US3236825A - Polyvinyl chloride fibres and process for producing same - Google Patents
Polyvinyl chloride fibres and process for producing same Download PDFInfo
- Publication number
- US3236825A US3236825A US234849A US23484962A US3236825A US 3236825 A US3236825 A US 3236825A US 234849 A US234849 A US 234849A US 23484962 A US23484962 A US 23484962A US 3236825 A US3236825 A US 3236825A
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- United States
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- fibres
- shrinkage
- polyvinyl chloride
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Links
- 229920000915 polyvinyl chloride Polymers 0.000 title claims description 14
- 239000004800 polyvinyl chloride Substances 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 9
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 12
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 238000009835 boiling Methods 0.000 claims description 8
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 7
- 238000009987 spinning Methods 0.000 claims description 5
- 238000009998 heat setting Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 5
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- 238000002166 wet spinning Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000005108 dry cleaning Methods 0.000 description 3
- 238000000578 dry spinning Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 2
- -1 Poly(vinyl Chloride) Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 229950011008 tetrachloroethylene Drugs 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 206010057040 Temperature intolerance Diseases 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000008543 heat sensitivity Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/08—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of halogenated hydrocarbons
- D01F6/10—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of halogenated hydrocarbons from polyvinyl chloride or polyvinylidene chloride
Definitions
- the fibres obtained by the aforesaid processes are of value in the textile field, because they have chemical inertness, high resistance to light, non-flammability and strong thermal, electrical and acoustic insulation prop erties.
- Such fibres are sensitive to certain organic solvents used for the dry cleaning of clothing.
- the most usual of these solvents are: light petroleum spirit, white spirit, benzene, carbon tetrachloride, trichloroethylene and perchlorethylene.
- trichlorethylene has a high swelling power and is the most aggressive, this swelling of the fibres being accompanied by considerable shrinkage. The attack is stronger as the temperature is higher.
- polyvinyl chloride fibres which are characterised by having a good breaking strength, an improved stability in boiling water and a shrinkage less than or equal to after 30 minutes in trichlorethylene at 40 C.
- polyvinyl chloride fibres having the entirely novel properties of a breaking strength of more than 2 g. per denier, a shrinkage in boiling water of less than 10% and a shrinkage in trichloroethylene at 40 C. of less than 10%.
- the filaments obtained from these polymers are subjected to a drawing operation with a view to giving them an oriented crystalline structure.
- this operation should preferably be carried out at high temmrature and more especially at a temperature between and 150 C.; they are then subjected to a heat treatment under tension at a temperature which may reach 170 C.
- the drawn filaments, before or after the heat setting treatment may be subjected to a heat relaxation treatment which reduces the sensitivity of the fibres to heat and to solvents. The extent of this relaxation or shrinkage may vary according to the effect to be obtained; it could for example reach 30% if particularly stable fibres are desired. It is found that the filaments obtained are practically insensitive to the action of trichlorethylene.
- the fibres obtained according to the invention may be subjected to appropriate finishing treatments to prepare them for weaving, knitting or the production of unwoven articles, and for these purposes they may be employed alone or mixed with other natural, artificial or synthetic fibres.
- Example Polyvinyl chloride fibres are obtained by spinning a solution of a vinyl chloride polymer having the AFNOR index 510, which can be obtained by polymerisation at a temperature between 10 and 20 C. in the presence of suitable catalysts.
- the wet spinning process is used, starting with a 10% solution of the polymer in dimethyl formamide.
- the initial suspension in this solvent is brought to a temperature of C., which causes the polymer to dissolve, the solution then being filtered and fed to a spinneret with 240 holes each having a diameter of 0.07 mm.
- the filaments are coagulated in a bath at 40 C. initially formed of 70% of dimethyl formamide and 30% of water, the concentration being kept constant during the spinning.
- the filaments are then Washed in baths with progressively smaller contents of dimethyl formamide. After drying, the fibres are drawn in mineral oil at C. in the ratio of 1 to 12, then subjected to a heat treatment under tension at C. for 30 seconds in mineral oil.
- the fibres obtained have the following properties:
- the new fibres obtained have the following properties:
- the polyvinyl chloride used for making fibres was obtained by emulsion polymerisation, suspension polymerisation or block polymerisation at temperatures higher than 0 C. and had an AFNOR index between 100 and 200.
