- 238000006482 condensation reaction Methods 0.000 description 19
- 239000003002 pH adjusting agent Substances 0.000 description 19
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 239000003054 catalyst Substances 0.000 description 18
- 230000005494 condensation Effects 0.000 description 18
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 239000007789 gas Substances 0.000 description 15
- 229920005610 lignin Polymers 0.000 description 15
- 239000000546 pharmaceutical excipient Substances 0.000 description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 14
- 150000004059 quinone derivatives Chemical class 0.000 description 14
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 13
- 229910004298 SiO 2 Inorganic materials 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- 150000001299 aldehydes Chemical class 0.000 description 11
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 10
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 150000002989 phenols Chemical class 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- 229910001220 stainless steel Inorganic materials 0.000 description 10
- 239000010935 stainless steel Substances 0.000 description 10
- 238000003556 assay Methods 0.000 description 9
- AOMZHDJXSYHPKS-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(4-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 AOMZHDJXSYHPKS-UHFFFAOYSA-L 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000007921 spray Substances 0.000 description 9
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000002519 antifouling agent Substances 0.000 description 8
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- 239000007791 liquid phase Substances 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 7
- 241000251468 Actinopterygii Species 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 150000002576 ketones Chemical class 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical class C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 6
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 description 6
- IMHDGJOMLMDPJN-UHFFFAOYSA-N biphenyl-2,2'-diol Chemical group OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 238000007740 vapor deposition Methods 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 description 5
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Chinese gallotannin Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 5
- 150000003868 ammonium compounds Chemical class 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
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- 229950005143 sitosterol Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
- 229960004306 sulfadiazine Drugs 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- WFRBDWRZVBPBDO-UHFFFAOYSA-N tert-hexyl alcohol Natural products CCCC(C)(C)O WFRBDWRZVBPBDO-UHFFFAOYSA-N 0.000 description 1
- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- LZTRCELOJRDYMQ-UHFFFAOYSA-N triphenylmethanol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)C1=CC=CC=C1 LZTRCELOJRDYMQ-UHFFFAOYSA-N 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- WPWWKBNOXTZDQJ-UHFFFAOYSA-N xanthopurpurin Chemical compound C1=CC=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 WPWWKBNOXTZDQJ-UHFFFAOYSA-N 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/002—Scale prevention in a polymerisation reactor or its auxiliary parts
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31594—Next to aldehyde or ketone condensation product [phenol-aldehyde, etc.]
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31678—Of metal
- Y10T428/31681—Next to polyester, polyamide or polyimide [e.g., alkyd, glue, or nylon, etc.]
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31942—Of aldehyde or ketone condensation product
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Claims (12)
- SZABADALMI IGÉNYPONTOK1. Eljárás polimer előállítására, etilénes kettős kötést tartalmazó monomer polimerizálótartályban való polimerizálásával, azzal jellemezve, hogy a polimerizálótartály belső falfelületein és más, a monomerrel a polimerizálási eljárás során érintkezésbe 50 kerülő felületein polimer lerakódást megelőző bevonófilmmel ellátott;a bevonófilm a belső falfelületeken és más felületeken képzett első réteget és az első rétegen képzett második réteget tartalmaz; 55 az első réteget egy első bevonófolyadékkal végzett bevonással alakítjuk ki, amely 5 vagy több konjugált π kötést tartalmazó aromás vegyületet és/vagy 5 vagy több konjugált π kötést tartalmazó heterogyűrűs vegyületet tartalmaz, a bevonóréteget gőzzel mint hordozó- 60 anyaggal visszük fel, majd az első rétegen kialakított második réteget ugyancsak gőz hordozóanyaggal visszük fel; és a második réteg felületének vízzel való érintkezési szöge víz és vinil-klorid-monomer 1:1 tömegarányú elegyéből álló oldattal 50 °C hőmérsékleten 1 órán át való érintkeztetés után 60° alatti.
