US2157294A - Mercerizing lyes and a process for their manufacture - Google Patents
Mercerizing lyes and a process for their manufacture Download PDFInfo
- Publication number
- US2157294A US2157294A US119528A US11952837A US2157294A US 2157294 A US2157294 A US 2157294A US 119528 A US119528 A US 119528A US 11952837 A US11952837 A US 11952837A US 2157294 A US2157294 A US 2157294A
- Authority
- US
- United States
- Prior art keywords
- acid
- naphthenic
- lyes
- lye
- acid number
- 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
- 238000000034 method Methods 0.000 title description 11
- 238000004519 manufacturing process Methods 0.000 title description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 78
- 239000002253 acid Substances 0.000 description 51
- 235000011121 sodium hydroxide Nutrition 0.000 description 38
- 125000005608 naphthenic acid group Chemical group 0.000 description 32
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 28
- 239000000061 acid fraction Substances 0.000 description 24
- 239000000203 mixture Substances 0.000 description 20
- 239000003513 alkali Substances 0.000 description 13
- -1 ether alcohols Chemical class 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 238000009736 wetting Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- XMKDPSQQDXTCCK-UHFFFAOYSA-N 2,4-dimethylpentanoic acid Chemical compound CC(C)CC(C)C(O)=O XMKDPSQQDXTCCK-UHFFFAOYSA-N 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- ASAHZDPKCCONIV-UHFFFAOYSA-N 2,5-dimethylhexanoic acid Chemical compound CC(C)CCC(C)C(O)=O ASAHZDPKCCONIV-UHFFFAOYSA-N 0.000 description 1
- LFSAPCRASZRSKS-UHFFFAOYSA-N 2-methylcyclohexan-1-one Chemical class CC1CCCCC1=O LFSAPCRASZRSKS-UHFFFAOYSA-N 0.000 description 1
- MHPUGCYGQWGLJL-UHFFFAOYSA-N 5-methyl-hexanoic acid Chemical compound CC(C)CCCC(O)=O MHPUGCYGQWGLJL-UHFFFAOYSA-N 0.000 description 1
- ZTHQBROSBNNGPU-UHFFFAOYSA-N Butyl hydrogen sulfate Chemical compound CCCCOS(O)(=O)=O ZTHQBROSBNNGPU-UHFFFAOYSA-N 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- NIJJYAXOARWZEE-UHFFFAOYSA-N Valproic acid Chemical compound CCCC(C(O)=O)CCC NIJJYAXOARWZEE-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- BAZMYXGARXYAEQ-UHFFFAOYSA-N alpha-ethyl valeric acid Chemical compound CCCC(CC)C(O)=O BAZMYXGARXYAEQ-UHFFFAOYSA-N 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- ZTHQBROSBNNGPU-UHFFFAOYSA-M butyl sulfate(1-) Chemical compound CCCCOS([O-])(=O)=O ZTHQBROSBNNGPU-UHFFFAOYSA-M 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- HOPSCVCBEOCPJZ-UHFFFAOYSA-N carboxymethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)=O HOPSCVCBEOCPJZ-UHFFFAOYSA-N 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- TYRGSDXYMNTMML-UHFFFAOYSA-N propyl hydrogen sulfate Chemical compound CCCOS(O)(=O)=O TYRGSDXYMNTMML-UHFFFAOYSA-N 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical class CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 239000000243 solution Substances 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
- 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
- D06M13/322—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 nitrogen
- D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
-
- 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
- D06M11/36—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 oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
-
- 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
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
-
- 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
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/192—Polycarboxylic acids; Anhydrides, halides or salts 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/06—Protein or carboxylic compound containing
Definitions
- the present invention relates to a process for improving the wetting-out properties of alkaline lyes of at least 18 B. and to such improved lyes and is based on the use of naphthenic acids as such or in combination with emulsifying agents of non-phenolic character or with aminoor ether alcohols.
- the present invention resides on the observation that naphthenic acids can very well be used alone as wetting agents in concentrated alkaline lyes say from 18 B. upwards, if their molecular weight or their acid number is adapted to the concentration of the lye.