- the fibres showed shrinkages up to 60% in trichlorethylene at 40 C.
- the drawing and the heat treatments applied to the fibres of the present invention can be carried out in oil, air or in any appropriate non-swelling liquid medium or gaseous medium, or by contact with a hot surface.
- the duration and the temperature of the heat treatment under tension of the fibres depends on properties which it is desired to give to the fibres.
- a second heat relaxation treatment may be applied if desired.
- Polyvinyl chloride fibres having a breaking strength of more than 2 g. per denier, a shrinkage in boiling water of less than and a shrinkage in trichlorethylene at 40 C. of less than 10%.
- Process for the production of polyvinyl chloride fibres having a breaking strength of more than 2 grams per denier, a shrinkage in boiling water of less than 10% and a shrinkage in trichloroethylene at 40 C. of less than 10% which comprises spinning a solution of polyvinyl chloride having an AFNOR index of 450 as determined in cyclohexanone at 25 C., where the AFNOR index equals and n equals the dynamic viscosity of the solution n.
- the dynamic viscosity of the pure solvent C equals the concentration in grams per millilitre of the solution and obtained by polymerisation of vinyl chloride at a temperature below 0 C., stretching the resulting filaments at a temperature of to C., and thereafter subjecting them to two stages of treatment carried out in either order, one being heat setting at a temperature of at most C. and the other being a heat relaxation treatment to cause shrinkage of at most 30%.
Description
United States Patent 3,236,825 POLYVINYL CHLORIDE FIBRES AND PROCESS FOR PRODUCING SAME Louis Joseph Gord, Ligny-en-Barrois, Meuse, France, assignor to Societe Rhovyl, Paris, France, a French body corporate No Drawing. Filed Nov. 1, 1962, Ser. No. 234,849 Claims priority, application France, Nov. 7, 1961, 878,196 2 Claims. (Cl. 260-923) The present invention relates to new and improved polyvinyl chloride fibres, which have only a small shrinkage in the organic solvents normally used for the dry cleaning of clothing, particularly trichlorethylene and perchlorethylene.
It is known to manufacture filaments, yarns, fibres, rovings and the like, which will hereinafter be included in this specification in the term fibres, from vinyl chloride polymers, either by wet spinning or dry spinning solutions of these polymers in the appropriate solvents.
The fibres obtained by the aforesaid processes are of value in the textile field, because they have chemical inertness, high resistance to light, non-flammability and strong thermal, electrical and acoustic insulation prop erties.
However, these fibres when given an oriented crystalline structure are thermoplastic and sensitive to solvents. Their thermoplasticity is shown by a shrinkage of the fibres under the influence of heat. This shrinkability has found numerous applications for obtaining special effects in Woven knitted and non-woven fabrics. However, it constitutes a disadvantage for other applications.
Processes for reducing this heat sensitivity have been investigated, either by employing polymers with special characteristics, or especially by subjecting fibres which have already undergone a stretching to heat setting treatments under tension.
Such fibres, even though set, are sensitive to certain organic solvents used for the dry cleaning of clothing. The most usual of these solvents are: light petroleum spirit, white spirit, benzene, carbon tetrachloride, trichloroethylene and perchlorethylene. Among these solvents, trichlorethylene has a high swelling power and is the most aggressive, this swelling of the fibres being accompanied by considerable shrinkage. The attack is stronger as the temperature is higher.
In dry cleaning installations, the operations should theoretically be carried out in the cold, but in practice the working conditions are such that the temperature of the solvent is sometimes in the range of about 35 to 40 C. For this reason, a temperature of 40 C. has been chosen as safety limit.
The shrinkage in trichlorethylene of already known vinyl chloride polymer fibres can reach 40% and even 60% in certain cases. No process capable of avoiding this disadvantage has so far been found.
In the following description of the present invention, reference will be made solely to trichlorethylene, since this is the solvent which has the highest swelling power.
