DD237514B5 - Verfahren zur Herstellung von Vinylchlorid-Polymeren - Google Patents
Verfahren zur Herstellung von Vinylchlorid-Polymeren Download PDFInfo
- Publication number
- DD237514B5 DD237514B5 DD27878385A DD27878385A DD237514B5 DD 237514 B5 DD237514 B5 DD 237514B5 DD 27878385 A DD27878385 A DD 27878385A DD 27878385 A DD27878385 A DD 27878385A DD 237514 B5 DD237514 B5 DD 237514B5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- dyes
- poly
- dye
- pigments
- polymers
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 title claims abstract description 49
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims abstract description 139
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 108
- 239000000049 pigment Substances 0.000 claims abstract description 102
- 239000000178 monomer Substances 0.000 claims abstract description 67
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 21
- 150000001491 aromatic compounds Chemical class 0.000 claims abstract description 13
- 150000002391 heterocyclic compounds Chemical class 0.000 claims abstract description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 13
- 239000011541 reaction mixture Substances 0.000 claims abstract description 9
- 238000010557 suspension polymerization reaction Methods 0.000 claims abstract description 7
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 6
- 239000012736 aqueous medium Substances 0.000 claims abstract description 5
- -1 polysiloxanes Polymers 0.000 claims description 136
- 150000001875 compounds Chemical class 0.000 claims description 92
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 32
- 239000002455 scale inhibitor Substances 0.000 claims description 32
- 239000011651 chromium Substances 0.000 claims description 31
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 27
- 230000015572 biosynthetic process Effects 0.000 claims description 24
- 150000002484 inorganic compounds Chemical class 0.000 claims description 24
- 229910010272 inorganic material Inorganic materials 0.000 claims description 24
- 239000000987 azo dye Substances 0.000 claims description 23
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 22
- 239000000084 colloidal system Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 21
- 239000002184 metal Substances 0.000 claims description 21
- 239000000985 reactive dye Substances 0.000 claims description 16
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 15
- 150000002739 metals Chemical class 0.000 claims description 15
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- 239000000377 silicon dioxide Substances 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 7
- 229940097275 indigo Drugs 0.000 claims description 7
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- PLOCPSZUSGEEMU-UHFFFAOYSA-N phenanthridin-1-amine Chemical compound C1=CC=CC2=C3C(N)=CC=CC3=NC=C21 PLOCPSZUSGEEMU-UHFFFAOYSA-N 0.000 claims description 6
- QWUFXJHVFNRNCU-UHFFFAOYSA-N phenazin-1-amine Chemical class C1=CC=C2N=C3C(N)=CC=CC3=NC2=C1 QWUFXJHVFNRNCU-UHFFFAOYSA-N 0.000 claims description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- HOLGXWDGCVTMTB-UHFFFAOYSA-N 2-(2-aminophenyl)aniline Chemical group NC1=CC=CC=C1C1=CC=CC=C1N HOLGXWDGCVTMTB-UHFFFAOYSA-N 0.000 claims description 5
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229920005615 natural polymer Polymers 0.000 claims description 5
- RHQTYDDJBYBCQV-UHFFFAOYSA-N phenazin-2-amine Chemical compound C1=CC=CC2=NC3=CC(N)=CC=C3N=C21 RHQTYDDJBYBCQV-UHFFFAOYSA-N 0.000 claims description 5
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical class C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims description 4
- IUHYFLKPKSFRCT-UHFFFAOYSA-N 5-phenyl-1,3-oxazol-2-amine Chemical compound O1C(N)=NC=C1C1=CC=CC=C1 IUHYFLKPKSFRCT-UHFFFAOYSA-N 0.000 claims description 4
- 229930192627 Naphthoquinone Natural products 0.000 claims description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 claims description 4