- 2. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy egy első réteget képezünk, amely olyan felülettel bír, amelynek vízzel való érintkezési szöge 60° vagy több, azt követően, hogy a felületet víz és vinil-kloridmonomer 1:1 tömegarányú elegyének oldatával 50 °C hőmérsékleten 1 órán át érintkezésben tartjuk.
- 3. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy az első bevonófolyadékban lévő konjugált π kötést tartalmazó vegyület gélpermeációs kromatográfiás eljárással mérve, polisztirolban kifejezve egy 500 vagyHU 226 746 Β1 ezt meghaladó tömeg szerinti átlagos molekulatömegű aromás kondenzációs termék vegyület.
- 4. A 3. igénypont szerinti eljárás, azzal jellemezve, hogy az aromás kondenzációs termék vegyület egy aldehidvegyület/aromás hidroxilvegyület kondenzációs terméke, pirogallol/aceton kondenzációs termék, polihidroxi-fenol önkondenzációjának terméke, polihidroxinaftol önkondenzációjának terméke, aromás aminvegyület kondenzációs terméke, kinonvegyület kondenzációs terméke és/vagy aromás hidroxilszármazékok szulfidvegyületei.
- 5. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy első bevonófolyadékként olyan oldatot alkalmazunk, amely a pirogallol/aceton kondenzációs termékek, polihidroxi-fenol önkondenzációs termékek és polihidroxi-naftol önkondenzációs termékek körébe tartozó vegyületet tartalmaz vízben, vagy víz és vízzel elegyedő hidrofil szerves oldószer elegyében, és az oldat pH-ja 2,0-6,5.
- 6. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy első bevonófolyadékként olyan oldatot alkalmazunk, amely aldehidvegyület/aromás hidroxilvegyület kondenzációs termék, aromás amin kondenzációs termék és kinonvegyület kondenzációs termék körébe tartozó vegyületet tartalmaz vízben, vagy vízzel elegyedő hidrofil szerves oldószer és víz elegyében, és amely oldat pH-ja 7,5 és 13,5 közötti.
- 7. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy olyan második bevonófolyadékot alkalmazunk, amely a vízoldható polimer vegyületek, szervetlen kolloidok, szervetlen sók és savak körébe tartozó hidrofil vegyületet tartalmaz, ezáltal a kapott 2. bevonat ugyanezen vegyületeket tartalmazza.
- 8. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy olyan második bevonófolyadékot alkalmazunk, amely vízoldható, hidroxilcsoport-tartalmú polimer vegyületek, vízoldható amfoter polimer vegyületek, vízoldható anionos polimer vegyületek és vízoldható kationos polimer vegyületek körébe tartozó vízoldható polimer vegyületet tartalmaz, így a kapott második réteg ugyanezen vegyületeket tartalmazza.
- 9. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy olyan második bevonófolyadékot alkalmazunk, amely az alkálifém-szilikátok és alkáliföldfémek szervetlen sói körébe tartozó vegyületet tartalmaz, és ezáltal a második bevonat ugyanezt tartalmazza.
- 10. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a második bevonófolyadék metil-celIulózt, hidroxi-etil-cellulózt, hidroxi-etil-metil-cellulózt, poli(vinil-alkohol)-t, részlegesen elszappanosított poli(vinil-alkohol)-t, enyvet, kazeint, zselatint, kitozánt, poliakrilsavat, alginsavat, polimetakrilsavat, pektinsavat, karragént, hialuronsavat, karboxi-metil-cellulózt, polifvinil-pirrolidon)-t vagy sztirol/maleinsavanhidrid kopolimert tartalmaz; vagy alumínium, titán, cirkónium, ón vagy vas kolloid oxidjait vagy kolloid hidroxidjait vagy kolloidális sziIícium-dioxidot tartalmaz; vagy magnézium-karbonátot, kalcium-karbonátot, magnézium-foszfátot, kalciumfoszfátot, kalcium-pirofoszfátot, kalcium-dihidrogén-pirofoszfátot, bárium-foszfátot, kalcium-szulfátot, kalcium-borátot, magnézium-hidroxidot, kalcium-hidroxidot, bárium-hidroxidot, magnézium-kloridot vagy kalcium-kloridot tartalmaz; vagy ezen vegyületek közül kettőnek vagy többnek a kombinációját tartalmazza, ezáltal a második bevonat a fentivel azonos vegyületeket tartalmaz.
