DE2063328C3 - Acrylnitril-Copolymerisate und Verfahren zu ihrer Herstellung - Google Patents
Acrylnitril-Copolymerisate und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE2063328C3 DE2063328C3 DE19702063328 DE2063328A DE2063328C3 DE 2063328 C3 DE2063328 C3 DE 2063328C3 DE 19702063328 DE19702063328 DE 19702063328 DE 2063328 A DE2063328 A DE 2063328A DE 2063328 C3 DE2063328 C3 DE 2063328C3
- Authority
- DE
- Germany
- Prior art keywords
- polymerization
- polymers
- polymer
- monomers
- dimethylformamide
- 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
- 229920001577 copolymer Polymers 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 17
- 238000002360 preparation method Methods 0.000 title claims description 3
- 229920000642 polymer Polymers 0.000 claims description 52
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 42
- 239000000178 monomer Substances 0.000 claims description 21
- 238000006116 polymerization reaction Methods 0.000 claims description 19
- 239000000725 suspension Substances 0.000 claims description 18
- 238000009987 spinning Methods 0.000 claims description 14
- 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 claims description 13
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- 239000007791 liquid phase Substances 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- 238000000578 dry spinning Methods 0.000 claims description 4
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- 239000004815 dispersion polymer Substances 0.000 claims description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 2
- -1 e.g. B Substances 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims 2
- 238000009776 industrial production Methods 0.000 claims 2
- 238000011084 recovery Methods 0.000 claims 2
- 239000004753 textile Substances 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 238000007720 emulsion polymerization reaction Methods 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 239000012966 redox initiator Substances 0.000 claims 1
- 238000010557 suspension polymerization reaction Methods 0.000 claims 1
- 239000003021 water soluble solvent Substances 0.000 claims 1
- 238000010626 work up procedure Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- FOSCIVJDUKVDMS-UHFFFAOYSA-N C1=CC=CC=C1.C(C(=C)C)(=O)NC1=CC=CC=C1 Chemical compound C1=CC=CC=C1.C(C(=C)C)(=O)NC1=CC=CC=C1 FOSCIVJDUKVDMS-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- RTCMUYVBRMZPCY-UHFFFAOYSA-N [SH2]=N.[SH2]=N.NC1=CC=CC=C1 Chemical compound [SH2]=N.[SH2]=N.NC1=CC=CC=C1 RTCMUYVBRMZPCY-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000004296 sodium metabisulphite Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/42—Nitriles
- C08F220/44—Acrylonitrile
Landscapes
- 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)
- Artificial Filaments (AREA)
- Polymerisation Methods In General (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702063328 DE2063328C3 (de) | 1970-12-23 | 1970-12-23 | Acrylnitril-Copolymerisate und Verfahren zu ihrer Herstellung |
| GB5843671A GB1371529A (en) | 1970-12-23 | 1971-12-16 | Acrylonitrile-vinylidene chloride copolymers and a process for the production thereof |
| JP46103330A JPS5025950B1 (enExample) | 1970-12-23 | 1971-12-21 | |
| IT3271071A IT951605B (it) | 1970-12-23 | 1971-12-21 | Copolimeri acrilonitrile cloruro di vinilidene e processo per la loro preparazione |
| NL7117673A NL7117673A (enExample) | 1970-12-23 | 1971-12-22 | |
| BE777228A BE777228A (fr) | 1970-12-23 | 1971-12-23 | Copolymeres acrylonitrile-chlorure de vinylidene et leur procede de preparation |
| FR7146315A FR2119668A5 (enExample) | 1970-12-23 | 1971-12-23 | |
| US05/455,330 US3974130A (en) | 1970-12-23 | 1974-03-27 | Acrylonitrile-vinylidene chloride copolymers and a process for the production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702063328 DE2063328C3 (de) | 1970-12-23 | 1970-12-23 | Acrylnitril-Copolymerisate und Verfahren zu ihrer Herstellung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2063328A1 DE2063328A1 (de) | 1972-07-06 |
| DE2063328B2 DE2063328B2 (de) | 1979-07-26 |
| DE2063328C3 true DE2063328C3 (de) | 1982-09-23 |
Family
ID=5791907
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702063328 Expired DE2063328C3 (de) | 1970-12-23 | 1970-12-23 | Acrylnitril-Copolymerisate und Verfahren zu ihrer Herstellung |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5025950B1 (enExample) |
| BE (1) | BE777228A (enExample) |
| DE (1) | DE2063328C3 (enExample) |
| FR (1) | FR2119668A5 (enExample) |
| GB (1) | GB1371529A (enExample) |
| IT (1) | IT951605B (enExample) |
| NL (1) | NL7117673A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6048955A (en) * | 1999-02-02 | 2000-04-11 | Solutia Inc. | Modacrylic copolymer composition |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1301088B (de) * | 1965-06-23 | 1969-08-14 | Bayer Ag | Verfahren zur Herstellung von verspinnbaren Loesungen von Acrylnitril-Vinylidenchlorid-Copolymerisaten |
-
1970
- 1970-12-23 DE DE19702063328 patent/DE2063328C3/de not_active Expired
-
1971
- 1971-12-16 GB GB5843671A patent/GB1371529A/en not_active Expired
- 1971-12-21 JP JP46103330A patent/JPS5025950B1/ja active Pending
- 1971-12-21 IT IT3271071A patent/IT951605B/it active
- 1971-12-22 NL NL7117673A patent/NL7117673A/xx unknown
- 1971-12-23 FR FR7146315A patent/FR2119668A5/fr not_active Expired
- 1971-12-23 BE BE777228A patent/BE777228A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5025950B1 (enExample) | 1975-08-27 |
| BE777228A (fr) | 1972-06-23 |
| DE2063328B2 (de) | 1979-07-26 |
| NL7117673A (enExample) | 1972-06-27 |
| IT951605B (it) | 1973-07-10 |
| GB1371529A (en) | 1974-10-23 |
| FR2119668A5 (enExample) | 1972-08-04 |
| DE2063328A1 (de) | 1972-07-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |