ZA200600465B - Composition for the fluorescent whitening of paper - Google Patents
Composition for the fluorescent whitening of paper Download PDFInfo
- Publication number
- ZA200600465B ZA200600465B ZA200600465A ZA200600465A ZA200600465B ZA 200600465 B ZA200600465 B ZA 200600465B ZA 200600465 A ZA200600465 A ZA 200600465A ZA 200600465 A ZA200600465 A ZA 200600465A ZA 200600465 B ZA200600465 B ZA 200600465B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- paper
- fluorescent whitening
- nhch
- composition according
- Prior art date
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 235000002374 tyrosine Nutrition 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/32—Bleaching agents
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
Landscapes
- Paper (AREA)
- Luminescent Compositions (AREA)
- Detergent Compositions (AREA)
Description
Composition for the Fluorescent Whitening of Paper
The present invention relates to a composition for the fluorescent whitening of paper, the use thereof in either the pulp mass, in coating of in the metering size-press or fim press and to a process thereto.
Traditional fluorescent whitening agents (FWA's) for paper, as disclosed, for example, in DE
OS 2,715,864, are derivatives of 4,4'-bis{(1 3,5-triazin-2-yl)Jaminojstilbene-2,2'-disuiphonic acid in which the triazine rings are substituted with aniino residues. Depending upon the requirements as to water-solubility and/or affinity, these anilino residues may be unsubstituted or substituted by one or two sulphonic acid groups, the resulting FWA's thus being designated as di-, tetra- or hexa-sulphonic acid derivatives.
However, in certain paper applications, in particular, in the metering size-press or film press, such conventional FWA's are disadvantageous since they either exhibit insufficient affinity (e.g. hexa-sulpho) or show low whitening effects and low saturation points (e.g. di-sulpho).
It is an object of the present invention to provide compositions, which show both high affinity to the paper and, at the same time, are highly effective in whitening with high saturation points.
Accordingly, the present invention relates to a composition for the fluorescent whitening of paper comprising a) a fluorescent whitening agent defived from 4 4'-bis|(1,3,5-Inazin-2- yl)amino]stiibene-2,2'-disulphonic acid and characterized by one or both of the triazine rings carrying an -NH, substituent; b) water and c) optionally, further auxiliaries.
These compositions generally comprise to 50% by weight of the FWA component a), 50 to 95% by weight of water and 0 to 40% by weight of component c), each range being based on the total weight of the composition and wherein the sum of the components a) to ¢) amounts to 100%.
Preferably, however, these compositions are free flowing liquids and comprise to 30%, especially 15 to 25% by weight of component a), 70 to 90%, especially 75 to 85%, by weight of water and 0 to 10% by weight of component c), or 0 to 40% in case polyethylene glycol is used as component c), each range being based on the total weight of the composition and wherein the sum of the components a) to ¢) amounts to 100%.
Component a) of the compositions, the fluorescent whitening agent, is a compound of the formula
X,
HN ~ “
N=( MO,S
SOM >= N
Ng —%
J) N
X wherein
X,, X, and X, each, independent of the other, represent -NR4R; or -OR;, wherein
R, and R are, independently of each other, hydrogen, a C:-C.alkyl-group, which is unsubstituted or substituted by one or two of the following residues selected from the group consisting of C4-C,alkoxy, hydroxy, carboxy, cyano, carbonamido, thiol, guanidine, substituted or unsubstituted phenyl, unsubstituted or C1-C.alkyl-substituted Cs-Cscycloalkyl, halogen, a heterocycle and a sulphonic acid residue, and wherein the carbon chain of an alkyl group having two, three or four carbon atoms can be interrupted by oxygen, or, alternatively,
R, and R;, together with the nitrogen atom linking them, complete a 5- or 6-membered heterocyclic ring;
Ry represents C,-C,alkyl and
M represents H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, iri- or tetra-substitutad by C,~C.alkyl and/or C-C.hydroxyalkyl.
Preferably, however, component a) is a compound of formula (1), in which
X, and X, each independently, represent -NH,, -NHC-C.alkyl, -N(C,-C.alkyl).,
-NHC>-C,hydroxyalkyl, -N(C2-C.hydroxyalkyl)., -N(C1-C.alkyl(C,-C.hydroxyalkyt), -NH(C~
C.alkylene-C-Cialkoxy), -N(C-C.alkylene-Ci-C.alkoxy), -NHC,-C.alkyiphenyl, tetrahydrofurfurylamino, morpholino, piperidino, pyrrolidino or cyciohexylamino or an amino acid or amino acid amide residue from which a hydrogen atom has been abstracted from the amino group and
Xa represents -NH,,
M being as previously defined.
Most preferable compositions are those in which, in the compound of formula (1),
X, and X, both represent -NH;, -NHC-C.alkyl, -N(C-C-alkyl)z, -NHCH,CH,OH,
N(CH,CH, OH), -N(C1-C-8lkyl(CH,CH-OH), -NHCH,CH,OCHs, -N(CH,CH-OCHs)z,
NHCH,CH,-0-CH2CH2-OH, -N(CH,CH0O-CH2CH-OH)., -NHCH.CO.M",
N(CH3)CHZCOM", NHCH,CH;CO,M", -NHCH(CO,M")CH,CHZCHNHC(=NH)NH;, tetrahydrofurfurylamino, benzylamino, cyclohexytamino, pyrrolidino or morpholino,
X, represents -NHz and
M" represents H, K, Na, ammonium or ammonium that is mono-, di-, fri- or tetra-substituted by C,-C.alkyl and/or C-C.hydroxyalkyl, especially Na.
Within the scope of the definitions of the substituents, C-C.alkyl groups are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl or t-butyl, whilst C,-C.alkoxy groups are, for example, methoxy, ethoxy, n-propoxy, isopropoxy, n-, sec-, iso- or t-butoxy.
A C-C.alkylane chain, may, for example be an ethylene, n-propylene, methyl ethylene, 1- or 2-methylpropylene, n-butylene or ethylethylens residue, whilst C.-C, hydroxyalkyl may be 2- hydroxyethyl, 2- or 3-hydroxy-n- or isopropyl or hydroxybutyl.
Further, within the scope of the definitions, halogen is iodine, bromine, chlorine, fluorine or, especially, chlorine, whilst Cs-Crcycloalkylamino is cyclopentylamino, cyciohexylamino, cycioheptylamino or, especially, cyclohexylamino.
A carbonamido group may be —C(=O)NH C;-C,alkyl, -C(=O)N(C-Calkyl), or, especially, -C(=0)NH,.
A heterocydlic residue may be a five-, six- or seven-membered ring having one or two heteroatoms such as oxygen, sulfur or nitrogen, the rest of the skeleton being carbon atoms.
© WO 2005/014932 PCT/EP2004/051630
Examples are 2- or 3-tetrahydrofurfuryi, 2- or 3-furyl, 2- or 3-thienyl, 2- or 3-pyrroivi, 2-, 4- or 5-imidazotyl, 2-, 3- or 4-pyridyl, pyrazinyl, 3-isothiazoiyl, 3-isoxazolyl of 2- or 3-pyrrolidinyl.
An amino acid or amino acid amide residue from which a hydrogen atom has been removed may be derived from glycine, alanine, serine, cysteine, phenylalanine, tyrosine (4- hydroxyphenylaianine), dilodotyrasine, tryptophan (B-indotylalanine), histidine ((B- imidazolylalanine), a-aminobutyric acid, methionine, valine (a-aminoisovaleric acid), norvaline, leucine (a~aminoisocaproic acid), isoleucine (a~amino-B-methylvaleric acid), noreucine (a~amino-n-caproic acid), arginine, omithine (a, 3-diaminovaleric acid), lysine (oue- diaminocaproic acid), aspartic acid (aminosuccinic acid), gutamic acid (a-aminoglutaric acid), threonine, hydroxyglutamic acid and taurine, as well as mixtures and optical isomers thereof.
A further preferred example of an aminoacid from which an aminoacid residue Ri may be derived is iminodiacetic acid or the mono- or diacid amide thereof, whilst a suitable amino acid amide is 2-hydroxyethylaminopropionamide.
Suitable optional auxiliaries of the composition, component c), include, for example, anionic or non-ionic dispersants from the class of ethylene oxide adducts with fatty alcohols, higher fatty acids or alkyl phenols or ethylenediamine ethylene oxide-propylene oxide adducts, copolymers of N-vinyipymolidone with 3-vinylpropionic acid, polyethylene glycols having an average molecular weight of from 300 to 10,000, water retention aids, including glycols such as ethylene glycol, glycerol or sorbitol, or biocides or further auxiliaries such as urea, lactones of lactams such as N-methyl pyrrolidone, and other solubilizing agents such as dimethyl formamide or dimethyl sulphoxide.
The present invention further provides a process for the fluorescent whitening of paper or paperboard comprising contacting the substrate with the fluorescent whitening agent composition of the invention.
When used for the fluorescent whitening of paper, the composition of the invention may be applied to the paper substrate in the pulp mass, in the form of a paper coating composition, or directly in the metering size press or fim press.
A further aspect of the present invention provides use of the composition of the invention in a process for the fluorescent whitening of a paper surface, comprising contacting the paper surface with a coating composition comprising a white pigment; a binder dispersion; optionally a water-soluble co-binder; and a sufficient amount of a fluorescent whitening agent composition, according to the present invention, to ensure that the treated paper usually contains 0.01 to 1 % by weight, based on the white pigment, of a fluorescent whitening agent of formula (1).
As the white pigment component of the paper coating composition used according to the method of the present invention, there are preferred inorganic pigments, e.g., aluminium or magnesium silicates, such as China clay and kaolin and, further, barium sulfate, satin white, titanium dioxide, calcium carbonate (such as chalk, natural or precipitated calcium carbonate) or talcum; as well as white organic pigments.
The paper coating compositions used according to the method of the present invention may contain, as binder, inter alia, plastics dispersions based on copolymers of butadiene/styrene, acrylonitrile/butadiene/styrene, acrylic acid esters, acrylic acid esters/styrene/acrylonitrile, ethylene/vinyl chloride and ethylene/vinyl acetate; or homopolymers, such as polyvinyl chloride, polyvinylidene chloride, polyethylene and polyvinyl acetate or polyurethanes. A prefered binder consists of styrene/buty! acrylate or styrene/butadiene/ acrylic acid copolymers or styrene/butadiene rubbers. Other polymer lattices are described, for example, in the following US patents: 3,265,654, 3,657,174, 3,547,899 and 3,240,740.
The optional water-soluble protective colloid may be, e.9., soya protein, casain, carboxymethylicellulose, natural or modified starch, chitosan or a derivative thereof or, especially, polyvinyl alcohol. The preferred polyvinyl alcohol protective colloid component may have a wide range of saponification levels and molecular weights; e.g. a saponification level ranging from 40 to 100; and an average molecular weight ranging from 10,000 to 100,000 g/mol.
Recipes for coating compositions for paper are described, for example, in J.P.
Casey "Pulp and Paper”; Chemistry and Chemical Technology, 2nd edition,
Claims (10)
1. A composition for the fluorescent whitening of paper comprising a) a fluorescent whitening agent (FWA) derived from 4 4'-bis[(1 ,3,5-triazin-2- yl)aminojstilbene-2,2"-disulphonic acid and characterized by one or both of the triazine rings carrying an -NH, substituent; b) water and c) optionally, further auxiliaries.
2. A composition according to claim 1, comprising to 50% by weight of the FWA component a), 50 to 95% by weight of water and 0 to 40% by weight of component c), each based on the total weight of the composition, wherein the sum of the components a) to c) amounts to 100%.
3. A composition according to claim 1 or claim 2, in which the fluorescent whitening agent is a compound of the formula (1) X, N HN — X, N= MO,S SOM >=N Ng —% > N X, wherein X,, Xz and Xs each, independent of the other, represent -NR1R; or -OR3, wherein R, and R; are, independently of each other, hydrogen, a C,-C.alkyl-group, which is unsubstituted or substituted by one or two of the following residues selected from the group consisting of C,-C.alkoxy, hydroxy, carboxy, cyano, carbonamido, thiol, guanidine, substituted or unsubstituted phenyl, unsubstituted or C,-C.alkyl-substituted Cs-Cecycloalkyi, halogen, a heterocycle and a
© WO 2005/014932 PCT/EP2004/051630 sulphonic acid residue, and wherein the carbon chain of an alkyl group having two, three or four carbon atoms can be interrupted by oxygen, or, alternatively, R, and R,, together with the nitrogen atom linking them, complete a 5- or 6-membered heterocydlic ring; R; represents C,-C.alkyl and M represents H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubstituted by C:-C.alkyl and/or C-C.hydroxyalkyl. ’
4. A composition according to claim 3, in which, in the compound of formula (1), X, and X, each independently, represent -NHz, -NHC-C.alkyl, -N(C-C.alkyl),, -NHC~
C.hydroxyalkyl, -N{(C-C.hydroxyalkyl), -N(C1-Cealkyl{(C2-C hydroxyalkyl), -NH(C~- Caalkylane-C;-C.alkoxy), -N(C2-Caaikylene-Cy-Caalkoxy)z, -NHC-Cualkylphenyl, {etrahydrofurfurylamino, morpholino, piperidino, pyrrolidino or cyclohexylamino or an amino acid or amino acid amide residue from which a hydrogen atom has been abstracted from the amino group and Xs represents -NH,.
5. A composition according to claim 4, in which, in the compound of formula (1), X, and X, both represent -NH,, -NHC,-C.alkyl, -N(C,-Coalkyl)., -NHCH,CH,OH, -N(CH2CH,OH), -N(C1-CaalkylCHzCH,OH), -NHCH,CH;OCHs, -N(CH,CHzOCH:)z, -NHCH,CH-0-CH,CH»-OH, -N(CH.CH-O-CH,CH2-OH), NHCH,CO;M", -N(CH3)CH,CO,M", -NHCH,CH,CO,M", -NHCH(COM")CH2CH;CHNHC(=NH)NH>, tetrahydrofurfurylamino, benzylamino, cyclohexylamino, pyrrolidino or morpholino and M" represents H, K, Na, ammonium or ammonium that is mono-, di-, tri- or tetra-substituted by C-C.alkyl and/or C-C,hydroxyalkyl.
6. Use of a composition according to any one of claims 1 to 5 for the fluorescent whitening of paper in the pulp mass, in coating or in the metering size-press or film press.
7. Use, according to claim 6, for the fluorescent whitening of paper in coating or in the metering size-press or film press.
© WO 2005/014932 PCT/EP2004/051630
8. Use, according to claims 6 or 7, for the fluorescent whitening of paper in the metering size- press or film press.
9. A process for the fluorescent whitening of paper by treating the paper with a composition according to any one of claims 1t0 5.
10. Paper, which has been whitened with a composition according to any one of claims 1 to
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03102449 | 2003-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200600465B true ZA200600465B (en) | 2007-03-28 |
Family
ID=34130283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| ZA200600465A ZA200600465B (en) | 2003-08-06 | 2006-01-17 | Composition for the fluorescent whitening of paper |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20060185805A1 (en) |
| EP (1) | EP1651816A1 (en) |
| JP (1) | JP2007501336A (en) |
| KR (1) | KR20060073588A (en) |
| CN (1) | CN1833072A (en) |
| AR (1) | AR045215A1 (en) |
| AU (1) | AU2004263674A1 (en) |
| BR (1) | BRPI0413352A (en) |
| CA (1) | CA2533364A1 (en) |
| IL (1) | IL173135A0 (en) |
| MX (1) | MXPA06001366A (en) |
| RU (1) | RU2006106728A (en) |
| TW (1) | TW200516193A (en) |
| WO (1) | WO2005014932A1 (en) |
| ZA (1) | ZA200600465B (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2008014440A (en) * | 2006-05-23 | 2008-11-26 | Ciba Holding Inc | A detergent composition for textile fibre materials. |
| US8227808B2 (en) * | 2007-12-06 | 2012-07-24 | Chimei Innolux Corporation | Method for manufacturing thin film transistor (TFT) and OLED display having TFTS manufactured by the same |
| RU2495973C2 (en) * | 2008-03-26 | 2013-10-20 | Клариант Финанс (Бви) Лимитед | Improved optical bleaching compositions |
| FI20085345L (en) * | 2008-04-22 | 2009-10-23 | Kemira Oyj | Method for reducing light-induced yellowing in lignin-containing material |
| US20120118522A1 (en) * | 2009-07-24 | 2012-05-17 | Clariant Finance (Bvi) Limited | Aqueous Solutions Of Acid Dyes For Shading In Size Press Applications |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1183854A (en) * | 1967-07-14 | 1970-03-11 | Bayer Ag | Brightening Agents of the Bistriazinylaminostilbene Series |
| DE2715864A1 (en) * | 1976-04-14 | 1977-10-27 | Ciba Geigy Ag | PROCEDURE FOR OPTICAL LIGHTENING PAPER |
