US3540923A - Method for treating textile materials with a fluorocarbon resin - Google Patents
Method for treating textile materials with a fluorocarbon resin Download PDFInfo
- Publication number
- US3540923A US3540923A US3540923DA US3540923A US 3540923 A US3540923 A US 3540923A US 3540923D A US3540923D A US 3540923DA US 3540923 A US3540923 A US 3540923A
- Authority
- US
- United States
- Prior art keywords
- fabric
- test
- rating
- fluorocarbon
- fluorocarbon resin
- 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 - Lifetime
Links
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 title description 24
- 239000011347 resin Substances 0.000 title description 19
- 229920005989 resin Polymers 0.000 title description 19
- 239000004753 textile Substances 0.000 title description 13
- 238000000034 method Methods 0.000 title description 9
- 239000000463 material Substances 0.000 title description 8
- 239000004744 fabric Substances 0.000 description 58
- 238000012360 testing method Methods 0.000 description 26
- 239000003921 oil Substances 0.000 description 20
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 17
- 239000002904 solvent Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
- 229930195733 hydrocarbon Natural products 0.000 description 12
- 150000002430 hydrocarbons Chemical class 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 238000009736 wetting Methods 0.000 description 12
- 239000004215 Carbon black (E152) Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 230000002940 repellent Effects 0.000 description 5
- 239000005871 repellent Substances 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- -1 acetone Chemical class 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 4
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 3
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- YCOZIPAWZNQLMR-UHFFFAOYSA-N heptane - octane Natural products CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 2
- 229940094933 n-dodecane Drugs 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical class OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 125000004970 halomethyl group Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/12—Aldehydes; Ketones
- D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/10—Processes in which the treating agent is dissolved or dispersed in organic solvents; Processes for the recovery of organic solvents thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2164—Coating or impregnation specified as water repellent
- Y10T442/2172—Also specified as oil repellent
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2164—Coating or impregnation specified as water repellent
- Y10T442/2189—Fluorocarbon containing
Definitions
- the present invention relates to a method for treating textile materials with a fluorocarbon resin, designed for application from aqueous systems, comprising precipitating from an aqueous emulsion or suspension containing the fluorocarbon resin, the resin by adding a ketone, such as acetone; separating the resin from the supernatant liquid; suspending or dissolving the resin in a chlorinated solvent; applying the so-prepared suspension or solution to a textile material; and, drying the fabric so as to maintain the organic fluorocarbon resin on the fabric to impart oil and water repellency.
- a ketone such as acetone
- a fluorocarbon such as described in US. Patents 2,841,573; 3,147,- 065; 3,147,066; 3,188,340; 3,198,754; 3,248,260; 3,256,- 230; 3,256,231; and 3,282,905; for example, in emulsified or dispersed systems as commercially available, is mixed with a sufiicient amount of a ketone, such as acetone, to precipitate the fluorocarbon resin.
- a ketone such as acetone
- the fluorocarbons are generally available in aqueous systems as emulsions or dispersions of the following composition:
- test specimen should be conditioned for a minimum of four hours at 7012" F. (21:1 C.) ad 65i2% RH prior to testing.
- test liquid AATCC Oil Repellency Rating No, l
- a small drop approximately V in. (5 mm.) diameter or 0.05 ml. volume
- the dropping bottle pipette on the test specimen in several locations. Observe the drop for 30 seconds, from approximately a 45 angle.
- AATCC Oil Repellency Rating of a fabric is the highest-numbered test liquid which will not Wet the fabric within a period of 30 seconds. Wetting of the fabric is normally evidenced by a darkening of the fabric at the liquid-fabric interface. On black or dark shades, wetting can be detected by loss of sparkle within the drop.
- Standard Spray Test (Federal Specification CCC-T- 191b, Method 5526; AATCC Standard Test Method 22-1952).
- Drops of fluid hydrocarbons of varying surface tension are placed, without impact, on the fabric surface and the extent of surface wetting is determined visually.
- the oil repellency rating numbers were chosen to correspond with the AATCC Standard Spray Ratings which were in use prior to AATCC 118-1967(t) for testing water repellent finishes.
- the Nujol-heptane proportions for each rating were selected so as to give oily stain resistance somewhat comparable to the water-borne stain resistance corresponding to each of the Standard Spray Test Ratings.
- EXAMPLE 1 Two liters of an aqueous emulsion of a commercial stain repellent containing ca. 28% by weight of an organic fluorocarbon resin (analytically determined to be predominantly 1,1,2 trichloro 1,2,2 trifluoro-ethane), 8% ethylene glycol, 12% acetone, and the balance water, was mixed with 2 liters of acetone. An off-white pricipitate formed, was allowed to settle, the supernatant liquor decanted and the precipitate taken up in sufficient stabilized 1,1,1-trichloroethane to yield a 28% solids solution.
- an organic fluorocarbon resin analytically determined to be predominantly 1,1,2 trichloro 1,2,2 trifluoro-ethane
- This solution was further diluted with 1,1,l-trichloroethane to provide a 4.3% solution of fluorocarbon resin concentrate in 1,1,1-trichloroethane, and employed to treat a 14 ounce wool fabric, a tricot and an 11 ounce rayon-acetate blend fabric by spraying the solution onto the fabric under a pressure of 12 p.s.i. while moving the fabric through the spray zone at a rate of 22 yards per minute.
