CA1193394A - Method for the preparation of vinyl chloride resins by suspension polymerization - Google Patents

Method for the preparation of vinyl chloride resins by suspension polymerization

Info

Publication number: CA1193394A
Authority: CA; Canada
Prior art keywords: acid; monomers; polymerization; water; coating
Prior art date: 1979-10-22
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

Application number

CA000362647A

Other languages

English (en)

French (fr)

Inventor

Hajime Kitamura

Toshihide Shimizu

Ken Itoh

Ichiro Kaneko

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Shin Etsu Chemical Co Ltd

Original Assignee

Shin Etsu Chemical Co Ltd

Priority date (The priority date 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 date listed.)

1979-10-22

Filing date

1980-10-17

Publication date

1985-09-10

1980-10-17 Application filed by Shin Etsu Chemical Co Ltd filed Critical Shin Etsu Chemical Co Ltd

1985-09-10 Application granted granted Critical

1985-09-10 Publication of CA1193394A publication Critical patent/CA1193394A/en

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 31
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 24
229920005989 resin Polymers 0.000 title claims abstract description 24
239000011347 resin Substances 0.000 title claims abstract description 24
238000010557 suspension polymerization reaction Methods 0.000 title description 8
238000002360 preparation method Methods 0.000 title description 2
238000006116 polymerization reaction Methods 0.000 claims abstract description 52
238000000576 coating method Methods 0.000 claims abstract description 51
239000011248 coating agent Substances 0.000 claims abstract description 49
239000000178 monomer Substances 0.000 claims abstract description 41
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
239000000203 mixture Substances 0.000 claims abstract description 19
150000001451 organic peroxides Chemical class 0.000 claims abstract description 19
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims abstract description 18
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims abstract description 16
239000003505 polymerization initiator Substances 0.000 claims abstract description 13
229920000915 polyvinyl chloride Polymers 0.000 claims abstract description 10
239000004800 polyvinyl chloride Substances 0.000 claims abstract description 10
229910052783 alkali metal Inorganic materials 0.000 claims abstract description 9
150000003863 ammonium salts Chemical class 0.000 claims abstract description 9
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 7
238000001035 drying Methods 0.000 claims abstract description 7
150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 5
125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 4
239000000375 suspending agent Substances 0.000 claims abstract description 4
238000010558 suspension polymerization method Methods 0.000 claims abstract description 3
239000002253 acid Substances 0.000 claims description 14
-1 alkali metal salt Chemical class 0.000 claims description 12
IHZXTIBMKNSJCJ-UHFFFAOYSA-N 3-{[(4-{[4-(dimethylamino)phenyl](4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)(ethyl)azaniumyl]methyl}benzene-1-sulfonate Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 IHZXTIBMKNSJCJ-UHFFFAOYSA-N 0.000 claims description 9
SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 claims description 4
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
AOMZHDJXSYHPKS-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(4-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 AOMZHDJXSYHPKS-UHFFFAOYSA-L 0.000 claims description 4
TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 claims description 4
239000003795 chemical substances by application Substances 0.000 claims description 3
ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 claims description 3
CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 claims description 3
239000003960 organic solvent Substances 0.000 claims description 3
MPCYPRXRVWZKGF-UHFFFAOYSA-J tetrasodium 5-amino-3-[[4-[4-[(8-amino-1-hydroxy-3,6-disulfonatonaphthalen-2-yl)diazenyl]phenyl]phenyl]diazenyl]-4-hydroxynaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(N=NC3=CC=C(C=C3)C3=CC=C(C=C3)N=NC3=C(C=C4C=C(C=C(C4=C3O)N)S([O-])(=O)=O)S([O-])(=O)=O)=C(O)C2=C1N MPCYPRXRVWZKGF-UHFFFAOYSA-J 0.000 claims description 3
RTLULCVBFCRQKI-UHFFFAOYSA-N 1-amino-4-[3-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-4-sulfoanilino]-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC(C=1)=CC=C(S(O)(=O)=O)C=1NC1=NC(Cl)=NC(Cl)=N1 RTLULCVBFCRQKI-UHFFFAOYSA-N 0.000 claims description 2
BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 claims description 2
SEXWRZHFWPOWFA-VAWYXSNFSA-N 5-(phenylcarbamoylamino)-2-[(e)-2-[4-(phenylcarbamoylamino)-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound C=1C=C(\C=C\C=2C(=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC(=O)NC1=CC=CC=C1 SEXWRZHFWPOWFA-VAWYXSNFSA-N 0.000 claims description 2
LMKBZNJJQISXRN-UHFFFAOYSA-N 8-hydroxy-7-[[4-[4-[(2-hydroxynaphthalen-1-yl)diazenyl]phenyl]phenyl]diazenyl]naphthalene-1,3,6-trisulfonic acid Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(C=C1)C1=CC=C(C=C1)N=NC1=C(C=C2C=C(C=C(C2=C1O)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O LMKBZNJJQISXRN-UHFFFAOYSA-N 0.000 claims description 2
JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 claims description 2
BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 claims description 2
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 2
239000005711 Benzoic acid Substances 0.000 claims description 2
JQYMGXZJTCOARG-UHFFFAOYSA-N Reactive blue 2 Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC(C=C1S(O)(=O)=O)=CC=C1NC(N=1)=NC(Cl)=NC=1NC1=CC=CC(S(O)(=O)=O)=C1 JQYMGXZJTCOARG-UHFFFAOYSA-N 0.000 claims description 2
KXXFHLLUPUAVRY-UHFFFAOYSA-J [Na+].[Na+].[Na+].[Cu++].[O-]C(=O)C1=CC=C(C=C1N=N[C-](N=NC1=C([O-])C(NC2=NC(F)=NC(NCCOCCS(=O)(=O)C=C)=N2)=CC(=C1)S([O-])(=O)=O)C1=CC=CC=C1)S([O-])(=O)=O Chemical compound [Na+].[Na+].[Na+].[Cu++].[O-]C(=O)C1=CC=C(C=C1N=N[C-](N=NC1=C([O-])C(NC2=NC(F)=NC(NCCOCCS(=O)(=O)C=C)=N2)=CC(=C1)S([O-])(=O)=O)C1=CC=CC=C1)S([O-])(=O)=O KXXFHLLUPUAVRY-UHFFFAOYSA-J 0.000 claims description 2
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
235000010233 benzoic acid Nutrition 0.000 claims description 2
238000005282 brightening Methods 0.000 claims description 2
ZBNARPCCDMHDDV-UHFFFAOYSA-N chembl1206040 Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N=NC3=CC=C(C=C3C)C=3C=C(C(=CC=3)N=NC=3C(=CC4=CC(=CC(N)=C4C=3O)S(O)(=O)=O)S(O)(=O)=O)C)=C(O)C2=C1N ZBNARPCCDMHDDV-UHFFFAOYSA-N 0.000 claims description 2