According to the present invention it is possible to obtain polyvinyl chloride fibres which are characterised by having a good breaking strength, an improved stability in boiling water and a shrinkage less than or equal to after 30 minutes in trichlorethylene at 40 C. In particular, by the present invention it is readily possible to obtain polyvinyl chloride fibres having the entirely novel properties of a breaking strength of more than 2 g. per denier, a shrinkage in boiling water of less than 10% and a shrinkage in trichloroethylene at 40 C. of less than 10%.
3,236,825 Patented Feb. 22, 1966 These fibres are obtained by spinning vinyl chloride polymers obtained in known manner by polymerisation at low temperature, i.e. below 0 C., the AFNOR index of these polymers being at least equal to or greater than 450 (index determined in cyclohexanone at 25 C. according to the French Standard: NF T 51,013). The AFNOR index equals where n equals the dynamic viscosity of the solution, 11 equals the dynamic viscosity of the pure solvent, and C equals the concentration in grams per milliliter of the solution. The fibres can be spun by known methods, such as dry spinning or wet spinning of solutions or suspensions of polymers in any suitable solventor mixture of solvents. The polymers may contain plasticisers, pigments, loading agents, dyes, stabilisers or other products capable of modifying certain of their properties, such as for example their affinity for dyeing and their electrical resistivity.
As is customary with the yarns of synthetic polymers, the filaments obtained from these polymers are subjected to a drawing operation with a view to giving them an oriented crystalline structure. For the present polymers, this operation should preferably be carried out at high temmrature and more especially at a temperature between and 150 C.; they are then subjected to a heat treatment under tension at a temperature which may reach 170 C. The drawn filaments, before or after the heat setting treatment, may be subjected to a heat relaxation treatment which reduces the sensitivity of the fibres to heat and to solvents. The extent of this relaxation or shrinkage may vary according to the effect to be obtained; it could for example reach 30% if particularly stable fibres are desired. It is found that the filaments obtained are practically insensitive to the action of trichlorethylene.
The fibres obtained according to the invention may be subjected to appropriate finishing treatments to prepare them for weaving, knitting or the production of unwoven articles, and for these purposes they may be employed alone or mixed with other natural, artificial or synthetic fibres.
The following example illustrates the invention.
Example Polyvinyl chloride fibres are obtained by spinning a solution of a vinyl chloride polymer having the AFNOR index 510, which can be obtained by polymerisation at a temperature between 10 and 20 C. in the presence of suitable catalysts. The wet spinning process is used, starting with a 10% solution of the polymer in dimethyl formamide. The initial suspension in this solvent is brought to a temperature of C., which causes the polymer to dissolve, the solution then being filtered and fed to a spinneret with 240 holes each having a diameter of 0.07 mm. The filaments are coagulated in a bath at 40 C. initially formed of 70% of dimethyl formamide and 30% of water, the concentration being kept constant during the spinning. The filaments are then Washed in baths with progressively smaller contents of dimethyl formamide. After drying, the fibres are drawn in mineral oil at C. in the ratio of 1 to 12, then subjected to a heat treatment under tension at C. for 30 seconds in mineral oil. The fibres obtained have the following properties:
Breaking strength g./den 4.2 Elongation at break percent 23 Shrinkage in boiling water after 30 minutes do 6.6
It is found that the shrinkage at 40 C. in trichlorethylene is only 12% after 30 minutes.
If the drawn fibres are subjected to a relaxation treatment at 130 C. while permitting a shrinkage of 20% and are then heated under tension for 30 seconds in the mineral oil at 160 C., the new fibres obtained have the following properties:
Breaking strength g./den 3.2 Elongation at break percent 48 Shrinkage in boiling water after 30 minutes do 4.3 Shrinkage in trichlorethylene at 40 C. after 30 minutes do 2.1
In order to obtain this resistance to trichlorethylene, it is necessary for the AFNOR index of the polymer to be high. Heat stabilised fibres obtained under similar conditions, starting with a vinyl chloride polymer obtained by polymerisation at a temperature below C. but having an AFNOR index of only 135, although they may have good mechanical properties, nevertheless, show a high shrinkage on immersion in trichlorethylene at 40 C. for 30 minutes of the order of 40 to 50%.