- 11. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy mind az első bevonófolyadék felvitelére, mind a második bevonófolyadék felvitelére gőzt alkalmazunk, amelynek hőmérséklete 120-260 °C, nyomása 2,9x105 Pa-35,3x105 Pa.
- 12. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy mind az első bevonófolyadék, mind a második bevonófolyadék felvitelénél a bevonófolyadék (F) és a gőz (G) áramlási aránya tömegarányban kifejezve 0,01-1,0 F/G.
Applications Claiming Priority (1)
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JP3960698 | 1998-02-05 |
Publications (4)
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HU9900259D0 HU9900259D0 (en) | 1999-04-28 |
HUP9900259A2 HUP9900259A2 (hu) | 1999-10-28 |
HUP9900259A3 HUP9900259A3 (en) | 2000-10-30 |
HU226746B1 true HU226746B1 (en) | 2009-09-28 |
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HU9900259A HU226746B1 (en) | 1998-02-05 | 1999-02-04 | Process for producing a polymer by polymerization of a monomer having an ethylenic double bond |
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US (1) | US6037426A (hu) |
EP (1) | EP0934955B1 (hu) |
KR (1) | KR19990072399A (hu) |
CN (1) | CN1198848C (hu) |
AU (1) | AU738234B2 (hu) |
BG (1) | BG63976B1 (hu) |
BR (1) | BR9900628A (hu) |
CA (1) | CA2261021C (hu) |
CZ (1) | CZ293434B6 (hu) |
DE (1) | DE69906842T2 (hu) |
ES (1) | ES2197529T3 (hu) |
HU (1) | HU226746B1 (hu) |
ID (1) | ID22554A (hu) |
NO (1) | NO331824B1 (hu) |
PL (1) | PL197084B1 (hu) |
PT (1) | PT934955E (hu) |
RU (1) | RU2217441C2 (hu) |
TW (1) | TW438818B (hu) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH11130803A (ja) * | 1997-10-30 | 1999-05-18 | Shin Etsu Chem Co Ltd | 塩化ビニル系重合体の製造方法 |
JP3665502B2 (ja) * | 1999-04-08 | 2005-06-29 | 信越化学工業株式会社 | エチレン性二重結合含有単量体の重合体の製造方法 |
JP2001011102A (ja) * | 1999-06-25 | 2001-01-16 | Shin Etsu Chem Co Ltd | エチレン性二重結合を有する単量体の重合体を製造する方法 |
JP3833012B2 (ja) | 1999-07-29 | 2006-10-11 | 信越化学工業株式会社 | エチレン性二重結合を有する単量体の重合体を製造する方法 |
JP3974882B2 (ja) * | 2003-08-07 | 2007-09-12 | 信越化学工業株式会社 | 重合体スケール付着防止剤 |
US6906129B2 (en) | 2003-09-05 | 2005-06-14 | Shin-Etsu Chemical Co., Ltd. | Polymer scale preventive agent |
US20050279368A1 (en) * | 2004-06-16 | 2005-12-22 | Mccombs Daniel L | Computer assisted surgery input/output systems and processes |
DE102005017327B4 (de) * | 2005-04-14 | 2007-08-30 | EKATO Rühr- und Mischtechnik GmbH | Bearbeitungsanlage |
CN102671640B (zh) * | 2012-05-25 | 2014-02-19 | 武汉理工大学 | 一种水合二氧化钛-柿单宁丙烯酸树脂复合吸附剂、其制备方法及其应用 |
CN104684902B (zh) * | 2012-09-28 | 2019-05-17 | Dic株式会社 | 环氧化合物、其制备方法、环氧树脂组合物及其固化物 |
EP2966106A4 (en) | 2013-03-06 | 2016-11-09 | Dainippon Ink & Chemicals | EPOXY RESIN COMPOSITION, CURED PRODUCT, THERMAL RADIATION MATERIAL, AND ELECTRONIC ELEMENT |
CN108246232A (zh) * | 2018-04-03 | 2018-07-06 | 烟台国邦化工机械科技有限公司 | 一种用于固液反应体系连续反应的动态反应系统及方法 |