DXRWYIKGBIPGAG-UHFFFAOYSA-M chembl2028375 Chemical compound [Na+].[O-][N+](=O)C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=C(O)C=C(S([O-])(=O)=O)C2=C1 DXRWYIKGBIPGAG-UHFFFAOYSA-M 0.000 claims description 2
YCMOBGSVZYLYBZ-UHFFFAOYSA-L disodium 5-[[4-[4-[(2-amino-8-hydroxy-6-sulfonatonaphthalen-1-yl)diazenyl]phenyl]phenyl]diazenyl]-2-hydroxybenzoate Chemical compound NC1=CC=C2C=C(C=C(O)C2=C1N=NC1=CC=C(C=C1)C1=CC=C(C=C1)N=NC1=CC=C(O)C(=C1)C(=O)O[Na])S(=O)(=O)O[Na] YCMOBGSVZYLYBZ-UHFFFAOYSA-L 0.000 claims description 2
VSSMQLIMSVAUDK-UHFFFAOYSA-L disodium;5-[(4-ethoxyphenyl)diazenyl]-2-[4-[(4-ethoxyphenyl)diazenyl]-2-sulfonatophenyl]sulfanylbenzenesulfonate Chemical compound [Na+].[Na+].C1=CC(OCC)=CC=C1N=NC(C=C1S([O-])(=O)=O)=CC=C1SC1=CC=C(N=NC=2C=CC(OCC)=CC=2)C=C1S([O-])(=O)=O VSSMQLIMSVAUDK-UHFFFAOYSA-L 0.000 claims description 2
SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 claims description 2
ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 claims description 2
235000012731 ponceau 4R Nutrition 0.000 claims description 2
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 2
OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 claims description 2
125000000542 sulfonic acid group Chemical group 0.000 claims description 2
QTTDXDAWQMDLOF-UHFFFAOYSA-J tetrasodium 3-[[4-[[4-[(6-amino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-6-sulfonatonaphthalen-1-yl]diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].Nc1ccc2c(O)c(N=Nc3ccc(N=Nc4ccc(N=Nc5cc(c6cccc(c6c5)S([O-])(=O)=O)S([O-])(=O)=O)c5ccccc45)c4ccc(cc34)S([O-])(=O)=O)c(cc2c1)S([O-])(=O)=O QTTDXDAWQMDLOF-UHFFFAOYSA-J 0.000 claims description 2
SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 claims description 2
PEAGNRWWSMMRPZ-UHFFFAOYSA-L woodstain scarlet Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 PEAGNRWWSMMRPZ-UHFFFAOYSA-L 0.000 claims description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 2
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims 1
WRSWXNQFTKCPHT-UHFFFAOYSA-N 5-bromo-2-(9-chloro-3-hydroxybenzo[g][1]benzothiol-2-yl)indol-3-one Chemical compound [O-]c1c(sc2c1ccc1cccc(Cl)c21)C1=[NH+]c2ccc(Br)cc2C1=O WRSWXNQFTKCPHT-UHFFFAOYSA-N 0.000 claims 1
CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 claims 1
AZOPGDOIOXKJRA-UHFFFAOYSA-L chembl1817788 Chemical compound [Na+].[Na+].C1=C(C([O-])=O)C(O)=CC=C1N=NC1=CC=C(C=2C=CC(=CC=2)N=NC=2C=C(C(O)=CC=2)C([O-])=O)C=C1 AZOPGDOIOXKJRA-UHFFFAOYSA-L 0.000 claims 1
BEQIIZJSZSVJJK-UHFFFAOYSA-M chembl2028372 Chemical compound [Na+].OC1=CC=C(S([O-])(=O)=O)C=C1N=NC1=C(O)C=CC2=CC=CC=C12 BEQIIZJSZSVJJK-UHFFFAOYSA-M 0.000 claims 1
XRPLBRIHZGVJIC-UHFFFAOYSA-L chembl3182776 Chemical compound [Na+].[Na+].NC1=CC(N)=CC=C1N=NC1=CC=C(C=2C=CC(=CC=2)N=NC=2C(=CC3=CC(=C(N=NC=4C=CC=CC=4)C(O)=C3C=2N)S([O-])(=O)=O)S([O-])(=O)=O)C=C1 XRPLBRIHZGVJIC-UHFFFAOYSA-L 0.000 claims 1
KJPDHFPPVKRMMG-UHFFFAOYSA-L disodium 2,4-diamino-3-[[4-[4-[(2,6-diamino-3-methyl-5-sulfonatophenyl)diazenyl]-3-methylphenyl]-2-methylphenyl]diazenyl]-5-methylbenzenesulfonate Chemical compound [Na+].[Na+].CC1=CC(S([O-])(=O)=O)=C(N)C(N=NC=2C(=CC(=CC=2)C=2C=C(C)C(N=NC=3C(=C(C=C(C)C=3N)S([O-])(=O)=O)N)=CC=2)C)=C1N KJPDHFPPVKRMMG-UHFFFAOYSA-L 0.000 claims 1