- 239000007850 fluorescent dye Substances 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 4
- NTNWKDHZTDQSST-UHFFFAOYSA-N naphthalene-1,2-diamine Chemical class C1=CC=CC2=C(N)C(N)=CC=C21 NTNWKDHZTDQSST-UHFFFAOYSA-N 0.000 claims description 4
- 150000002791 naphthoquinones Chemical class 0.000 claims description 4
- 239000001005 nitro dye Substances 0.000 claims description 4
- VZPGINJWPPHRLS-UHFFFAOYSA-N phenazine-2,3-diamine Chemical compound C1=CC=C2N=C(C=C(C(N)=C3)N)C3=NC2=C1 VZPGINJWPPHRLS-UHFFFAOYSA-N 0.000 claims description 4
- 239000001007 phthalocyanine dye Substances 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- UTXPWBKKZFLMPZ-UHFFFAOYSA-N 2-aminoacridine Chemical compound C1=CC=CC2=CC3=CC(N)=CC=C3N=C21 UTXPWBKKZFLMPZ-UHFFFAOYSA-N 0.000 claims description 3
- PYSJLPAOBIGQPK-UHFFFAOYSA-N 4-phenyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC=CC=2)=C1 PYSJLPAOBIGQPK-UHFFFAOYSA-N 0.000 claims description 3
- LSLUWQIENURREM-UHFFFAOYSA-N 5-phenyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC=C1C1=CC=CC=C1 LSLUWQIENURREM-UHFFFAOYSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 229920002396 Polyurea Polymers 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 239000001000 anthraquinone dye Substances 0.000 claims description 3
- 125000005626 carbonium group Chemical group 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 3
- MSNWSDPPULHLDL-UHFFFAOYSA-K ferric hydroxide Chemical compound [OH-].[OH-].[OH-].[Fe+3] MSNWSDPPULHLDL-UHFFFAOYSA-K 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- FDIDCYPDPBOBPL-UHFFFAOYSA-N naphthalene-1,2,3-triamine Chemical class C1=CC=C2C(N)=C(N)C(N)=CC2=C1 FDIDCYPDPBOBPL-UHFFFAOYSA-N 0.000 claims description 3
- VPRFQZSTJXHBHL-UHFFFAOYSA-N phenanthrene-9,10-diamine Chemical compound C1=CC=C2C(N)=C(N)C3=CC=CC=C3C2=C1 VPRFQZSTJXHBHL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- 239000001008 quinone-imine dye Substances 0.000 claims description 3
- 150000004760 silicates Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- WDVSHHCDHLJJJR-UHFFFAOYSA-N Proflavine Chemical compound C1=CC(N)=CC2=NC3=CC(N)=CC=C3C=C21 WDVSHHCDHLJJJR-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- QYOFUVIUFNSMFM-UHFFFAOYSA-N anthracene-1,4-diamine Chemical class C1=CC=C2C=C3C(N)=CC=C(N)C3=CC2=C1 QYOFUVIUFNSMFM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 229920000592 inorganic polymer Polymers 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 2
- 229920002492 poly(sulfone) Polymers 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 229920001021 polysulfide Polymers 0.000 claims description 2
- 239000005077 polysulfide Substances 0.000 claims description 2
- 150000008117 polysulfides Polymers 0.000 claims description 2
- 230000002265 prevention Effects 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 230000003746 surface roughness Effects 0.000 claims description 2
- 229920001959 vinylidene polymer Polymers 0.000 claims description 2
- 239000011701 zinc Chemical class 0.000 claims description 2
- MZZSDCJQCLYLLL-UHFFFAOYSA-N Secalonsaeure A Natural products COC(=O)C12OC3C(CC1=C(O)CC(C)C2O)C(=CC=C3c4ccc(O)c5C(=O)C6=C(O)CC(C)C(O)C6(Oc45)C(=O)OC)O MZZSDCJQCLYLLL-UHFFFAOYSA-N 0.000 claims 2
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 claims 1
- 241000193738 Bacillus anthracis Species 0.000 claims 1
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
- 125000003275 alpha amino acid group Chemical group 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract description 33
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 230000003449 preventive effect Effects 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 654
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 237
- 239000000243 solution Substances 0.000 description 97
- 238000000576 coating method Methods 0.000 description 87
- 239000011248 coating agent Substances 0.000 description 86
- 239000002904 solvent Substances 0.000 description 79
- 239000000980 acid dye Substances 0.000 description 59
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 48
- 238000005406 washing Methods 0.000 description 46
- 230000000007 visual effect Effects 0.000 description 41
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 40
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 33
- 239000000992 solvent dye Substances 0.000 description 33
- 239000000984 vat dye Substances 0.000 description 32
- 108091034057 RNA (poly(A)) Proteins 0.000 description 30
- 235000019441 ethanol Nutrition 0.000 description 27
- 239000000982 direct dye Substances 0.000 description 24
- 239000002253 acid Substances 0.000 description 23
- 238000002474 experimental method Methods 0.000 description 22
- 229910052710 silicon Inorganic materials 0.000 description 21
- 239000010703 silicon Substances 0.000 description 21
- 239000011593 sulfur Substances 0.000 description 19
- 229910052717 sulfur Inorganic materials 0.000 description 19
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 18
- 239000000986 disperse dye Substances 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 16
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 13
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 13
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
- 239000000983 mordant dye Substances 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 229920002678 cellulose Polymers 0.000 description 11
- 239000001913 cellulose Substances 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 10
- 239000008367 deionised water Substances 0.000 description 10
- 229910021641 deionized water Inorganic materials 0.000 description 10
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 10
- 239000003973 paint Substances 0.000 description 10
- 239000002002 slurry Substances 0.000 description 10
- 229920001800 Shellac Polymers 0.000 description 9
- XSCHRSMBECNVNS-UHFFFAOYSA-N benzopyrazine Natural products N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 9
- 235000019353 potassium silicate Nutrition 0.000 description 9
- 239000004208 shellac Substances 0.000 description 9
- 229940113147 shellac Drugs 0.000 description 9
- 235000013874 shellac Nutrition 0.000 description 9
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 230000001105 regulatory effect Effects 0.000 description 8
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 8
- 125000005605 benzo group Chemical group 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- 239000000576 food coloring agent Substances 0.000 description 7
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 7
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 7
- NIKFYOSELWJIOF-UHFFFAOYSA-N rosanilin Chemical compound Cl.C1=C(N)C(C)=CC(C(=C2C=CC(=N)C=C2)C=2C=CC(N)=CC=2)=C1 NIKFYOSELWJIOF-UHFFFAOYSA-N 0.000 description 7
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 7
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 6
- MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 6
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000008119 colloidal silica Substances 0.000 description 6
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 6
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 6
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 6
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- OKKJLVBELUTLKV-VMNATFBRSA-N methanol-d1 Chemical compound [2H]OC OKKJLVBELUTLKV-VMNATFBRSA-N 0.000 description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 6
- 229950000688 phenothiazine Drugs 0.000 description 6
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- MCTQNEBFZMBRSQ-UHFFFAOYSA-N (3-amino-4-phenyldiazenylphenyl)azanium;chloride Chemical compound Cl.NC1=CC(N)=CC=C1N=NC1=CC=CC=C1 MCTQNEBFZMBRSQ-UHFFFAOYSA-N 0.000 description 5
- 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 description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 5
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 5
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- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- YXVCLPJQTZXJLH-UHFFFAOYSA-N thiamine(1+) diphosphate chloride Chemical compound [Cl-].CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N YXVCLPJQTZXJLH-UHFFFAOYSA-N 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- OFBPGACXRPVDQW-UHFFFAOYSA-N thiirane 1,1-dioxide Chemical compound O=S1(=O)CC1 OFBPGACXRPVDQW-UHFFFAOYSA-N 0.000 description 1
- MDYPJPPXVOPUNX-UHFFFAOYSA-N thiochromen-2-one Chemical compound C1=CC=C2SC(=O)C=CC2=C1 MDYPJPPXVOPUNX-UHFFFAOYSA-N 0.000 description 1
- JADVWWSKYZXRGX-UHFFFAOYSA-M thioflavine T Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C1=[N+](C)C2=CC=C(C)C=C2S1 JADVWWSKYZXRGX-UHFFFAOYSA-M 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical class S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 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
- 229960004636 thonzylamine hydrochloride Drugs 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- OVZXISBUYCEVEV-UHFFFAOYSA-N trans-alpha-methylstilbene Natural products C=1C=CC=CC=1C(C)=CC1=CC=CC=C1 OVZXISBUYCEVEV-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 229960002415 trichloroethylene Drugs 0.000 description 1
- DOKTZMKBGPRAPB-UHFFFAOYSA-N trimethyl(naphthalen-1-yl)azanium Chemical class C1=CC=C2C([N+](C)(C)C)=CC=CC2=C1 DOKTZMKBGPRAPB-UHFFFAOYSA-N 0.000 description 1
- KQFUYXBSZHBEQM-UHFFFAOYSA-N trimethyl(naphthalen-1-ylmethyl)azanium Chemical class C1=CC=C2C(C[N+](C)(C)C)=CC=CC2=C1 KQFUYXBSZHBEQM-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
- 235000019143 vitamin K2 Nutrition 0.000 description 1
- 239000011728 vitamin K2 Substances 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 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
- C08F2/004—Scale prevention in a polymerisation reactor or its auxiliary parts by a prior coating on the reactor walls
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15252284A JPS6131406A (ja) | 1984-07-23 | 1984-07-23 | 塩化ビニル系重合体の製造方法 |
JP15596784A JPS6134006A (ja) | 1984-07-26 | 1984-07-26 | 塩化ビニル系重合体の製造方法 |
Publications (1)
Publication Number | Publication Date |
---|---|
DD237514B5 true DD237514B5 (de) | 1995-06-01 |
Family
ID=26481418
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DD27878385A DD237514B5 (de) | 1984-07-23 | 1985-07-19 | Verfahren zur Herstellung von Vinylchlorid-Polymeren |
Country Status (29)
Country | Link |
---|---|
US (1) | US4757124A (OSRAM) |
EP (1) | EP0172427B2 (OSRAM) |
KR (1) | KR920004802B1 (OSRAM) |
AR (1) | AR242595A1 (OSRAM) |
AU (1) | AU578109B2 (OSRAM) |
BG (1) | BG50388A3 (OSRAM) |
BR (1) | BR8503491A (OSRAM) |
CA (1) | CA1249099A (OSRAM) |
DD (1) | DD237514B5 (OSRAM) |
DE (1) | DE3571324D1 (OSRAM) |
EG (1) | EG17349A (OSRAM) |
ES (1) | ES8701201A1 (OSRAM) |
FI (1) | FI81816C (OSRAM) |
GR (1) | GR851794B (OSRAM) |
HK (1) | HK71690A (OSRAM) |
HU (1) | HU201786B (OSRAM) |
ID (1) | ID977B (OSRAM) |
IN (1) | IN165525B (OSRAM) |
MX (1) | MX163186B (OSRAM) |
NO (1) | NO165757C (OSRAM) |
NZ (1) | NZ212815A (OSRAM) |
PH (1) | PH20811A (OSRAM) |
PL (1) | PL146867B1 (OSRAM) |
PT (1) | PT80846B (OSRAM) |
RO (1) | RO92870B (OSRAM) |
RU (1) | RU2012565C1 (OSRAM) |
SG (1) | SG15690G (OSRAM) |
SK (1) | SK358591A3 (OSRAM) |
YU (1) | YU44514B (OSRAM) |
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PH26338A (en) * | 1988-08-10 | 1992-04-29 | Shinetsu Chemical Co | Method of preventing polymer scale formation |
JPH0739445B2 (ja) * | 1988-12-07 | 1995-05-01 | 信越化学工業株式会社 | 重合体スケールの付着防止方法 |
US5068130A (en) * | 1990-10-23 | 1991-11-26 | E. I. Dupont De Nemours And Company | Inhibition of polymer formation on surfaces including vents by using an inhibitor paint |
EP0496349B1 (en) * | 1991-01-22 | 1996-04-10 | Shin-Etsu Chemical Co., Ltd. | Coating solution for preventing adhesion of polymer scale and method for its use |
