CA1070893A - Process for polymerization of 2-pyrrolidone and product produced - Google Patents
Process for polymerization of 2-pyrrolidone and product producedInfo
- Publication number
- CA1070893A CA1070893A CA245,567A CA245567A CA1070893A CA 1070893 A CA1070893 A CA 1070893A CA 245567 A CA245567 A CA 245567A CA 1070893 A CA1070893 A CA 1070893A
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- pyrrolidone
- polymerization
- white
- catalyst
- 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
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 14
- 238000006116 polymerization reaction Methods 0.000 title claims description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 239000007800 oxidant agent Substances 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims abstract description 4
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims abstract description 4
- 229940001584 sodium metabisulfite Drugs 0.000 claims abstract description 4
- 235000010262 sodium metabisulphite Nutrition 0.000 claims abstract description 4
- 238000011282 treatment Methods 0.000 claims abstract description 4
- 239000012190 activator Substances 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 239000002685 polymerization catalyst Substances 0.000 claims description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 3
- 229960001922 sodium perborate Drugs 0.000 claims description 2
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 239000011347 resin Substances 0.000 abstract description 8
- 229920005989 resin Polymers 0.000 abstract description 8
- 239000000835 fiber Substances 0.000 abstract description 6
- 239000003426 co-catalyst Substances 0.000 abstract description 5
- 239000003054 catalyst Substances 0.000 abstract description 4
- 238000002074 melt spinning Methods 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 6
- 238000004042 decolorization Methods 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- -1 acyl pyrrolidones Chemical class 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- YLHUPYSUKYAIBW-UHFFFAOYSA-N 1-acetylpyrrolidin-2-one Chemical compound CC(=O)N1CCCC1=O YLHUPYSUKYAIBW-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 150000001266 acyl halides Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- VYKVQJFOZDGJLN-UHFFFAOYSA-M sodium hydrogen sulfite sulfurous acid Chemical compound [Na+].OS(O)=O.OS([O-])=O VYKVQJFOZDGJLN-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/24—Pyrrolidones or piperidones
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyamides (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55475975A | 1975-03-03 | 1975-03-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1070893A true CA1070893A (en) | 1980-01-29 |
Family
ID=24214599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA245,567A Expired CA1070893A (en) | 1975-03-03 | 1976-02-11 | Process for polymerization of 2-pyrrolidone and product produced |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS51111292A (enrdf_load_html_response) |
| CA (1) | CA1070893A (enrdf_load_html_response) |
| CH (1) | CH601380A5 (enrdf_load_html_response) |
| DE (1) | DE2606268A1 (enrdf_load_html_response) |
| FR (1) | FR2303038A1 (enrdf_load_html_response) |
| GB (1) | GB1475062A (enrdf_load_html_response) |
| IN (1) | IN145329B (enrdf_load_html_response) |
| IT (1) | IT1053891B (enrdf_load_html_response) |
| NL (1) | NL7602216A (enrdf_load_html_response) |
-
1976
- 1976-02-11 CA CA245,567A patent/CA1070893A/en not_active Expired
- 1976-02-17 DE DE19762606268 patent/DE2606268A1/de not_active Withdrawn
- 1976-02-19 CH CH203576A patent/CH601380A5/xx not_active IP Right Cessation
- 1976-02-19 GB GB659676A patent/GB1475062A/en not_active Expired
- 1976-02-20 JP JP51017812A patent/JPS51111292A/ja active Pending
- 1976-02-23 IT IT48235/76A patent/IT1053891B/it active
- 1976-03-03 NL NL7602216A patent/NL7602216A/xx not_active Application Discontinuation
- 1976-03-03 FR FR7605990A patent/FR2303038A1/fr active Granted
- 1976-04-02 IN IN582/CAL/76A patent/IN145329B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IT1053891B (it) | 1981-10-10 |
| AU1161376A (en) | 1977-09-08 |
| NL7602216A (nl) | 1976-09-07 |
| CH601380A5 (enrdf_load_html_response) | 1978-07-14 |
| FR2303038A1 (fr) | 1976-10-01 |
| IN145329B (enrdf_load_html_response) | 1978-09-23 |
| DE2606268A1 (de) | 1976-09-16 |
| FR2303038B3 (enrdf_load_html_response) | 1978-12-01 |
| GB1475062A (en) | 1977-06-01 |
| JPS51111292A (en) | 1976-10-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |