CA3022679C - A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations - Google Patents
A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations Download PDFInfo
- Publication number
- CA3022679C CA3022679C CA3022679A CA3022679A CA3022679C CA 3022679 C CA3022679 C CA 3022679C CA 3022679 A CA3022679 A CA 3022679A CA 3022679 A CA3022679 A CA 3022679A CA 3022679 C CA3022679 C CA 3022679C
- Authority
- CA
- Canada
- Prior art keywords
- clay
- hormite
- aqueous
- slurry
- clay slurry
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 133
- 238000000034 method Methods 0.000 title claims abstract description 62
- 230000008569 process Effects 0.000 title claims abstract description 56
- 239000002562 thickening agent Substances 0.000 title claims abstract description 36
- 229920006305 unsaturated polyester Polymers 0.000 title claims description 63
- 238000009472 formulation Methods 0.000 title description 29
- 238000004519 manufacturing process Methods 0.000 title description 24
- 239000004927 clay Substances 0.000 claims abstract description 177
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims abstract description 117
- 229960000907 methylthioninium chloride Drugs 0.000 claims abstract description 69
- 239000000654 additive Substances 0.000 claims abstract description 66
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 66
- 239000011707 mineral Substances 0.000 claims abstract description 66
- 229910021647 smectite Inorganic materials 0.000 claims abstract description 66
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 51
- 239000007788 liquid Substances 0.000 claims abstract description 46
- 238000000518 rheometry Methods 0.000 claims abstract description 35
- 230000000996 additive effect Effects 0.000 claims abstract description 29
- 239000012736 aqueous medium Substances 0.000 claims abstract description 24
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical group C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 claims abstract 8
- 239000002002 slurry Substances 0.000 claims description 48
- 239000012530 fluid Substances 0.000 claims description 39
- 235000019355 sepiolite Nutrition 0.000 claims description 37
- 239000006185 dispersion Substances 0.000 claims description 35
- 239000000178 monomer Substances 0.000 claims description 32
- 239000002245 particle Substances 0.000 claims description 29
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 19
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 14
- 230000015572 biosynthetic process Effects 0.000 claims description 13
- 238000005553 drilling Methods 0.000 claims description 12
- 235000019270 ammonium chloride Nutrition 0.000 claims description 10
- 239000002131 composite material Substances 0.000 claims description 9
- 239000011362 coarse particle Substances 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 8
- 238000009826 distribution Methods 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000000853 adhesive Substances 0.000 claims description 6
- 230000001070 adhesive effect Effects 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 6
- 239000000206 moulding compound Substances 0.000 claims description 6
- 239000003921 oil Substances 0.000 claims description 6
- 239000000565 sealant Substances 0.000 claims description 6
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 4
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 229910002651 NO3 Inorganic materials 0.000 claims description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims description 2
- 239000004641 Diallyl-phthalate Substances 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 2
- 125000006182 dimethyl benzyl group Chemical group 0.000 claims description 2
- 125000006178 methyl benzyl group Chemical group 0.000 claims description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- 235000012216 bentonite Nutrition 0.000 claims 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 claims 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical group [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- 239000004113 Sepiolite Substances 0.000 description 26
- 229910052624 sepiolite Inorganic materials 0.000 description 26
- 230000000694 effects Effects 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 14
- 238000001035 drying Methods 0.000 description 13
- 229910052625 palygorskite Inorganic materials 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- 239000000725 suspension Substances 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 12
- 230000008719 thickening Effects 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 229910000275 saponite Inorganic materials 0.000 description 11
- -1 ether urethanes Chemical class 0.000 description 10