VDRKHPFIMDTBNX-UHFFFAOYSA-L disodium 7-amino-8-[[4-[4-[(2-amino-8-oxido-6-sulfonaphthalen-1-yl)diazenyl]phenyl]phenyl]diazenyl]-3-sulfonaphthalen-1-olate Chemical compound C1=CC(=CC=C1C2=CC=C(C=C2)N=NC3=C(C=CC4=CC(=CC(=C43)[O-])S(=O)(=O)O)N)N=NC5=C(C=CC6=CC(=CC(=C65)[O-])S(=O)(=O)O)N.[Na+].[Na+] VDRKHPFIMDTBNX-UHFFFAOYSA-L 0.000 claims 1
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 1
DXRWYIKGBIPGAG-UHFFFAOYSA-N sodium 3-hydroxy-4-[(2-hydroxynaphthalen-1-yl)diazenyl]-7-nitronaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(=C1)C=CC(=C2N=NC3=C4C=CC(=CC4=C(C=C3O)S(=O)(=O)O)[N+](=O)[O-])O.[Na+] DXRWYIKGBIPGAG-UHFFFAOYSA-N 0.000 claims 1
229920000642 polymer Polymers 0.000 abstract description 20
230000008021 deposition Effects 0.000 abstract description 9
150000001340 alkali metals Chemical class 0.000 abstract description 5
239000012934 organic peroxide initiator Substances 0.000 abstract description 2
239000000243 solution Substances 0.000 description 22
239000000975 dye Substances 0.000 description 8
150000001875 compounds Chemical class 0.000 description 7
238000010438 heat treatment Methods 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
239000000463 material Substances 0.000 description 5
239000002609 medium Substances 0.000 description 5
238000012360 testing method Methods 0.000 description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
239000004372 Polyvinyl alcohol Substances 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
239000012736 aqueous medium Substances 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
229920002451 polyvinyl alcohol Polymers 0.000 description 4
229910001220 stainless steel Inorganic materials 0.000 description 4
239000010935 stainless steel Substances 0.000 description 4
150000003567 thiocyanates Chemical class 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
229920002554 vinyl polymer Polymers 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
238000004040 coloring Methods 0.000 description 3
239000003999 initiator Substances 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
230000002265 prevention Effects 0.000 description 3
239000002002 slurry Substances 0.000 description 3
150000003460 sulfonic acids Chemical class 0.000 description 3
239000000725 suspension Substances 0.000 description 3
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
235000011054 acetic acid Nutrition 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000009472 formulation Methods 0.000 description 2
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
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 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
239000012046 mixed solvent Substances 0.000 description 2
238000000465 moulding Methods 0.000 description 2
150000002894 organic compounds Chemical class 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 1
LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
ALWXETURCOIGIZ-UHFFFAOYSA-N 1-nitropropylbenzene Chemical compound CCC([N+]([O-])=O)C1=CC=CC=C1 ALWXETURCOIGIZ-UHFFFAOYSA-N 0.000 description 1
OESPFRYVCUTRKF-UHFFFAOYSA-N 2-(1,3-dioxo-2,3-dihydro-1h-inden-2-yl)quinoline-6,8-disulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S(O)(=O)=O)C=C(S(=O)(=O)O)C=C2C=C1 OESPFRYVCUTRKF-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
VGZZAZYCLRYTNQ-UHFFFAOYSA-N 2-ethoxyethoxycarbonyloxy 2-ethoxyethyl carbonate Chemical compound CCOCCOC(=O)OOC(=O)OCCOCC VGZZAZYCLRYTNQ-UHFFFAOYSA-N 0.000 description 1