- the employment of a 4.3% solution of the concentrate will provide a deposition of 0.3 percent solids by weight of fabric.
- the so-treated fabrics were dried. In this manner, the major portion of the chlorinated hydrocarbon solvent was removed leaving the fluorocarbon resin on the fabric.
- the standard test for oil and stain repellancy was run. The face of each fabric treated was found to have an oil repellency rating of 5. AATCC 118-1966T.
- EXAMPLE 2 In a similar manner as set forth in Example 1, 3 gallons of solution were prepared. A 14-16 ounce upholstery fabric was treated with the solution by spraying the solution onto the fabric from 15 nozzles under 25 p.s.i. pressure at a line speed of 13 yds/min, to impart a calculated 0.3% solids on fabric. The so-sprayed fabric was dried, then tested for oil repellency. The face of the fabric exhibited a rating of on the oil test.
- EXAMPLE 3 In order to compare the results obtained by the technique of the present commercial solvent based solution treating agent containing fluorocarbon in 1,1,l-trichloroethane and stabilizers was diluted to a concentration to provide a calculated 0.3% fluorocarbon solids deposition on the fabric when applied under a controlled condition. In the instant case, the solution was sprayed onto the same fabric (as in Example 2) at yds./min. under 15 p.s.i. pressure from 15 nozzles. The fabric after drying rated 5 on oil repellency.
- Fabric weight Rating fabric face 1 1 Oil repellency test.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69074667A | 1967-12-15 | 1967-12-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3540923A true US3540923A (en) | 1970-11-17 |
Family
ID=24773783
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US3540923D Expired - Lifetime US3540923A (en) | 1967-12-15 | 1967-12-15 | Method for treating textile materials with a fluorocarbon resin |
Country Status (6)
Country | Link |
---|---|
US (1) | US3540923A (enrdf_load_stackoverflow) |
BE (1) | BE723522A (enrdf_load_stackoverflow) |
DE (1) | DE1807046A1 (enrdf_load_stackoverflow) |
FR (1) | FR1594745A (enrdf_load_stackoverflow) |
GB (1) | GB1239238A (enrdf_load_stackoverflow) |
NL (1) | NL6815431A (enrdf_load_stackoverflow) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3753716A (en) * | 1972-02-04 | 1973-08-21 | Konishiroku Photo Ind | Method for antistatic treatment of plastic films |
US4232087A (en) * | 1978-08-03 | 1980-11-04 | Albany International Corp. | Method of coating organic fibers with polytetrafluoroethylene |
EP0016658A3 (en) * | 1979-03-27 | 1982-04-07 | Monsanto Company | Soil-resistant yarns, aqueous finish for yarns, and process for producing a soil-resistant yarn |
US10307795B2 (en) * | 2016-05-04 | 2019-06-04 | Fabscrap, Inc. | Scalable systems and methods for classifying textile samples |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2642416A (en) * | 1950-05-26 | 1953-06-16 | Minnesota Mining & Mfg | Fluorinated acrylates and polymers |
US2803615A (en) * | 1956-01-23 | 1957-08-20 | Minnesota Mining & Mfg | Fluorocarbon acrylate and methacrylate esters and polymers |
-
1967
- 1967-12-15 US US3540923D patent/US3540923A/en not_active Expired - Lifetime
-
1968
- 1968-10-29 NL NL6815431A patent/NL6815431A/xx unknown
- 1968-11-05 DE DE19681807046 patent/DE1807046A1/de active Pending
- 1968-11-05 GB GB1239238D patent/GB1239238A/en not_active Expired
- 1968-11-06 FR FR1594745D patent/FR1594745A/fr not_active Expired
- 1968-11-07 BE BE723522D patent/BE723522A/xx unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2642416A (en) * | 1950-05-26 | 1953-06-16 | Minnesota Mining & Mfg | Fluorinated acrylates and polymers |
US2803615A (en) * | 1956-01-23 | 1957-08-20 | Minnesota Mining & Mfg | Fluorocarbon acrylate and methacrylate esters and polymers |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3753716A (en) * | 1972-02-04 | 1973-08-21 | Konishiroku Photo Ind | Method for antistatic treatment of plastic films |
US4232087A (en) * | 1978-08-03 | 1980-11-04 | Albany International Corp. | Method of coating organic fibers with polytetrafluoroethylene |
EP0016658A3 (en) * | 1979-03-27 | 1982-04-07 | Monsanto Company | Soil-resistant yarns, aqueous finish for yarns, and process for producing a soil-resistant yarn |
US10307795B2 (en) * | 2016-05-04 | 2019-06-04 | Fabscrap, Inc. | Scalable systems and methods for classifying textile samples |
Also Published As
Publication number | Publication date |
---|---|
GB1239238A (enrdf_load_stackoverflow) | 1971-07-14 |
FR1594745A (enrdf_load_stackoverflow) | 1970-06-08 |
DE1807046A1 (de) | 1969-06-26 |
NL6815431A (enrdf_load_stackoverflow) | 1969-06-17 |
BE723522A (enrdf_load_stackoverflow) | 1969-05-07 |
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