IL33754A - Process for the optical brightening of fibrous materials made from polyacrylonitrile - Google Patents

Process for the optical brightening of fibrous materials made from polyacrylonitrile

Info

Publication number
IL33754A
IL33754A IL33754A IL3375470A IL33754A IL 33754 A IL33754 A IL 33754A IL 33754 A IL33754 A IL 33754A IL 3375470 A IL3375470 A IL 3375470A IL 33754 A IL33754 A IL 33754A
Authority
IL
Israel
Prior art keywords
stands
liquor
brightener
carbon atoms
impregnation liquor
Prior art date
Application number
IL33754A
Other versions
IL33754A0 (en
Original Assignee
Hoechst Ag
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hoechst Ag filed Critical Hoechst Ag
Publication of IL33754A0 publication Critical patent/IL33754A0/en
Publication of IL33754A publication Critical patent/IL33754A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/06Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60Optical bleaching or brightening
    • D06L4/679Fixing treatments in optical brightening, e.g. heating, steaming or acid shock
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/35Heterocyclic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Coloring (AREA)

Description

Process for the optical brightening of fibroua materials ~"' ma from polyacrylonitrile '?·»ηο,*3ΐ,?^ 17Κ'»'7ΤΡΡ ap »a?o nmri 7to IPOBIK npnarft ι»7πη Process for the optical brightening of fibrous materials made from polyacrylonitrile _J (HOE 69/F 02 ) ' · The present invention provides a process for the optical brightening of. fibrous materials made from polyacrylonitrile. _ Prom Belgian Patent No. 670 l6l it is known to use as optical brighteners pyrazoline compounds corresponding to the general formula I in which R stands for an aryl radical that may be substituted, more especially a phenyl radical, preferably p-chlorophenyl, Y stands for an oxygen or sulfur atom and represents an alkyl, aralkyl or phenyl radical, optionally substituted by hydroxy, alkoxy-, Ν,Ν-dialkylamino, quaternary trialkylammonium, carb-oxy or esterified carboxy groups.
. According, to Example 7 of the cited Patent Specification also fibrous materials of polyacrylonitrile may be brightened therewith, However, it appeared that the brightening effect obtainable with the compounds of the said type under the conditions stated in that Patent can still be improved.
Now, it has been found that fibrous materials made from polyacrylonitrile or polymers containing at least 85 of polyacrylonitrile can be optically brightened in a particularly advantageous manner, when they are impregnated with an optical in which A is a lower, optionally branched, alkylene' radical, R1 is a lower alkyl group, R≥ each represent a lower alkyl group which together with the nitrogen atom may form a saturated heterocyclic ring, X stands for a colorless anion and n is 1 or.2, and the impregnated fabric is adjusted to a liquor content of about 5 to 120 , referred to the weight of the good, and heated, subsequently, for about two seconds to about 30 minutes to a temperature from about 100 to about 150°C. The heating is, preferably, achieved, with steam of about 100 to about l 0°C. It may also be advantageous to dry the impregnated fibrous material before heating or, preferably, steaming it. The described treatment is advantageously performed continuously.
The brightening effect achieved in said manner can still be enhanced when a non-ionic nitrogen containing fatty acid oxethylate and/or a quaternary condensation product of a fatty acid is added to the brightening liquor. The additives mentioned provide, when used in conjunction with the above-identified optical brightenersj a degree of whiteness of exceptional brilliance. Moreover, they exert a brightening and softening effect on the fibre which, for example, results in. an essential , , with the optical brightener and, optionally, the said additives, to an intermediary drying at about 50 to about 150°C. The thus dried fabric is, subsequently, printed and then heated in The compounds of formula III show a greenish-blue fluorescence and are thus able, when: applied in mixture with the compounds of formula II, to compensate the reddish tint thereof. They are advantageously added in an amount . of about 0.05 to about by weight, preferably about 0.5 to about 3 by weight, referred to compound II. hydroxy-ethyl-sulfone, subsequent: / transformation of the ls hydroxyethyl group via the sulfuric acid ester into the vinyl-sulfone group and addition thereto, of a correspondingly substituted alcohol.
The concentrations of optical brightener employed in the instant process are within the usual range. They can be easily determined b anyone skilled in the art by simple preliminary tests. As a guide-line the threshold values of about 0.1 to about 50 g of optical brightener /l of impregnation liquor may serve. Advantageously, the concentration of the brightener in the impregnation liquor and the liquor content are adjusted such to yield a concentration of brightener on the good of about O.O5 to about 5 by weight.
The following Examples serve to illustrate the invention. The parts and percentages are by weight unless otherwise stated. E x a m p l e 1 A sliver consisting of at least 85 "of polyacrylonitrile was treated with a bleaching liquor containing as the optical brightener 1 g/l of the compound of formula IV.
The pH of the solution was adjusted to 3 by means of oxalic acid. Furthermore, 1.5 g of a condensation product of stearic acid and of; an addition product of 4 mols of ethylene oxide on ammonia and 1 g/l of a quaternated condensation product of di- sliver was squeezed off between cylinders until its moisture content was about 100 % and treated for three ' minutes with saturated steam of 100°C in an appropriate steamer. The thus brightened fabric showed an excellent degree of whiteness which was substantially superior to that. of the untreated fabric and distinctly higher than obtained by the process des-■ cribed in Example 7 of Belgian Patent Specification No. 670,l6l . E x a m p l e 2 A liquor containing 1.5 g/l of the optical brightener of the fo and 2 g/l of a condensation product of stearic acid and the. addition product of K mols of ethylene oxide on 1 mol of ammonia was sprayed onto a tow containing at least 85 of polyacrylonitrile. The pH of the liquor was adjusted to 3*5 by means of oxalic acid. For the spraying such amount of liquor was employed as was necessary for achieving a moisture content of 100,$. Said fabric was, subsequently} treated for 10 seconds with steam of 104°C. After that treatment,' the tow showed an excellent degree of whiteness.
E x a m p l e 3 · A fabric^ consisting of at least 85 of polyacrylonitrile was impregnated with a liquor containing 2 g/l of an optical CI VI S0„ · CH„ « CI1„ · 0 · CH · C!L · N · CH .
Cll . and 1 g/l of a quaternated condensation product of diethylene-triamine and stearic acid. The pH of the treating liquor' was adjusted to 2 and the liquor, thereupon, thickened by adding g/l of a commercial starch ether. The fabric was squeezed off to a moisture content of 80 ^between rollers and dried for two minutes at l 0°C.
Then it was ptinted in · known manner with disperse dyestuffs and steamed for 20 minutes at 103°C. The mprinted areas of the fabric showed an excellent degree of whiteness.
E x a m p l e 4 A knit fabric consisting of at least 85 of polyacrylo-nitrile was impregnated with a liquor containing 5 g/l of an optical brightener of the formula VII " and 0. I The pH of the solution was adjusted to 2 by means of sulfuric acid Furthermore, 2 g/l of a quaternated condensation product of diethylene triamine and stearic acid were added to the padding liquor. The knit fabric was after its impregnation with the said solution, squeezed off between rollers until its moisture content was about 100 % and treated for > seconds with saturated steam of about 120°C in an appropriate steamer. The thus brightened fabric showed an excellent degree of whiteness, substantially superior to that of the untreated good. )