Hitherto, the polyvinyl chloride used for making fibres was obtained by emulsion polymerisation, suspension polymerisation or block polymerisation at temperatures higher than 0 C. and had an AFNOR index between 100 and 200. The fibres showed shrinkages up to 60% in trichlorethylene at 40 C The drawing and the heat treatments applied to the fibres of the present invention can be carried out in oil, air or in any appropriate non-swelling liquid medium or gaseous medium, or by contact with a hot surface.
The duration and the temperature of the heat treatment under tension of the fibres depends on properties which it is desired to give to the fibres. After this heat treatment, a second heat relaxation treatment may be applied if desired.
Results similar to those obtained by wet spinning are also produced by dry spinning.
I claim:
1. Polyvinyl chloride fibres having a breaking strength of more than 2 g. per denier, a shrinkage in boiling water of less than and a shrinkage in trichlorethylene at 40 C. of less than 10%.
2. Process for the production of polyvinyl chloride fibres having a breaking strength of more than 2 grams per denier, a shrinkage in boiling water of less than 10% and a shrinkage in trichloroethylene at 40 C. of less than 10%, which comprises spinning a solution of polyvinyl chloride having an AFNOR index of 450 as determined in cyclohexanone at 25 C., where the AFNOR index equals and n equals the dynamic viscosity of the solution n. equals the dynamic viscosity of the pure solvent C equals the concentration in grams per millilitre of the solution and obtained by polymerisation of vinyl chloride at a temperature below 0 C., stretching the resulting filaments at a temperature of to C., and thereafter subjecting them to two stages of treatment carried out in either order, one being heat setting at a temperature of at most C. and the other being a heat relaxation treatment to cause shrinkage of at most 30%.
References Cited by the Examiner UNITED STATES PATENTS OTHER REFERENCES Reding et al., Glass Transition and Melting Point of Poly(vinyl Chloride), Journal of Poly. Sci., volume 56, pages 225-231. (1962.)
ALEXANDER H. BRODMERKEL, Primary Examiner. WILLIAM STEPHENSON, Examiner.
Claims (2)
1. POLYVINYL CHLORIDE FIBRES HAVING A BREAKING STRENGTH OF MORE THAN 2 G. PER DENIER, A SHRINKAGE IN BOILING WATER OF LESS THAN 10% AND A SHRINKAGE IN TRICHLORETHYLENE AT 40*C. OF LESS THAN 10%.
2. PROCESS FOR THE PRODUCTION OF POLYVINYL CHLORIDE FIBRES HAVING A BREAKING STRENGTH OF MORE THAN 2 GRAMS PER DENIER, A SHRINKAGE IN BOILING WATER OF LESS THAN 10% AND A SHRINKAGE IN TRICHLOROETHYLENE AT 40*C. OF LESS THAN 10%, WHICH COMPRISES SPINNING A SOLUTION OF POLYVINYL CHLORIDE HAVING AN AFNOR INDEX OF 450 AS DETERMINED IN CYCLOHEXANNE AT 25*C., WHERE THE AFNOR INDEX EQUALS (N/N0 - 1)/C AND N EQUALS THE DYNAMIC VISCOSITY OF THE SOLUTION N0 EQUALS THE DYNAMIC VISCOSITY OF THE PURE SOLVENT C EQUALS THE CONCENTRATION IN GRAMS PER MILLILITRE OF THE SOLUTION AND OBTAINED BY POLYMERISATION OF VINYL CHLORIDE AT A TEMPERATURE BELOW 0*C., STRETCHING THE RESULTING FILAMENTS AT A TEMPERATURE OF 100 TO 150*C., AND THEREAFTER SUBJECTING THEM TO TWO STAGES OF TREATMENT CARRIED OUT IN EITHER ORDER, ONE BEING HEAT SETTING AT A TEMPERATURE OF AT MOST 170*C. AND THE OTHER BING A HEAT RELAXATION TREATMENT TO CAUSE SHRINKAGE OF AT MOST 30%.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR878196A FR1312535A (en) | 1961-11-07 | 1961-11-07 | New polyvinyl chloride fibers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3236825A true US3236825A (en) | 1966-02-22 |
Family