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 description 10
- 229910000271 hectorite Inorganic materials 0.000 description 10
- 239000002734 clay mineral Substances 0.000 description 9
- 230000007423 decrease Effects 0.000 description 9
- 239000012535 impurity Substances 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 9
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- 238000005065 mining Methods 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000001179 sorption measurement Methods 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000003822 epoxy resin Substances 0.000 description 7
- 238000003801 milling Methods 0.000 description 7
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 7
- 229920000647 polyepoxide Polymers 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 5
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- 239000011976 maleic acid Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 5
- 238000012216 screening Methods 0.000 description 5
- 238000010008 shearing Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229920006337 unsaturated polyester resin Polymers 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000001530 fumaric acid Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 125000000466 oxiranyl group Chemical group 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 238000007665 sagging Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000009974 thixotropic effect Effects 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229960000892 attapulgite Drugs 0.000 description 3
- 239000000440 bentonite Substances 0.000 description 3
- 229910000278 bentonite Inorganic materials 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000005341 cation exchange Methods 0.000 description 3
- 150000001868 cobalt Chemical class 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229910000514 dolomite Inorganic materials 0.000 description 3
- 239000010459 dolomite Substances 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- YAHRDLICUYEDAU-UHFFFAOYSA-N methylhexaneamine Chemical compound CCC(C)CC(C)N YAHRDLICUYEDAU-UHFFFAOYSA-N 0.000 description 3
- 239000002114 nanocomposite Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 238000010951 particle size reduction Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 238000000634 powder X-ray diffraction Methods 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 150000004760 silicates Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000013011 aqueous formulation Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000005829 chemical entities Chemical class 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000008570 general process Effects 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000012821 model calculation Methods 0.000 description 2
- YPEWWOUWRRQBAX-UHFFFAOYSA-N n,n-dimethyl-3-oxobutanamide Chemical compound CN(C)C(=O)CC(C)=O YPEWWOUWRRQBAX-UHFFFAOYSA-N 0.000 description 2
- 150000002892 organic cations Chemical class 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000007873 sieving Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- DEKVLWNDLSNANG-UHFFFAOYSA-N 2-ethyl-2-methylpropanedial Chemical compound CCC(C)(C=O)C=O DEKVLWNDLSNANG-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical class [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- BJEMXPVDXFSROA-UHFFFAOYSA-N 3-butylbenzene-1,2-diol Chemical group CCCCC1=CC=CC(O)=C1O BJEMXPVDXFSROA-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical class C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000013466 adhesive and sealant Substances 0.000 description 1
- 238000005276 aerator Methods 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229920001222 biopolymer Polymers 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- VNSBYDPZHCQWNB-UHFFFAOYSA-N calcium;aluminum;dioxido(oxo)silane;sodium;hydrate Chemical compound O.[Na].[Al].[Ca+2].[O-][Si]([O-])=O VNSBYDPZHCQWNB-UHFFFAOYSA-N 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000002036 drum drying Methods 0.000 description 1
- 238000009837 dry grinding Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229940093476 ethylene glycol Drugs 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001595 flow curve Methods 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical class C(C1CO1)* 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000000416 hydrocolloid Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical class C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000011268 mixed slurry Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229910000273 nontronite Inorganic materials 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000276 sauconite Inorganic materials 0.000 description 1
