DE1248944C2 - Verfahren zur herstellung von chlorierungsprodukten des polyaethylends - Google Patents
Verfahren zur herstellung von chlorierungsprodukten des polyaethylendsInfo
- Publication number
- DE1248944C2 DE1248944C2 DENDAT1248944D DE1248944DA DE1248944C2 DE 1248944 C2 DE1248944 C2 DE 1248944C2 DE NDAT1248944 D DENDAT1248944 D DE NDAT1248944D DE 1248944D A DE1248944D A DE 1248944DA DE 1248944 C2 DE1248944 C2 DE 1248944C2
- Authority
- DE
- Germany
- Prior art keywords
- chlorination
- polyethylene
- chlorine
- mixtures
- solvents
- 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
- 238000005660 chlorination reaction Methods 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 28
- -1 polyethylene Polymers 0.000 claims description 27
- 239000004698 Polyethylene Substances 0.000 claims description 25
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 20
- 229910052801 chlorine Inorganic materials 0.000 claims description 17
- 239000000460 chlorine Substances 0.000 claims description 17
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 12
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 7
- 239000005977 Ethylene Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- 239000003973 paint Substances 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000011888 foil Substances 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000011877 solvent mixture Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 241001676573 Minium Species 0.000 claims 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
- 230000001133 acceleration Effects 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000012320 chlorinating reagent Substances 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 230000026030 halogenation Effects 0.000 claims 1
- 238000005658 halogenation reaction Methods 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000012456 homogeneous solution Substances 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 150000007530 organic bases Chemical class 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 230000000717 retained effect Effects 0.000 claims 1
- 239000001632 sodium acetate Substances 0.000 claims 1
- 235000017281 sodium acetate Nutrition 0.000 claims 1
- VQWCYMVRGWCONX-UHFFFAOYSA-M sodium ethene hydrogen carbonate Chemical class C=C.C([O-])(O)=O.[Na+] VQWCYMVRGWCONX-UHFFFAOYSA-M 0.000 claims 1
- 125000000542 sulfonic acid group Chemical group 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004709 Chlorinated polyethylene Substances 0.000 description 2
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 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
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-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
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- UQLDLKMNUJERMK-UHFFFAOYSA-L di(octadecanoyloxy)lead Chemical compound [Pb+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O UQLDLKMNUJERMK-UHFFFAOYSA-L 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0037284 | 1962-07-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1248944B DE1248944B (en:Method) | |
| DE1248944C2 true DE1248944C2 (de) | 1974-10-24 |
Family
ID=7096816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT1248944D Expired DE1248944C2 (de) | 1962-07-11 | Verfahren zur herstellung von chlorierungsprodukten des polyaethylends |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3355519A (en:Method) |
| DE (1) | DE1248944C2 (en:Method) |
| GB (1) | GB986995A (en:Method) |
| IT (1) | IT699729A (en:Method) |
| NL (2) | NL137372C (en:Method) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3489642A (en) * | 1968-05-10 | 1970-01-13 | Du Pont | Chlorinated and chlorosulfonated polyethylene - ethylene/acrylic acid copolymer blends |
| US3928503A (en) * | 1968-08-31 | 1975-12-23 | Hoechst Ag | Method for working up chloropolyolefin solutions |
| US4089726A (en) * | 1972-12-22 | 1978-05-16 | Sumitomo Bakelite Company, Limited | Adhesive comprising post-chlorinated polyethylene and polyvinyl chloride |
| US4037020A (en) * | 1972-12-27 | 1977-07-19 | Sumitomo Bakelite Company, Limited | Adhesive comprising post-chlorinated polyethylene and polyvinyl chloride |
| US3992290A (en) * | 1974-04-26 | 1976-11-16 | Liquid Processing Systems, Inc. | Method for coalescing oil using a brominated monoolefin resin |
| US4358402A (en) | 1975-11-27 | 1982-11-09 | Imperial Chemical Industries Limited | Chlorinated polymers |
| GB1519711A (en) | 1976-01-30 | 1978-08-02 | Ici Ltd | Recovering chlorinated polymers from solution |
| US4376799A (en) * | 1980-09-16 | 1983-03-15 | The Dow Chemical Company | Quiet film and container |
| DE3578949D1 (de) * | 1984-05-10 | 1990-09-06 | Du Pont | Chlorierte oder chlorsulfonierte aethylen-vinylacetat-copolymere und verwendung zu anstrichfarben. |
| JPS61113602A (ja) * | 1984-11-08 | 1986-05-31 | Mitsui Petrochem Ind Ltd | ハロゲン化変性エチレン系ランダム共重合体 |
| JPH0739518B2 (ja) * | 1986-11-18 | 1995-05-01 | ダイソー株式会社 | 接着性に優れた塩素化ポリエチレン組成物 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3060164A (en) * | 1954-07-12 | 1962-10-23 | Phillips Petroleum Co | Halogenated polymer and process for producing same |
| BE550905A (en:Method) * | 1955-09-09 | |||
| US3260694A (en) * | 1962-01-09 | 1966-07-12 | Phelps Dodge Copper Prod | Cross-linked chlorinated polyethylene |
| US3179720A (en) * | 1962-10-22 | 1965-04-20 | Hercules Powder Co Ltd | Polyethylene blends |
-
0
- NL NL295191D patent/NL295191A/xx unknown
- IT IT699729D patent/IT699729A/it unknown
- NL NL137372D patent/NL137372C/xx active
- DE DENDAT1248944D patent/DE1248944C2/de not_active Expired
-
1963
- 1963-07-09 US US293880A patent/US3355519A/en not_active Expired - Lifetime
- 1963-07-10 GB GB27376/63A patent/GB986995A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL295191A (en:Method) | |
| US3355519A (en) | 1967-11-28 |
| GB986995A (en) | 1965-03-24 |
| IT699729A (en:Method) | |
| DE1248944B (en:Method) | |
| NL137372C (en:Method) |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C2 | Grant after previous publication (2nd publication) |