CN111732849B (zh) * | 2020-06-23 | 2022-02-08 | 西南石油大学 | 具有自修复性能的vpc纳米复合材料及其涂层的制备方法 |
CN114672020B (zh) * | 2022-03-10 | 2023-10-20 | 天津科技大学 | 一种苯并噁嗪基共轭梯形聚合物的制备方法及其在硫化氢检测当中的应用 |
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US4024330A (en) * | 1975-04-08 | 1977-05-17 | The B. F. Goodrich Company | Internally coated reaction vessel and process for coating the same |
US4024301A (en) * | 1975-05-02 | 1977-05-17 | The B. F. Goodrich Company | Internally coated reaction vessel for use in olefinic polymerization |
US4081248A (en) * | 1976-08-16 | 1978-03-28 | The B. F. Goodrich Company | Internally coated reaction vessel for use in olefinic polymerization |
AU526104B2 (en) * | 1978-09-08 | 1982-12-16 | Geon Company, The | Polymerization of vinyl chloride |
JPS645044A (en) * | 1987-06-26 | 1989-01-10 | Nec Corp | Semiconductor integrated circuit device |
US5115051A (en) * | 1988-12-09 | 1992-05-19 | Shin-Etsu Chemical Co., Ltd. | Method of preventing polymer scale deposition in a polymerization vessel |
US5416174A (en) * | 1992-05-22 | 1995-05-16 | Shin-Etsu Chemical Co., Ltd. | Scale preventive coating of pyrogallol-acetone resin and water soluble polymer |
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1999
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- 1999-02-01 EP EP99102031A patent/EP0934955B1/en not_active Expired - Lifetime
- 1999-02-01 DE DE69906842T patent/DE69906842T2/de not_active Expired - Lifetime
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- 1999-02-02 CZ CZ1999351A patent/CZ293434B6/cs not_active IP Right Cessation
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- 1999-02-03 KR KR1019990003634A patent/KR19990072399A/ko not_active Application Discontinuation
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CZ293434B6 (cs) | 2004-04-14 |
BG63976B1 (bg) | 2003-08-29 |
ID22554A (id) | 1999-11-04 |
HUP9900259A2 (hu) | 1999-10-28 |
DE69906842D1 (de) | 2003-05-22 |
AU1426999A (en) | 1999-08-26 |
EP0934955B1 (en) | 2003-04-16 |
CN1198848C (zh) | 2005-04-27 |
CA2261021C (en) | 2011-04-26 |
AU738234B2 (en) | 2001-09-13 |
DE69906842T2 (de) | 2003-12-24 |
CA2261021A1 (en) | 1999-08-05 |
PL331232A1 (en) | 1999-08-16 |
US6037426A (en) | 2000-03-14 |
ES2197529T3 (es) | 2004-01-01 |
CN1232041A (zh) | 1999-10-20 |
BG103142A (en) | 1999-08-31 |
HU9900259D0 (en) | 1999-04-28 |
NO331824B1 (no) | 2012-04-10 |
PT934955E (pt) | 2003-08-29 |
BR9900628A (pt) | 2000-05-02 |
EP0934955A1 (en) | 1999-08-11 |
CZ35199A3 (cs) | 1999-08-11 |
NO990493D0 (no) | 1999-02-03 |
TW438818B (en) | 2001-06-07 |
HUP9900259A3 (en) | 2000-10-30 |
RU2217441C2 (ru) | 2003-11-27 |
KR19990072399A (ko) | 1999-09-27 |
NO990493L (no) | 1999-08-06 |
PL197084B1 (pl) | 2008-02-29 |
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