CA1236234A - Emulsion polymerization method and product - Google Patents
Emulsion polymerization method and productInfo
- Publication number
- CA1236234A CA1236234A CA000414654A CA414654A CA1236234A CA 1236234 A CA1236234 A CA 1236234A CA 000414654 A CA000414654 A CA 000414654A CA 414654 A CA414654 A CA 414654A CA 1236234 A CA1236234 A CA 1236234A
- Authority
- CA
- Canada
- Prior art keywords
- monomer
- phase
- core
- shell
- polymer
- 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.)
- Expired
Links
- 238000010556 emulsion polymerization method Methods 0.000 title abstract 2
- 239000000178 monomer Substances 0.000 claims abstract description 98
- 239000004816 latex Substances 0.000 claims abstract description 69
- 229920000126 latex Polymers 0.000 claims abstract description 69
- 229920000642 polymer Polymers 0.000 claims abstract description 69
- 238000000034 method Methods 0.000 claims abstract description 32
- 230000008569 process Effects 0.000 claims abstract description 29
- 239000003054 catalyst Substances 0.000 claims abstract description 28
- 239000002245 particle Substances 0.000 claims abstract description 24
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 20
- 230000001070 adhesive effect Effects 0.000 claims abstract description 18
- 239000000853 adhesive Substances 0.000 claims abstract description 16
- 239000007771 core particle Substances 0.000 claims abstract description 15
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 15
- 238000006116 polymerization reaction Methods 0.000 claims description 44
- 239000003381 stabilizer Substances 0.000 claims description 42
- 238000006243 chemical reaction Methods 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 38
- 239000000047 product Substances 0.000 claims description 31
- -1 alkylether sulfate Chemical class 0.000 claims description 30
- 239000000839 emulsion Substances 0.000 claims description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 16
- 239000007787 solid Substances 0.000 claims description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- 239000004793 Polystyrene Substances 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 229920002223 polystyrene Polymers 0.000 claims description 9
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
- 125000000129 anionic group Chemical group 0.000 claims description 7
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 7
- 230000000977 initiatory effect Effects 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 239000012429 reaction media Substances 0.000 claims description 5
- 239000011347 resin Substances 0.000 claims description 5
- 229920005989 resin Polymers 0.000 claims description 5
- 230000000087 stabilizing effect Effects 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000002685 polymerization catalyst Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 3
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 2
- FZHYLXLEEBXHEG-UHFFFAOYSA-N 2-methyl-3-(2-methylpropoxy)prop-2-enamide Chemical compound CC(C)COC=C(C)C(N)=O FZHYLXLEEBXHEG-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 238000009740 moulding (composite fabrication) Methods 0.000 claims 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000008051 alkyl sulfates Chemical class 0.000 claims 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- 229910052939 potassium sulfate Inorganic materials 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 11
- 230000002708 enhancing effect Effects 0.000 abstract 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 29
- 239000004698 Polyethylene Substances 0.000 description 26
- 229920000573 polyethylene Polymers 0.000 description 26
- 230000000694 effects Effects 0.000 description 22
- 239000002956 ash Substances 0.000 description 21
- 229910000831 Steel Inorganic materials 0.000 description 20
- 239000000523 sample Substances 0.000 description 20
- 239000010959 steel Substances 0.000 description 20
- 239000000443 aerosol Substances 0.000 description 19
- 150000003440 styrenes Chemical class 0.000 description 16
- 238000012546 transfer Methods 0.000 description 15
- 238000012360 testing method Methods 0.000 description 12