KFGFVPMRLOQXNB-UHFFFAOYSA-N 3,5,5-trimethylhexanoyl 3,5,5-trimethylhexaneperoxoate Chemical compound CC(C)(C)CC(C)CC(=O)OOC(=O)CC(C)CC(C)(C)C KFGFVPMRLOQXNB-UHFFFAOYSA-N 0.000 description 1
ASDREVVGQFYRTH-UHFFFAOYSA-N 3-[[2-acetamido-4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]phenyl]diazenyl]naphthalene-1,5-disulfonic acid Chemical compound C=1C=C(N=NC=2C=C3C(=CC=CC3=C(C=2)S(O)(=O)=O)S(O)(=O)=O)C(NC(=O)C)=CC=1NC1=NC(N)=NC(Cl)=N1 ASDREVVGQFYRTH-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
YPIFGDQKSSMYHQ-UHFFFAOYSA-M 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC([O-])=O YPIFGDQKSSMYHQ-UHFFFAOYSA-M 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 description 1
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
206010067482 No adverse event Diseases 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
240000001987 Pyrus communis Species 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
239000004147 Sorbitan trioleate Substances 0.000 description 1
PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
229910052792 caesium Inorganic materials 0.000 description 1
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000011575 calcium Substances 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
229920003086 cellulose ether Polymers 0.000 description 1
229960000541 cetyl alcohol Drugs 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
FPVGTPBMTFTMRT-UHFFFAOYSA-L disodium;2-amino-5-[(4-sulfonatophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-UHFFFAOYSA-L 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
235000019233 fast yellow AB Nutrition 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
230000005802 health problem Effects 0.000 description 1
238000005286 illumination Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910021432 inorganic complex Inorganic materials 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
229940116357 potassium thiocyanate Drugs 0.000 description 1
235000012752 quinoline yellow Nutrition 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
SZKZLHLJJLRYKJ-UHFFFAOYSA-N sodium 4-amino-3-[[4-[4-[(2,4-diaminophenyl)diazenyl]phenyl]phenyl]diazenyl]-5-hydroxy-6-phenyldiazenylnaphthalene-2,7-disulfonic acid Chemical compound C1=CC=C(C=C1)N=NC2=C(C3=C(C(=C(C=C3C=C2S(=O)(=O)O)S(=O)(=O)O)N=NC4=CC=C(C=C4)C5=CC=C(C=C5)N=NC6=C(C=C(C=C6)N)N)N)O.[Na+] SZKZLHLJJLRYKJ-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229940035044 sorbitan monolaurate Drugs 0.000 description 1
235000019337 sorbitan trioleate Nutrition 0.000 description 1
229960000391 sorbitan trioleate Drugs 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000010998 test method Methods 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
VRVDFJOCCWSFLI-UHFFFAOYSA-K trisodium 3-[[4-[(6-anilino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].COc1cc(N=Nc2cc(c3cccc(c3c2)S([O-])(=O)=O)S([O-])(=O)=O)c(C)cc1N=Nc1c(O)c2ccc(Nc3ccccc3)cc2cc1S([O-])(=O)=O VRVDFJOCCWSFLI-UHFFFAOYSA-K 0.000 description 1
CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
229920001567 vinyl ester resin Polymers 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
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/02—Monomers containing chlorine
- C08F14/04—Monomers containing two carbon atoms
- C08F14/06—Vinyl chloride