ID=8766193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US234849A Expired - Lifetime US3236825A (en) | 1961-11-07 | 1962-11-01 | Polyvinyl chloride fibres and process for producing same |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3236825A (en) |
| BE (1) | BE624420A (en) |
| DE (1) | DE1289945B (en) |
| ES (1) | ES281311A1 (en) |
| FR (1) | FR1312535A (en) |
| GB (1) | GB958180A (en) |
| NL (2) | NL285097A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3327037A (en) * | 1962-12-24 | 1967-06-20 | Snia Viscosa | Process for the spinning of the crystalline polymer of vinyl chloride |
| US3372219A (en) * | 1963-02-12 | 1968-03-05 | Rhovyl Sa | Synthetic fibres based upon polyvinyl chloride |
| US3388201A (en) * | 1962-04-06 | 1968-06-11 | Chatillon Italiana Fibre | Polyvinyl chloride textile fibres and method of manufacturing |
| US3419891A (en) * | 1966-09-12 | 1968-12-31 | Sartomer Resins Inc | Methyl methacrylate resin denture plates containing embedded veinsimulating short-length strands of nonplasticized, low shrinkage fibers of polyvinyl chloride having an afnor index greater than 450 |
| US3431330A (en) * | 1968-05-15 | 1969-03-04 | Sartomer Resins Inc | Method of molding decorative,veined,translucent,rigid plate |
| US3490223A (en) * | 1968-03-04 | 1970-01-20 | Chatillon Sa Ital Per Le Fibre | High-bulk yarn of polyvinyl-chloride and process for preparing same |
| US3522341A (en) * | 1964-05-04 | 1970-07-28 | Diamond Shamrock Corp | Preparation of high tenacity polyvinyl fluoride structures |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2495645A1 (en) * | 1980-12-08 | 1982-06-11 | Rhone Poulenc Textile | THREADS AND FIBERS OF GOOD PROPERTIES BASED ON ATTICTIC VINYL POLYHLORIDE AND PROCESS FOR OBTAINING THEM |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2405008A (en) * | 1943-09-21 | 1946-07-30 | Du Pont | Treatment of oriented halogencontaining polymers |
| CA459156A (en) * | 1949-08-23 | Francisque Gaston Mouchiroud Antoine | Manufacture of threads, etc., from polyvinyl chloride | |
| FR994511A (en) * | 1949-07-06 | 1951-11-19 | Rhodiaceta | Process for the manufacture of filaments, threads, horsehair, straws and the like made from polymers of vinyl chloride |
| FR1081987A (en) * | 1953-05-18 | 1954-12-24 | Rhovyl Sa | Manufacturing process of polyvinyl chloride fibers |
| US2712490A (en) * | 1950-06-22 | 1955-07-05 | Rhodiaceta | Process for spinning swollen polyvinyl chloride |
| US2716110A (en) * | 1952-11-26 | 1955-08-23 | Us Rubber Co | Polymerization of vinyl chloride with n-chlorophthalimide modifier |
| US2716112A (en) * | 1952-11-26 | 1955-08-23 | Us Rubber Co | Polymerization of vinyl chloride with 1, 1, 1-tribromo-2-methylpropanol-2 modifier |
| US2822237A (en) * | 1955-02-21 | 1958-02-04 | Iwamae Hiroshi | Process for producing filament of vinyl chloride polymer |
| US2924503A (en) * | 1957-07-30 | 1960-02-09 | Du Pont | Process for melt spinning polyesters containing an alkaline earth sulfate filler |
| US3011859A (en) * | 1958-08-18 | 1961-12-05 | Chemstrand Corp | Manufacture of polymeric shaped objects by wet spinning |
| GB920808A (en) * | 1958-06-20 | 1963-03-13 | Osaka Kinzoku Kogyo Kabushiki | Method for producing fibers and filaments |
| GB969742A (en) * | 1962-06-18 | 1964-09-16 | Rhovyl Sa | Improvements relating to chlorinated polyvinyl chloride fibres |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT165075B (en) * | 1946-03-22 | 1950-01-10 | Ici Ltd | Process for warm stretching of threads, films, foils and the like. Like. Article made of polymerisation plastic |