- 239000011265 semifinished product Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000005549 size reduction Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000009757 thermoplastic moulding Methods 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000010981 turquoise Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical class [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B33/00—Silicon; Compounds thereof
- C01B33/04—Hydrides of silicon
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B33/00—Silicon; Compounds thereof
- C01B33/20—Silicates
- C01B33/36—Silicates having base-exchange properties but not having molecular sieve properties
- C01B33/38—Layered base-exchange silicates, e.g. clays, micas or alkali metal silicates of kenyaite or magadiite type
- C01B33/44—Products obtained from layered base-exchange silicates by ion-exchange with organic compounds such as ammonium, phosphonium or sulfonium compounds or by intercalation of organic compounds, e.g. organoclay material
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/203—Solid polymers with solid and/or liquid additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/346—Clay
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/06—Unsaturated polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16175825.5 | 2016-06-22 | ||
| EP16175825 | 2016-06-22 | ||
| PCT/EP2017/064958 WO2017220502A1 (en) | 2016-06-22 | 2017-06-19 | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA3022679A1 CA3022679A1 (en) | 2017-12-28 |
| CA3022679C true CA3022679C (en) | 2024-01-23 |
Family
ID=56235647
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3022679A Active CA3022679C (en) | 2016-06-22 | 2017-06-19 | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9637614B1 (enExample) |
| EP (1) | EP3606873B1 (enExample) |
| JP (1) | JP2019520470A (enExample) |
| KR (1) | KR102322439B1 (enExample) |
| CN (1) | CN109311678B (enExample) |
| AU (1) | AU2017283121B2 (enExample) |
| BR (1) | BR112018076742B8 (enExample) |
| CA (1) | CA3022679C (enExample) |
| ES (1) | ES2896888T3 (enExample) |
| MX (1) | MX385278B (enExample) |
| RU (1) | RU2743714C2 (enExample) |
| WO (1) | WO2017220502A1 (enExample) |
| ZA (1) | ZA201807063B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6773353B2 (ja) | 2016-07-11 | 2020-10-21 | ベーイプシロンカー ユーエスエー インコーポレイテッド | 有機化クレイ組成物及びその使用 |
| CN108559464A (zh) * | 2018-04-26 | 2018-09-21 | 中石化石油工程技术服务有限公司 | 一种油基钻井液用流型调节剂及其制备方法 |
| CN110105930B (zh) * | 2019-04-23 | 2021-05-07 | 上海勃利燃气设备有限公司 | 一种膨润土钻井液及其制备方法 |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3586A (en) | 1844-05-17 | Washing-machine | ||
| US468A (en) | 1837-11-20 | Thomas french | ||
| NL295858A (enExample) | 1962-07-27 | |||
| US3348778A (en) | 1966-03-04 | 1967-10-24 | Mineral Ind Corp Of America | Reducing particle size of clay and rheology control of clay-water systems |
| US3586468A (en) | 1968-09-16 | 1971-06-22 | A E Gosselin Engineering Inc | Burner combustion control including ultrasonic pressure waves |
| US3671190A (en) | 1970-11-10 | 1972-06-20 | Laporte Industries Ltd | Synthetic clay-like minerals of the smectite type and method of preparation |
| US3666407A (en) | 1971-01-28 | 1972-05-30 | Pfizer | Process for producing synthetic hectorite-type clays |
| US3855147A (en) | 1972-05-26 | 1974-12-17 | Nl Industries Inc | Synthetic smectite compositions, their preparation, and their use as thickeners in aqueous systems |
| US3852405A (en) | 1972-09-22 | 1974-12-03 | Nl Industries Inc | Laminar heavy metal aluminosilicates |
| US3844978A (en) | 1972-12-01 | 1974-10-29 | Chevron Res | Layered clay minerals and processes for using |
| US3844979A (en) | 1972-12-01 | 1974-10-29 | Chevron Res | Layered clay minerals, catalysts, and processes for using |
| EP0220346B2 (en) | 1980-10-03 | 1995-10-25 | Southern Clay Products, Inc. | Process for manufacturing organoclays having enhanced gelling properties |
| US4631091A (en) * | 1985-08-13 | 1986-12-23 | English China Clays Lovering Pochin & Co. Ltd. | Method for improving the dispersibility of organoclays |
| US4842073A (en) | 1988-03-14 | 1989-06-27 | Halliburton Services | Fluid additive and method for treatment of subterranean formations |
| DE69629579T2 (de) * | 1995-11-07 | 2004-06-24 | Southern Clay Products, Inc., Gonzales | Organotonzusammensetzungen zum gelieren ungesättigter polyesterharzsysteme |
| GB9621196D0 (en) | 1996-10-11 | 1996-11-27 | Ciba Geigy Ag | Curable resin compositions |
| US5837654A (en) | 1997-05-06 | 1998-11-17 | Southern Clay Products, Inc. | High temperature environmentally benign drilling fluid, and viscosifying additives for use therewith |