JPH04370101A (ja) * | 1991-04-08 | 1992-12-22 | Shin Etsu Chem Co Ltd | 重合体スケール付着防止剤及び重合体スケールの付着防止方法 |
US5486582A (en) * | 1991-07-03 | 1996-01-23 | Shin-Etsu Chemical Co., Ltd. | Polymer scale preventive process using a coating of chitosan salt and phenothiazine |
DE69217327D1 (de) * | 1991-10-21 | 1997-03-20 | Shinetsu Chemical Co | Mittel zur Verhinderung von Polymerverkrustung, Polymerisationsgefäss, in dem die Verkrustung vermieden wird und Verfahren zur Herstellung von Polymeren unter Benutzung dieses Gefässes |
US5599924A (en) * | 1992-08-14 | 1997-02-04 | Trustees Of The University Of Pennsylvania | Electron-deficient porphyrins and processes and intermediates for preparing same |
US5817830A (en) * | 1992-08-14 | 1998-10-06 | Trustees Of The University Of Pennsylvania | Pyrrolic compounds |
US5493017A (en) * | 1992-08-14 | 1996-02-20 | The Trustees Of The University Of Pennsylvania | Ring-metalated porphyrins |
US5371199B1 (en) * | 1992-08-14 | 1995-12-26 | Univ Pennsylvania | Substituted porphyrins porphyrin-containing polymers and synthetic methods therefor |
JP2678711B2 (ja) * | 1992-08-28 | 1997-11-17 | 信越化学工業株式会社 | 重合体スケール付着防止剤及びそれを使用する重合体製造方法 |
GB9312853D0 (en) * | 1993-06-22 | 1993-08-04 | Euro Celtique Sa | Chemical compounds |
US5607503A (en) * | 1993-09-03 | 1997-03-04 | Refract-A-Gard Pty Limited | Silica-based binder |
JP3091355B2 (ja) * | 1993-11-16 | 2000-09-25 | 信越化学工業株式会社 | 重合体スケール付着防止剤及びそれを使用する重合体製造方法 |
US5591776A (en) * | 1994-06-24 | 1997-01-07 | Euro-Celtique, S.A. | Pheynl or benzyl-substituted rolipram-based compounds for and method of inhibiting phosphodiesterase IV |
US5922751A (en) * | 1994-06-24 | 1999-07-13 | Euro-Celtique, S.A. | Aryl pyrazole compound for inhibiting phosphodiesterase IV and methods of using same |
EP0702033B1 (en) | 1994-09-14 | 1997-12-03 | Shin-Etsu Chemical Co., Ltd. | Process of producing vinyl chloride type polymer |
AU4527896A (en) * | 1994-12-13 | 1996-07-03 | Euro-Celtique S.A. | Aryl thioxanthines |
CA2206804C (en) * | 1994-12-13 | 2002-03-19 | Euro-Celtique, S.A. | Trisubstituted thioxanthines |
US6025361A (en) * | 1994-12-13 | 2000-02-15 | Euro-Celtique, S.A. | Trisubstituted thioxanthines |
US6166041A (en) * | 1995-10-11 | 2000-12-26 | Euro-Celtique, S.A. | 2-heteroaryl and 2-heterocyclic benzoxazoles as PDE IV inhibitors for the treatment of asthma |
US6075016A (en) * | 1996-04-10 | 2000-06-13 | Euro-Celtique S.A. | 6,5-fused aromatic ring systems having enhanced phosphodiesterase IV inhibitory activity |
IT1286525B1 (it) * | 1996-12-04 | 1998-07-15 | 3V Sigma Spa | Agenti anti-incrostazione,composizioni che li contengono e loro impiego nei processi di polimerizzazione |
US5851988A (en) | 1997-01-15 | 1998-12-22 | Terrapin Technologies, Inc. | Nonpeptide insulin receptor agonists |
EP0996443A1 (en) * | 1997-07-03 | 2000-05-03 | Neurogen Corporation | Certain diarylimidazole derivatives; a new class of npy specific ligands |
EP0909767B1 (en) | 1997-10-16 | 2004-02-04 | Mitsubishi Gas Chemical Company, Inc. | Packing and distillation methods for inhibiting polymerization of vinyl compound |
US6184226B1 (en) | 1998-08-28 | 2001-02-06 | Scios Inc. | Quinazoline derivatives as inhibitors of P-38 α |
RU2292355C2 (ru) * | 2002-04-11 | 2007-01-27 | Акцо Нобель Н.В. | Способ нанесения средства против обрастания |
DE10234398B4 (de) * | 2002-07-23 | 2006-07-27 | Ls-Medcap Gmbh | Beschichtungszusammensetzung für eine implantierbare medizinische Vorrichtung und Verfahren zur Beschichtung einer solchen Vorrichtung und seine Verwendung |
US20090260767A1 (en) * | 2003-04-14 | 2009-10-22 | Every Penny Counts, Inc. | Use of hydrophobic dyes to monitor hydrophobic contaminants in a papermaking process |
DE602004013914D1 (de) * | 2004-01-07 | 2008-07-03 | Kuraray Co | Fäulnisverhinderndes Mittel und dessen Herstellung |
EP2581421A1 (en) | 2011-10-12 | 2013-04-17 | Ineos Europe AG | Additive |
CN105318109A (zh) * | 2014-06-30 | 2016-02-10 | 江苏大力城电气有限公司 | 一种恒力支吊架用连接卡扣 |