| AT184663B (en) * | 1951-07-12 | 1956-02-10 | Du Pont | Process for improving the elastic properties of fibers or threads made from polymers of terephthalic acid esters |
-
0
- BE BE624420D patent/BE624420A/xx unknown
- NL NL131319D patent/NL131319C/xx active
- NL NL285097D patent/NL285097A/xx unknown
-
1961
- 1961-11-07 FR FR878196A patent/FR1312535A/en not_active Expired
-
1962
- 1962-10-05 ES ES281311A patent/ES281311A1/en not_active Expired
- 1962-10-18 DE DES82100A patent/DE1289945B/en active Pending
- 1962-10-26 GB GB40646/62A patent/GB958180A/en not_active Expired
- 1962-11-01 US US234849A patent/US3236825A/en not_active Expired - Lifetime
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA459156A (en) * | 1949-08-23 | Francisque Gaston Mouchiroud Antoine | Manufacture of threads, etc., from polyvinyl chloride | |
| US2405008A (en) * | 1943-09-21 | 1946-07-30 | Du Pont | Treatment of oriented halogencontaining polymers |
| FR994511A (en) * | 1949-07-06 | 1951-11-19 | Rhodiaceta | Process for the manufacture of filaments, threads, horsehair, straws and the like made from polymers of vinyl chloride |
| US2712490A (en) * | 1950-06-22 | 1955-07-05 | Rhodiaceta | Process for spinning swollen polyvinyl chloride |
| US2716110A (en) * | 1952-11-26 | 1955-08-23 | Us Rubber Co | Polymerization of vinyl chloride with n-chlorophthalimide modifier |
| US2716112A (en) * | 1952-11-26 | 1955-08-23 | Us Rubber Co | Polymerization of vinyl chloride with 1, 1, 1-tribromo-2-methylpropanol-2 modifier |
| FR1081987A (en) * | 1953-05-18 | 1954-12-24 | Rhovyl Sa | Manufacturing process of polyvinyl chloride fibers |
| US2822237A (en) * | 1955-02-21 | 1958-02-04 | Iwamae Hiroshi | Process for producing filament of vinyl chloride polymer |
| US2924503A (en) * | 1957-07-30 | 1960-02-09 | Du Pont | Process for melt spinning polyesters containing an alkaline earth sulfate filler |
| GB920808A (en) * | 1958-06-20 | 1963-03-13 | Osaka Kinzoku Kogyo Kabushiki | Method for producing fibers and filaments |
| US3011859A (en) * | 1958-08-18 | 1961-12-05 | Chemstrand Corp | Manufacture of polymeric shaped objects by wet spinning |
| GB969742A (en) * | 1962-06-18 | 1964-09-16 | Rhovyl Sa | Improvements relating to chlorinated polyvinyl chloride fibres |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3388201A (en) * | 1962-04-06 | 1968-06-11 | Chatillon Italiana Fibre | Polyvinyl chloride textile fibres and method of manufacturing |
| US3327037A (en) * | 1962-12-24 | 1967-06-20 | Snia Viscosa | Process for the spinning of the crystalline polymer of vinyl chloride |
| US3372219A (en) * | 1963-02-12 | 1968-03-05 | Rhovyl Sa | Synthetic fibres based upon polyvinyl chloride |
| US3522341A (en) * | 1964-05-04 | 1970-07-28 | Diamond Shamrock Corp | Preparation of high tenacity polyvinyl fluoride structures |
| US3419891A (en) * | 1966-09-12 | 1968-12-31 | Sartomer Resins Inc | Methyl methacrylate resin denture plates containing embedded veinsimulating short-length strands of nonplasticized, low shrinkage fibers of polyvinyl chloride having an afnor index greater than 450 |
| US3490223A (en) * | 1968-03-04 | 1970-01-20 | Chatillon Sa Ital Per Le Fibre | High-bulk yarn of polyvinyl-chloride and process for preparing same |
| US3431330A (en) * | 1968-05-15 | 1969-03-04 | Sartomer Resins Inc | Method of molding decorative,veined,translucent,rigid plate |
Also Published As
| Publication number | Publication date |
|---|---|
| NL131319C (en) | 1900-01-01 |
| ES281311A1 (en) | 1963-03-01 |
| GB958180A (en) | 1964-05-13 |
| DE1289945B (en) | 1969-02-27 |
| FR1312535A (en) | 1962-12-21 |
| BE624420A (en) | 1900-01-01 |
| NL285097A (en) | 1900-01-01 |
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