| US6036765A (en) | 1998-04-01 | 2000-03-14 | Southern Clay Products | Organoclay compositions and method of preparation |
| US6486256B1 (en) | 1998-10-13 | 2002-11-26 | 3M Innovative Properties Company | Composition of epoxy resin, chain extender and polymeric toughener with separate base catalyst |
| US6328106B1 (en) | 1999-02-04 | 2001-12-11 | Halliburton Energy Services, Inc. | Sealing subterranean zones |
| KR20020006904A (ko) * | 2000-07-14 | 2002-01-26 | 구광시 | 4급 암모늄염을 포함하는 친유기성 클레이 및 이의 제조방법 |
| US6858665B2 (en) * | 2001-07-02 | 2005-02-22 | The Goodyear Tire & Rubber Company | Preparation of elastomer with exfoliated clay and article with composition thereof |
| CN1266230C (zh) * | 2004-09-29 | 2006-07-26 | 王道容 | 蒙皂石有机凝胶及其制备方法 |
| CN101119863A (zh) * | 2006-02-16 | 2008-02-06 | 米其林研究和技术股份有限公司 | 漏气保用轮胎系统的润滑 |
| US20070197403A1 (en) | 2006-02-22 | 2007-08-23 | David Dino | Organophilic clay additives and oil well drilling fluids with less temperature dependent rheological properties |
| US8389447B2 (en) | 2006-02-22 | 2013-03-05 | Elementis Specialties, Inc. | Organophilic clay additives and oil well drilling fluids with less temperature dependent rheological properties |
| JP2009541186A (ja) * | 2006-05-15 | 2009-11-26 | ダウ グローバル テクノロジーズ インコーポレイティド | ナノコンポジットポリマーを作るのに有用な組成物 |
| WO2008156032A1 (ja) * | 2007-06-20 | 2008-12-24 | Showa Denko K. K. | 有機化粘土、その製造方法、及び有機化粘土を含む樹脂複合体 |
| DE502008001517D1 (de) | 2008-01-30 | 2010-11-25 | Sika Technology Ag | Auswaschbeständige hitzehärtende Epoxidharzklebstoffe |
| CN101987929A (zh) * | 2009-08-06 | 2011-03-23 | 中国科学院兰州化学物理研究所 | 一种凹凸棒黏土悬浮剂 |
| ES2386711B1 (es) * | 2011-02-01 | 2013-07-09 | Tolsa, S.A. | Método de obtención de un compuesto basado en silicatos pseudolaminares y su uso como carga para materiales poliméricos. |
| MX354706B (es) * | 2011-03-08 | 2018-03-16 | Valspar Sourcing Inc | Composiciones y sistemas de revestimiento a base de agua con mayor resistencia al escurrimiento y metodos relacionados. |
| US20160186034A1 (en) | 2014-03-11 | 2016-06-30 | Baker Hughes Incorporated | Synergistic organophilic clay mixture as an additive to oil-based drilling fluids |
| CN104356325B (zh) * | 2014-10-29 | 2016-08-31 | 陈精明 | 纳米层状硅酸盐粘土改性的酚醛树脂及其制备方法 |
| CN104558983B (zh) * | 2014-11-18 | 2016-08-24 | 浙江大学自贡创新中心 | 有机膨润土改性聚四氟乙烯油封材料的制备方法 |
-
2016
- 2016-11-18 US US15/355,514 patent/US9637614B1/en active Active
-
2017
- 2017-06-19 ES ES17730198T patent/ES2896888T3/es active Active
- 2017-06-19 MX MX2018016310A patent/MX385278B/es unknown
- 2017-06-19 CN CN201780038221.XA patent/CN109311678B/zh active Active
- 2017-06-19 BR BR112018076742A patent/BR112018076742B8/pt active IP Right Grant
- 2017-06-19 EP EP17730198.3A patent/EP3606873B1/en active Active
- 2017-06-19 KR KR1020187036886A patent/KR102322439B1/ko active Active
- 2017-06-19 AU AU2017283121A patent/AU2017283121B2/en active Active
- 2017-06-19 RU RU2019100886A patent/RU2743714C2/ru active
- 2017-06-19 WO PCT/EP2017/064958 patent/WO2017220502A1/en not_active Ceased
- 2017-06-19 CA CA3022679A patent/CA3022679C/en active Active
- 2017-06-19 JP JP2019520475A patent/JP2019520470A/ja active Pending
-
2018
- 2018-10-23 ZA ZA2018/07063A patent/ZA201807063B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2017220502A1 (en) | 2017-12-28 |
| JP2019520470A (ja) | 2019-07-18 |
| BR112018076742B1 (pt) | 2022-11-16 |
| BR112018076742B8 (pt) | 2023-05-16 |
| BR112018076742A2 (pt) | 2019-03-26 |
| CN109311678B (zh) | 2022-08-30 |
| MX385278B (es) | 2025-03-18 |
| RU2019100886A3 (enExample) | 2020-10-19 |
| KR20190022538A (ko) | 2019-03-06 |
| US9637614B1 (en) | 2017-05-02 |
| EP3606873A1 (en) | 2020-02-12 |
| EP3606873B1 (en) | 2021-08-11 |
| AU2017283121A1 (en) | 2018-11-15 |
| CA3022679A1 (en) | 2017-12-28 |
| RU2743714C2 (ru) | 2021-02-24 |
| KR102322439B1 (ko) | 2021-11-08 |
| ZA201807063B (en) | 2019-09-25 |
| ES2896888T3 (es) | 2022-02-28 |
| RU2019100886A (ru) | 2020-07-22 |
| AU2017283121B2 (en) | 2020-12-24 |
| MX2018016310A (es) | 2019-05-30 |
| CN109311678A (zh) | 2019-02-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA3024013C (en) | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity non aqueous formulations | |
| CA3022679C (en) | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations | |
| CA3022889C (en) | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity unsaturated polyester containing formulations | |
| CA3021515C (en) | A process of manufacturing thickeners and the use of thus produced thickeners in high-viscosity epoxy resin formulations |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |
|
| EEER | Examination request |
Effective date: 20220124 |