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polymerisation Methods In General (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000362647A 1979-10-22 1980-10-17 Method for the preparation of vinyl chloride resins by suspension polymerization Expired CA1193394A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP54136262A JPS606361B2 (ja)	1979-10-22	1979-10-22	塩化ビニル系単量体の重合方法
JP54-136262		1979-10-22

Publications (1)

Publication Number	Publication Date
CA1193394A true CA1193394A (en)	1985-09-10

Family

ID=15171066

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000362647A Expired CA1193394A (en)	1979-10-22	1980-10-17	Method for the preparation of vinyl chloride resins by suspension polymerization

Country Status (21)

Country	Link
JP (1)	JPS606361B2 (de)
AT (1)	AT369755B (de)
BE (1)	BE885813A (de)
BR (1)	BR8006772A (de)
CA (1)	CA1193394A (de)
CH (1)	CH645392A5 (de)
CU (1)	CU21471A (de)
DE (1)	DE3039543A1 (de)
DK (1)	DK443880A (de)
ES (1)	ES8107254A1 (de)
FR (1)	FR2467860B1 (de)
GB (1)	GB2061980B (de)
HU (1)	HU191809B (de)
IN (1)	IN151895B (de)
IT (1)	IT1133972B (de)
MX (1)	MX155347A (de)
NL (1)	NL8005812A (de)
NO (1)	NO803099L (de)
PL (1)	PL227440A1 (de)
PT (1)	PT71944B (de)
SE (1)	SE8007331L (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS62176245A (ja) *	1986-01-29	1987-08-03	Sekisui Chem Co Ltd	電話機
JPS62219736A (ja) *	1986-03-19	1987-09-28	Matsushita Electric Works Ltd	電話用切り分け器
JPS62219737A (ja) *	1986-03-19	1987-09-28	Matsushita Electric Works Ltd	電話用切り分け器

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4093788A (en) *	1974-06-24	1978-06-06	Stauffer Chemical Company	Method for the preparation of polyvinyl chloride by suspension or emulsion polymerization
JPS5212291A (en) *	1975-07-18	1977-01-29	Shin Etsu Chem Co Ltd	Process for polymerizing vinyl chloride
JPS5214688A (en) *	1975-07-24	1977-02-03	Shin Etsu Chem Co Ltd	A process for polymerizing vinyl chloride
JPS5224070A (en) *	1975-08-19	1977-02-23	Toshiba Corp	Productio method of magnetron anode
JPS5224953A (en) *	1975-08-22	1977-02-24	Osaka Transformer Co Ltd	Arc welding machine
JPS5228347A (en) *	1975-08-29	1977-03-03	Nippon Kogaku Kk <Nikon>	Position detector unit
LU76676A1 (de) *	1977-02-01	1978-09-13
JPS548690A (en) *	1977-06-20	1979-01-23	Goodrich Co B F	Method of preventing polymer from adhering on inner surface of polymerization reactor

1979
- 1979-10-22 JP JP54136262A patent/JPS606361B2/ja not_active Expired
1980
- 1980-10-14 IN IN1167/CAL/80A patent/IN151895B/en unknown
- 1980-10-17 CA CA000362647A patent/CA1193394A/en not_active Expired
- 1980-10-17 NO NO803099A patent/NO803099L/no unknown
- 1980-10-20 DK DK443880A patent/DK443880A/da not_active Application Discontinuation
- 1980-10-20 SE SE8007331A patent/SE8007331L/xx unknown
- 1980-10-20 DE DE19803039543 patent/DE3039543A1/de not_active Withdrawn
- 1980-10-20 GB GB8033747A patent/GB2061980B/en not_active Expired
- 1980-10-21 MX MX184414A patent/MX155347A/es unknown
- 1980-10-21 IT IT25487/80A patent/IT1133972B/it active
- 1980-10-21 PT PT71944A patent/PT71944B/pt unknown
- 1980-10-21 BR BR8006772A patent/BR8006772A/pt unknown
- 1980-10-21 BE BE0/202545A patent/BE885813A/fr not_active IP Right Cessation
- 1980-10-21 FR FR8022441A patent/FR2467860B1/fr not_active Expired
- 1980-10-21 CU CU35339A patent/CU21471A/es unknown
- 1980-10-21 ES ES496127A patent/ES8107254A1/es not_active Expired
- 1980-10-22 NL NL8005812A patent/NL8005812A/nl not_active Application Discontinuation
- 1980-10-22 CH CH788080A patent/CH645392A5/de not_active IP Right Cessation
- 1980-10-22 AT AT0521080A patent/AT369755B/de not_active IP Right Cessation
- 1980-10-22 PL PL22744080A patent/PL227440A1/xx unknown
- 1980-10-22 HU HU802567A patent/HU191809B/hu unknown