| US4364845A (en) * | 1978-07-17 | 1982-12-21 | Ciba-Geigy Corporation | Concentrated aqueous solutions of sulfo group-containing fluorescent brighteners which are stable on storage |
| DE4230656A1 (en) * | 1992-09-14 | 1994-03-17 | Ciba Geigy | Process to improve whiteness, brightness and color location of fillers and pigments |
| GB2277749B (en) * | 1993-05-08 | 1996-12-04 | Ciba Geigy Ag | Fluorescent whitening of paper |
| GB9611614D0 (en) * | 1996-06-04 | 1996-08-07 | Ciba Geigy Ag | Process for inhibiting the effect of flourescent whitening agents |
| PT835906E (en) * | 1996-10-10 | 2004-03-31 | Ciba Sc Holding Ag | OPTICAL APRILHANTATOR SCATTERS |
| US5902454A (en) * | 1996-12-13 | 1999-05-11 | Ciba Specialty Chemicals Corporation | Method of whitening lignin-containing paper pulps |
| EP0905317B1 (en) * | 1997-09-16 | 2009-12-23 | Basf Se | A method for optically brightening paper |
| NZ331438A (en) * | 1997-09-16 | 2000-01-28 | Ciba Sc Holding Ag | A method of increasing the whiteness of paper by using a formulation containing a swellale layered silicate and an optical brightener 4,4-bis-(triazinylamino)-stilbene-2,2-disulphonic acid |
| JP2003506591A (en) * | 1999-08-05 | 2003-02-18 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Use of whitening pigments for whitening paper coating compositions |
| ITMI20010884A1 (en) * | 2001-04-27 | 2002-10-27 | 3V Sigma Spa | DETERGENT COMPOSITIONS |
-
2004
- 2004-07-28 AU AU2004263674A patent/AU2004263674A1/en not_active Abandoned
- 2004-07-28 RU RU2006106728/12A patent/RU2006106728A/en unknown
- 2004-07-28 CN CNA2004800224007A patent/CN1833072A/en active Pending
- 2004-07-28 CA CA002533364A patent/CA2533364A1/en not_active Abandoned
- 2004-07-28 MX MXPA06001366A patent/MXPA06001366A/en unknown
- 2004-07-28 JP JP2006522348A patent/JP2007501336A/en not_active Withdrawn
- 2004-07-28 WO PCT/EP2004/051630 patent/WO2005014932A1/en not_active Application Discontinuation
- 2004-07-28 KR KR1020067002545A patent/KR20060073588A/en not_active Application Discontinuation
- 2004-07-28 EP EP04766340A patent/EP1651816A1/en not_active Withdrawn
- 2004-07-28 BR BRPI0413352-8A patent/BRPI0413352A/en not_active IP Right Cessation
- 2004-07-28 US US10/566,742 patent/US20060185805A1/en not_active Abandoned
- 2004-08-04 TW TW093123328A patent/TW200516193A/en unknown
- 2004-08-04 AR ARP040102776A patent/AR045215A1/en unknown
-
2006
- 2006-01-12 IL IL173135A patent/IL173135A0/en unknown
- 2006-01-17 ZA ZA200600465A patent/ZA200600465B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2004263674A1 (en) | 2005-02-17 |
| JP2007501336A (en) | 2007-01-25 |
| CA2533364A1 (en) | 2005-02-17 |
| RU2006106728A (en) | 2007-10-10 |
| MXPA06001366A (en) | 2006-05-15 |
| CN1833072A (en) | 2006-09-13 |
| KR20060073588A (en) | 2006-06-28 |
| US20060185805A1 (en) | 2006-08-24 |
| AR045215A1 (en) | 2005-10-19 |
| IL173135A0 (en) | 2006-06-11 |
| BRPI0413352A (en) | 2006-10-10 |
| WO2005014932A1 (en) | 2005-02-17 |
| TW200516193A (en) | 2005-05-16 |
| EP1651816A1 (en) | 2006-05-03 |
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