- concentrated alkaline lyes possessing excellent Wettingout power are prepared by adding thereto small quantities of selected fractions of naphthenic acids, whereby the selection is so made that th quotient acid number of the naphthenic acid fraction content in percent of alkali in the lye must be a number between and 25.
- This mathematical expression means that for lyes of lower concentration fractions of naphthenic acids with a low acid number are used, whereas for concentrated lyes naphthenic acids possessing a high acid number will be employed.
- acid number it is also possible to say molecular weight, as a low acid number of a fraction indicates high molecular naphthenic acids, and a high acid number indicates low molecular acids.
- the acid number is adapted to the concentration of the lye by following the above mathematical rule, the naphthenic acid fraction will generally be clearly soluble in the and penetrating action for raw cellulosic fibres.
- Such a lye will then be of great advantage for the treatment of cellulosic material, for instance for the mercerisation of raw unbowked cotton or the alkalisation of raw paper pulp in the manufacture of rayon.
- the acid number of naphthenic acids varies between 250 and 500 and if the above rule is followed, it will be clear that for sodium hydroxide lyes of 30 B. and upwards, naphthenic acid fractions possessing the acid number 380 and upr ups.
- wards will be preferably used.
- dilute lyes say of 22-26 B. fractions with the acid number of about 320-360 are suitable. If dilute lyes, say of 18-22" B., are used, then the corresponding acid number of the naphthenic acidfractions will be of 250-320.
- the wettingout power of naphthenic acids can be increased if the above quotient increases in value by adding t ereto a small amount of aminoor ether alcoho s.
- the activity of the naphthenic acids can be increased by adding theretma certain amount of emulsifying agents of a nonphenolic character.
- naphthenic acid fractions of low molecular weight are used in rather dilute alkaline lyes, they obtain the property of emulsifying therein substances like aminoor ether alcohols, which then increase the wettingout power of alkaline lyes.
- naphthenic acid fractions with the acid number 380 and upwards are used in lyes of say 22-28 B.
- ether alcohols saturated and unsaturated compounds of thealiphatic, cycloaliphatic, aralian ether linkage at least one aliphatic hydroxy group such as the ethers of glycol, glycerine and polyvalent alcohols
- the acetalsv derived from polyvalent alcohols and ketones or aldehydes can 5 be used.
- amino alcohols compounds containing one. or more nitrogen atoms and one or more oxalkyl groups in the molecule are suitable for improving the wetting-out properties of the fractions of naphthenic acids.
- derivatives which belong to the class of sulphonic acids of alkylated aromatic compounds, aliphatic and heterocyclic sulphonic acids with at least three carbon atoms in the molecule, the sulphuric esters of aliphatic alcohols with 2 to 12 carbon atoms possessing straight or ramified carbon chains, the sulphuric acid esters of etherand amino alcohols, aliphatic saturated or unsaturated monocarboxylic acids with 3 to 12 carbon atoms and with straight ramified carbon chains, which chains can eventually contain oxygen bridges; such cids are for example isobutyric acid, isovaleri nic acid, isocapronic acid, isobutylacetic acid, isoamyl acetic acid, methylisobutyl acetic acid, methylisoamyl acetic acid, ethylpropyl acetic acid, dipropyl acetic acid, 1:3- di
- Still another object of the present invention are the alkaline lyes of 18 B. and more containing suitable fractions of naph'thenic acidin mixture with aminoor ether alcohols or in mixture with emulsifying agents of an'acid character and the process of treating cellulosic material, especially the mercerizing process of cellulosic fibres with the said lyes.
- One object of the present invention is therefore a process for improving the wetting-out power of. alkaline lyes of a concentration superior to 18 B. by adding thereto fractions of naphthenic acid selected in such a manner that the quotient acid number of the naphflienic acid fraction content in percent of alkali in the lye is a number between and 25.
- Another object of the. present invention is. a process for improving the wetting-out action of alkaline lyes by adding to concentrated lyes naphthenic acid fractions with a high acid numher, and to more dilute lyes,-fractions with a lower acid number.
- Still another object of the presentinvention are the improved alkaline solutions of 18 B. and more containing suitable fractions of naphthenic acids.