Also Published As

Publication number	Publication date
AT369755B (de)	1983-01-25
CH645392A5 (de)	1984-09-28
BR8006772A (pt)	1981-04-28
IN151895B (de)	1983-08-27
PT71944A (en)	1980-11-01
CU21471A (en)	1983-10-04
ES496127A0 (es)	1981-10-01
JPS606361B2 (ja)	1985-02-18
IT1133972B (it)	1986-07-24
FR2467860A1 (fr)	1981-04-30
JPS5659808A (en)	1981-05-23
SE8007331L (sv)	1981-04-23
DK443880A (da)	1981-04-23
ATA521080A (de)	1982-06-15
NO803099L (no)	1981-04-23
IT8025487A0 (it)	1980-10-21
MX155347A (es)	1988-02-22
ES8107254A1 (es)	1981-10-01
PT71944B (en)	1981-08-31
PL227440A1 (de)	1981-07-10
NL8005812A (nl)	1981-04-24
BE885813A (fr)	1981-02-16
HU191809B (en)	1987-04-28
GB2061980B (en)	1983-06-29
GB2061980A (en)	1981-05-20
DE3039543A1 (de)	1981-09-10
FR2467860B1 (fr)	1985-11-15

Legal Events

Date	Code	Title	Description
2002-09-10	MKEX	Expiry

Publication	Publication Date	Title
EP0091965B1 (de)	1987-03-18	Verfahren zum verhindern eines niederschlags einer polymerschichts während des polymerisierens eines vinylmonomers
CA1193394A (en)	1985-09-10	Method for the preparation of vinyl chloride resins by suspension polymerization
EP0355575B1 (de)	1994-11-02	Verfahren zur Unterdrückung der Bildung von Polymerkrusten
JP4632665B2 (ja)	2011-02-16	重合反応の間の有機開始剤及び保護コロイドの同時計量供給
US3382223A (en)	1968-05-07	Process for the production of vinylchloride polymers by low-temperature polymerization
JPH09316110A (ja)	1997-12-09	酢酸ビニル系重合体の製造方法
CA2043278A1 (en)	1991-11-26	Method of preventing polymer scale deposition and polymer scale preventive liquid used therein
US5728788A (en)	1998-03-17	Process of producing vinyl acetate polymer
US4732954A (en)	1988-03-22	Novel polyvinyl chloride suspension polymerization process and product having improved plasticizer absorption
US4732953A (en)	1988-03-22	Novel polyvinyl chloride suspension polymerization process and product having improved plasticizer absorption
CA1261543A (en)	1989-09-26	Method for the preparation of a polyvinyl chloride resin
EP0166416B1 (de)	1989-09-13	Verfahren zur Suspensionspolymerisation von Vinylchloridmonomeren in wässrigem Medium
JP3374567B2 (ja)	2003-02-04	塩化ビニル系重合体の製造方法
NO140308B (no)	1979-04-30	Fremgangsmaate ved gjenvinning av bacitracin
EP0164883A2 (de)	1985-12-18	Verfahren zur Polymerisation eines Vinylmonomers
KR810001533B1 (ko)	1981-10-27	비닐 단량체의 중합 방법
US3843749A (en)	1974-10-22	Method of manufacturing acrylonitrile polymer
JP3328449B2 (ja)	2002-09-24	塩化ビニル系重合体の製造方法
JPH0129484B2 (de)	1989-06-12
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