RU2699104C1 (ru) * | 2018-07-18 | 2019-09-03 | Акционерное общество Научный центр "Малотоннажная химия" | Новые флуоресцентные производные α-гидрокси-бисфосфонатов в качестве ингибиторов солеотложений и способы их получения |
CN110252411B (zh) * | 2019-06-26 | 2022-02-08 | 江西蓝星星火有机硅有限公司 | 一种端环氧硅油生产用络合型铂催化剂及其制备方法和用途 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4814437B1 (OSRAM) * | 1969-12-15 | 1973-05-07 | ||
DE94210C (OSRAM) * | 1970-05-07 | |||
GB1365590A (en) * | 1972-03-09 | 1974-09-04 | Shinetsu Chemical Co | Method of suspension polymerizing vinyl chloride |
DE2248607A1 (de) * | 1972-10-04 | 1974-04-11 | Wacker Chemie Gmbh | Verfahren zur herstellung von polyvinylhalogeniden |
AU503273B2 (en) * | 1975-08-26 | 1979-08-30 | Imperial Chemical Industries Limited | Reactor and process for vinyl chloride polymerisation |
GR64894B (en) * | 1977-01-25 | 1980-06-07 | Shinetsu Chemical Co | Method for the polymerization of a vinyl menomer |
US4068059A (en) * | 1977-02-17 | 1978-01-10 | 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 |
EP0023385B1 (en) | 1979-06-16 | 1982-12-15 | Beecham Group Plc | Ethanamine derivatives, their preparation and use in pharmaceutical compositions |
JPH0138544B2 (OSRAM) | 1980-08-18 | 1989-08-15 | Goodrich Co B F | |
JPS5761001A (en) | 1980-09-30 | 1982-04-13 | Shin Etsu Chem Co Ltd | Polymerizer |
JPS5911303A (ja) | 1982-07-12 | 1984-01-20 | Shin Etsu Chem Co Ltd | ビニル系単量体の重合方法 |
NO841249L (no) * | 1983-04-04 | 1984-10-05 | Shinetsu Chemical Co | Fremgangsmaate for fjerning av utfelt polymerskall paa reaktorvegger samt et middel for utfoerelse av fremgangsmaaten |
JPS59202201A (ja) * | 1983-04-28 | 1984-11-16 | Shin Etsu Chem Co Ltd | 重合体スケ−ル付着防止剤およびそれを使用する方法 |
-
1985
- 1985-07-03 IN IN525/DEL/85A patent/IN165525B/en unknown
- 1985-07-17 PH PH35233A patent/PH20811A/en unknown
- 1985-07-17 RO RO119582A patent/RO92870B/ro unknown
- 1985-07-17 YU YU1181/85A patent/YU44514B/xx unknown
- 1985-07-17 CA CA000486934A patent/CA1249099A/en not_active Expired
- 1985-07-18 GR GR851794A patent/GR851794B/el unknown
- 1985-07-18 ES ES545331A patent/ES8701201A1/es not_active Expired
- 1985-07-18 MX MX206034A patent/MX163186B/es unknown
- 1985-07-19 AR AR85301041A patent/AR242595A1/es active
- 1985-07-19 DD DD27878385A patent/DD237514B5/de not_active IP Right Cessation
- 1985-07-20 KR KR1019850005185A patent/KR920004802B1/ko not_active Expired
- 1985-07-21 EG EG433/85A patent/EG17349A/xx active
- 1985-07-22 HU HU852786A patent/HU201786B/hu not_active IP Right Cessation
- 1985-07-22 NO NO852907A patent/NO165757C/no not_active IP Right Cessation
- 1985-07-22 EP EP85109161A patent/EP0172427B2/en not_active Expired - Lifetime
- 1985-07-22 RU SU853960627A patent/RU2012565C1/ru active
- 1985-07-22 NZ NZ212815A patent/NZ212815A/xx unknown
- 1985-07-22 PT PT80846A patent/PT80846B/pt not_active IP Right Cessation
- 1985-07-22 FI FI852857A patent/FI81816C/fi not_active IP Right Cessation
- 1985-07-22 DE DE8585109161T patent/DE3571324D1/de not_active Expired
- 1985-07-22 ID IDP410985A patent/ID977B/id unknown
- 1985-07-23 AU AU45274/85A patent/AU578109B2/en not_active Ceased
- 1985-07-23 BG BG071188A patent/BG50388A3/xx unknown
- 1985-07-23 BR BR8503491A patent/BR8503491A/pt not_active IP Right Cessation
- 1985-07-23 PL PL1985254652A patent/PL146867B1/pl unknown
- 1985-07-23 SK SK3585-91A patent/SK358591A3/sk unknown
-
1987
- 1987-07-21 US US07/076,996 patent/US4757124A/en not_active Expired - Lifetime
-
1990
- 1990-03-05 SG SG156/90A patent/SG15690G/en unknown
- 1990-09-13 HK HK716/90A patent/HK71690A/en not_active IP Right Cessation
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Free format text: DER VERTRETER BAUMBACH, F., DR., PATENTSTELLE BIOTEZ, O-1115 BERLIN-BUCH, DE IST ZU STREICHEN |
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B5 | Patent specification, 2nd publ. accord. to extension act | ||
ENJ | Ceased due to non-payment of renewal fee |