- Still another object of .the present invention is the process for improving the wetting-out action of alkaline lyes by adding thereto mixtures of Column 1 of this table gives the boiling point of the naphthenic acid fraction.
- the following second table shows the action. in lyes of diiferent concentration, of mixtures of a naphthenic acid fraction of the acid number 384 and boiling point 130-140" C. with other compounds increasing its wetting-out properties in comparison to the action of the naphthenic acid fraction "itself.
- Table III shows the action of the same naphthenic acid fraction as above in mixture with the acetals obtained from glycerine and technical methylcyclohexanones.
- Lyes possessing excellent wetting-out power may further be prepared by using following mixtures:
- a process for the alkaline treatment of cellulosic material comprising subjecting the cellulosic material to a treatment with a phenol free alkaline lye of 18 B. and more containing a wetting capacity increasing agent consisting of such fractions of naphthenic acids that the quotient acid number of the naphthenic acid fraction content in percent of the alkali in the lye is a number between 15-25.
- a process for the alkaline treatment of cellulosic material comprising subjecting the cellulosic material to a treatmentwith phenolfree' alkaline lyes of 30 B. and more, containa wetting capacity increasing agent consisting of which is 3 menace cellulosic material to a treatment with phenoliree alkaline lyes of 26-30 Ba, containing a wetting capacity increasing agent consisting of fractions of gaphthenic acids, the acid number 0-380 and the quotient acid number of the naphthenic acid fraction content in percent of the alkali in the lye is a number between 15-25. 8.
- a process for the alkaline treatment of cellulosic material comprising subjecting the c'ellulosic material-to a treatment with phenolfree alkaline lyes of 18-26 B., containing a wetting capacity increasing agent consisting of fractions ⁇ of naphthenic acids, the acid number of which is 250-360 and the quotient is a number between 15-25.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH488620X | 1936-01-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2157294A true US2157294A (en) | 1939-05-09 |
Family
ID=4516541
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US119528A Expired - Lifetime US2157294A (en) | 1936-01-09 | 1937-01-07 | Mercerizing lyes and a process for their manufacture |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2157294A (de) |
| CH (3) | CH204116A (de) |
| DE (1) | DE722258C (de) |
| GB (1) | GB488620A (de) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2448605A (en) * | 1944-11-13 | 1948-09-07 | Johnson March Corp | Composition for treating coal and the like |
| US2663704A (en) * | 1950-04-19 | 1953-12-22 | American Viscose Corp | Process and composition for producing improved viscose |
| US3140036A (en) * | 1961-10-17 | 1964-07-07 | Joseph C Spery | Wrapper type can carrier |
| USD318248S (en) | 1988-09-12 | 1991-07-16 | Samaras Mary S | Fingertip ornament |
-
1936
- 1936-01-09 CH CH204116D patent/CH204116A/de unknown
- 1936-01-09 CH CH201259D patent/CH201259A/de unknown
- 1936-01-09 CH CH201260D patent/CH201260A/de unknown
-
1937
- 1937-01-07 US US119528A patent/US2157294A/en not_active Expired - Lifetime
- 1937-01-08 GB GB636/37A patent/GB488620A/en not_active Expired
- 1937-01-08 DE DEC52367D patent/DE722258C/de not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2448605A (en) * | 1944-11-13 | 1948-09-07 | Johnson March Corp | Composition for treating coal and the like |
| US2663704A (en) * | 1950-04-19 | 1953-12-22 | American Viscose Corp | Process and composition for producing improved viscose |
| US3140036A (en) * | 1961-10-17 | 1964-07-07 | Joseph C Spery | Wrapper type can carrier |
| USD318248S (en) | 1988-09-12 | 1991-07-16 | Samaras Mary S | Fingertip ornament |
Also Published As
| Publication number | Publication date |
|---|---|
| CH204116A (de) | 1939-04-15 |
| CH201260A (de) | 1938-11-30 |
| DE722258C (de) | 1942-07-06 |
| CH201259A (de) | 1938-11-30 |
| GB488620A (en) | 1938-07-08 |
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