DE2500598B2 - - Google Patents
Info
- Publication number
- DE2500598B2 DE2500598B2 DE752500598A DE2500598A DE2500598B2 DE 2500598 B2 DE2500598 B2 DE 2500598B2 DE 752500598 A DE752500598 A DE 752500598A DE 2500598 A DE2500598 A DE 2500598A DE 2500598 B2 DE2500598 B2 DE 2500598B2
- Authority
- DE
- Germany
- Prior art keywords
- fluorine
- fluorination
- oxygen
- reaction
- fabric
- 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.)
- Granted
Links
- 229910052731 fluorine Inorganic materials 0.000 claims description 78
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 76
- 239000011737 fluorine Substances 0.000 claims description 75
- 238000003682 fluorination reaction Methods 0.000 claims description 56
- 229910052760 oxygen Inorganic materials 0.000 claims description 48
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 44
- 239000001301 oxygen Substances 0.000 claims description 44
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 25
- 229920000098 polyolefin Polymers 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 21
- 239000007789 gas Substances 0.000 claims description 18
- 239000002657 fibrous material Substances 0.000 claims description 7
- 238000004381 surface treatment Methods 0.000 claims description 2
- 239000000835 fiber Substances 0.000 description 34
- 239000004744 fabric Substances 0.000 description 33
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 22
- 239000000463 material Substances 0.000 description 22
- -1 polyethylene Polymers 0.000 description 22
- 238000005406 washing Methods 0.000 description 17
- 238000006473 carboxylation reaction Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000004743 Polypropylene Substances 0.000 description 13
- 230000021523 carboxylation Effects 0.000 description 13
- 229920001155 polypropylene Polymers 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- 238000010521 absorption reaction Methods 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 230000035484 reaction time Effects 0.000 description 8
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 150000007942 carboxylates Chemical group 0.000 description 6
- 238000005660 chlorination reaction Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000012159 carrier gas Substances 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 229910000792 Monel Inorganic materials 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012495 reaction gas Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000002479 acid--base titration Methods 0.000 description 1
- 150000001265 acyl fluorides Chemical group 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940075397 calomel Drugs 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000012668 chain scission Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical compound Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 230000004438 eyesight Effects 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000012806 monitoring device Methods 0.000 description 1
- 229940110728 nitrogen / oxygen Drugs 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 238000006557 surface reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/11—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with halogen acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/12—Chemical modification
- C08J7/126—Halogenation
-
- 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/09—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with free halogens or interhalogen compounds
-
- 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/34—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxygen, ozone or ozonides
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polyesters Or Polycarbonates (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Polyamides (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43428474A | 1974-01-17 | 1974-01-17 | |
| US05/434,285 US3988491A (en) | 1974-01-17 | 1974-01-17 | Fluorination of polyesters and polyamide fibers |
| US05/443,460 US3940520A (en) | 1974-02-19 | 1974-02-19 | Sulfo-fluorination of synthetic resins |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2500598A1 DE2500598A1 (de) | 1975-07-24 |
| DE2500598B2 true DE2500598B2 (en, 2012) | 1979-03-01 |
| DE2500598C3 DE2500598C3 (de) | 1979-10-25 |
Family
ID=27411846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2500598A Expired DE2500598C3 (de) | 1974-01-17 | 1975-01-09 | Verfahren zur Oberflächenbehandlung eines faserförmigen Polyolefins oder Polyacrylnitrils |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS595601B2 (en, 2012) |
| CA (1) | CA1037659A (en, 2012) |
| DE (1) | DE2500598C3 (en, 2012) |
| FR (1) | FR2258412B1 (en, 2012) |
| GB (2) | GB1488932A (en, 2012) |
| IT (1) | IT1028428B (en, 2012) |
| NL (1) | NL7500505A (en, 2012) |
| SE (1) | SE7415733L (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19931348C1 (de) * | 1999-07-07 | 2001-01-18 | Freudenberg Carl Fa | Verfahren zur Oberflächenbehandlung eines faserförmigen Polyphenylsulfids oder Polysulfons |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4857404A (en) * | 1988-08-24 | 1989-08-15 | The Dow Chemical Company | Fluorinated carbonaceous fibers |
| JP2855668B2 (ja) * | 1989-07-05 | 1999-02-10 | 三菱化学株式会社 | ポリイミド分離膜 |
| JPH02276154A (ja) * | 1989-08-25 | 1990-11-13 | Sanyo Electric Co Ltd | 電池用セパレータの製造方法 |
| DE4320388A1 (de) * | 1993-06-19 | 1994-12-22 | Ahlbrandt System Gmbh | Verfahren zur Vorbehandlung von zu lackierenden Oberflächen von Kunststoffteilen |
| EP1565515A1 (en) * | 2002-10-25 | 2005-08-24 | South African Nuclear Energy Corporation Limited | Oxyfluorination |
| CN100430435C (zh) | 2002-10-25 | 2008-11-05 | 南非核能股份有限公司 | 氧氟化 |
-
1974
- 1974-12-13 CA CA215,941A patent/CA1037659A/en not_active Expired
- 1974-12-16 SE SE7415733A patent/SE7415733L/xx unknown
-
1975
- 1975-01-07 FR FR7500316A patent/FR2258412B1/fr not_active Expired
- 1975-01-09 DE DE2500598A patent/DE2500598C3/de not_active Expired
- 1975-01-13 JP JP50005644A patent/JPS595601B2/ja not_active Expired
- 1975-01-16 NL NL7500505A patent/NL7500505A/xx not_active Application Discontinuation
- 1975-01-16 GB GB49512/76A patent/GB1488932A/en not_active Expired
- 1975-01-16 GB GB1910/75A patent/GB1488931A/en not_active Expired
- 1975-01-17 IT IT19353/75A patent/IT1028428B/it active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19931348C1 (de) * | 1999-07-07 | 2001-01-18 | Freudenberg Carl Fa | Verfahren zur Oberflächenbehandlung eines faserförmigen Polyphenylsulfids oder Polysulfons |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1488931A (en) | 1977-10-19 |
| JPS595601B2 (ja) | 1984-02-06 |
| NL7500505A (nl) | 1975-07-21 |
| GB1488932A (en) | 1977-10-19 |
| FR2258412B1 (en, 2012) | 1982-03-19 |
| IT1028428B (it) | 1979-01-30 |
| DE2500598C3 (de) | 1979-10-25 |
| FR2258412A1 (en, 2012) | 1975-08-18 |
| CA1037659A (en) | 1978-09-05 |
| SE7415733L (en, 2012) | 1975-07-18 |
| DE2500598A1 (de) | 1975-07-24 |
| JPS50107088A (en, 2012) | 1975-08-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OI | Miscellaneous see part 1 | ||
| C3 | Grant after two publication steps (3rd publication) |