- 239000010408 film Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- 239000011258 core-shell material Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 208000037062 Polyps Diseases 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 241000282320 Panthera leo Species 0.000 description 5
- 229920000717 Visqueen Polymers 0.000 description 5
- 229920000180 alkyd Polymers 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 230000007774 longterm Effects 0.000 description 5
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 241000894007 species Species 0.000 description 5
- 230000035882 stress Effects 0.000 description 5
- 229920002799 BoPET Polymers 0.000 description 4
- 239000005041 Mylar™ Substances 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 239000011888 foil Substances 0.000 description 4
- 230000007246 mechanism Effects 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 230000001590 oxidative effect Effects 0.000 description 4
- 229920006254 polymer film Polymers 0.000 description 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
- 235000002918 Fraxinus excelsior Nutrition 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 238000000149 argon plasma sintering Methods 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- HRKQOINLCJTGBK-UHFFFAOYSA-L dioxidosulfate(2-) Chemical compound [O-]S[O-] HRKQOINLCJTGBK-UHFFFAOYSA-L 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 244000212127 Gliricidia sepium Species 0.000 description 2
- 235000009664 Gliricidia sepium Nutrition 0.000 description 2
- 244000147568 Laurus nobilis Species 0.000 description 2
- 235000017858 Laurus nobilis Nutrition 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 2
- 235000005212 Terminalia tomentosa Nutrition 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 231100000989 no adverse effect Toxicity 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000002787 reinforcement Effects 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- 229910052702 rhenium Inorganic materials 0.000 description 2
- 210000004761 scalp Anatomy 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- KLYDBHUQNXKACI-UHFFFAOYSA-M sodium;2-[2-(2-tridecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O KLYDBHUQNXKACI-UHFFFAOYSA-M 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- XSCRXCDDATUDLB-UHFFFAOYSA-N 2-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCC(=C)C(N)=O XSCRXCDDATUDLB-UHFFFAOYSA-N 0.000 description 1
- GICIECWTEWJCRE-UHFFFAOYSA-N 3,4,4,7-tetramethyl-2,3-dihydro-1h-naphthalene Chemical compound CC1=CC=C2C(C)(C)C(C)CCC2=C1 GICIECWTEWJCRE-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 229910017974 NH40H Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 235000017899 Spathodea campanulata Nutrition 0.000 description 1
- 229920007962 Styrene Methyl Methacrylate Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000005275 alloying Methods 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 229940047583 cetamide Drugs 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000012792 core layer Substances 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- JPOABJOHWDONBE-UHFFFAOYSA-N hydrogen peroxide sulfanediol Chemical compound OO.OSO JPOABJOHWDONBE-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000016507 interphase Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- ADFPJHOAARPYLP-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;styrene Chemical compound COC(=O)C(C)=C.C=CC1=CC=CC=C1 ADFPJHOAARPYLP-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000009736 wetting Methods 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- 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
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
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)
- Adhesives Or Adhesive Processes (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31772881A | 1981-11-03 | 1981-11-03 | |
| US317,728 | 1981-11-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1236234A true CA1236234A (en) | 1988-05-03 |
Family
ID=23235015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000414654A Expired CA1236234A (en) | 1981-11-03 | 1982-11-02 | Emulsion polymerization method and product |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS58103504A (enrdf_load_stackoverflow) |
| BE (1) | BE894896A (enrdf_load_stackoverflow) |
| BR (1) | BR8206404A (enrdf_load_stackoverflow) |
| CA (1) | CA1236234A (enrdf_load_stackoverflow) |
| DE (1) | DE3240573A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2515657B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2109802B (enrdf_load_stackoverflow) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2557574B1 (fr) * | 1983-12-30 | 1986-11-21 | Norsolor Sa | Dispersion aqueuse de polymere de stabilite amelioree, son procede de fabrication et son application a la formulation de peintures |
| CA1318426C (en) * | 1986-08-22 | 1993-05-25 | Johnsondiversey Inc. | Resin-fortified emulsion polymers and methods of preparing the same |
| JPS644681A (en) * | 1987-06-26 | 1989-01-09 | Mitsubishi Paper Mills Ltd | Heat-sensitive sustainedly self-adhesive composition and heat-sensitive sustainedly self-adhesive sheet |
| DE3843965A1 (de) * | 1988-12-24 | 1990-07-12 | Roehm Gmbh | Mehrphasige, waessrige kunststoffdispersion und ihre verwendung in ueberzugsmittel |
| MX206545B (es) * | 1996-01-31 | 2002-02-08 | Eastman Chem Co | Latex hibridos de poliester/materiales acrilicos de pequeño tamaño de particulas. |
| DE10153932A1 (de) * | 2001-11-06 | 2003-05-22 | Basf Ag | Wässrige Kunstharzzubereitung |
| JP5116239B2 (ja) * | 2006-02-08 | 2013-01-09 | 日本合成化学工業株式会社 | エマルジョン型粘着剤組成物の製造方法、及び粘着剤組成物 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1030687A (en) * | 1972-09-26 | 1978-05-02 | Hideyoshi Tugukuni | Powdery coating composition and process for preparing the same |
| JPS6046121B2 (ja) * | 1974-02-28 | 1985-10-14 | 日東電工株式会社 | 多層構造を有するエマルジヨンの製造方法 |
| US3953386A (en) * | 1974-07-02 | 1976-04-27 | E. I. Du Pont De Nemours And Company | Aqueous emulsions containing homogeneous particles of cellulosic ester/acrylic polymers |
| FR2324660A1 (fr) * | 1975-09-16 | 1977-04-15 | Protex Manuf Prod Chimiq | Nouveaux polymeres acryliques sequences |
| US4151147A (en) * | 1978-02-02 | 1979-04-24 | Celanese Corporation | Process for preparing all-acrylic copolymer latex |
| JPS54103498A (en) * | 1978-02-02 | 1979-08-14 | Agency Of Ind Science & Technol | Preparation of ultra-fine polymer latex by emulsion polymerization |
| GB2017121B (en) * | 1978-03-27 | 1982-08-18 | Labofina Sa | Process for preparing styrenic resins |
| US4204023A (en) * | 1978-07-07 | 1980-05-20 | The Kendall Company | Mixed sulfonated emulsifying agents used to produce adhesive compositions from acrylic monomers and adhesive tape using the compositions |
| US4351875A (en) * | 1978-09-25 | 1982-09-28 | Rohm And Haas Company | Heteropolymer acrylic latices and textiles treated therewith |
| US4226752A (en) * | 1979-03-28 | 1980-10-07 | Scm Corporation | Emulsion process for polymer particles |
| JPS5655414A (en) * | 1979-10-11 | 1981-05-16 | Japan Synthetic Rubber Co Ltd | Polymer particle |
| US4325856A (en) * | 1980-01-02 | 1982-04-20 | The Dow Chemical Company | Sequential emulsion polymerization process |
| US4247668A (en) * | 1980-03-27 | 1981-01-27 | Labofina S.A. | Process for preparing styrenic resins |
-
1982
- 1982-10-29 FR FR8218286A patent/FR2515657B1/fr not_active Expired
- 1982-11-02 CA CA000414654A patent/CA1236234A/en not_active Expired
- 1982-11-03 GB GB08231426A patent/GB2109802B/en not_active Expired
- 1982-11-03 BR BR8206404A patent/BR8206404A/pt unknown
- 1982-11-03 BE BE0/209385A patent/BE894896A/fr not_active IP Right Cessation
- 1982-11-03 DE DE19823240573 patent/DE3240573A1/de active Granted
- 1982-11-04 JP JP19259182A patent/JPS58103504A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BR8206404A (pt) | 1983-09-27 |
| FR2515657B1 (fr) | 1987-07-17 |
| GB2109802B (en) | 1985-08-14 |
| DE3240573C2 (enrdf_load_stackoverflow) | 1990-03-01 |
| GB2109802A (en) | 1983-06-08 |
| FR2515657A1 (fr) | 1983-05-06 |
| BE894896A (fr) | 1983-03-01 |
| JPS58103504A (ja) | 1983-06-20 |
| DE3240573A1 (de) | 1983-05-11 |
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| Date | Code | Title | Description |
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| MKEX | Expiry |