Claims (13)

HOE 69/ΙΌ2 (Fw 5984) What .we claim is: ·
1. ) A process for the optical "brightening of fibrous materials of polymers containing at least 8 of acrylonitrile , which comprises' impregnating said material with a liquor containing a brightener of the general formula in which A stands for an alkylene group of 2 to 4 carbon atoms, 1 2 R and each stand for ah alkyl group of 1 to 4 carbon atoms 2 or t/o radicals R together with the nitrogen atom form a sat- urated heterocyclic ring, X stands for a colorless anion and n stands for 1 or 2, adjusting the liquor content to 5 to 120$ by .weight, referred to the -good, and heating the -material for 2 seconds to 30 minutes to 100 to 150°C.
2. ) The process as claimed in claim 1 , wherein the concentration of the brightener in the impregnation liquor is 0.1 to 50 g/l.
3. ) The process as claimed in claim 1 and 2, wherein the adjusting of the liquor content is accomodated to . the concentration of the brightener in the impregnation liquor to yield a concentration of the brightener on the good of 0.05 to $ by weight, referred to the good.'.
4. ) The process as claimed in claims 1 to 3, wherein heating is achieved with steam.
5. ) The process as claimed in claims 1 to 4, wherein the impreg- nated material is dried before heating.
6. ). The process as claimed in claims 1 to 5, wherein the treatment is performed continuously.
7. ) The process as claimed in claims 1 to 6, wherein the impregnation liquor is adjusted to a pH of 2 to 4.
8. ) The /process as claimed in claims 1 to 7, wherein the impregnation liquor contains a nonionic condensation product of a fatty acid and oxethylated ammonia.
9. ) The process as claimed in claims 1 to 8, wherein the impregnation liquor contains. quaternary condensation product of a fatty acid and a.', low-molecular aliphatic polyamine.
10. ) The process as claimed in claims 1 to 9, wherein the impregnation liquor contains a thickener for textile printing inks.
11. ) impregla in which A stands for an alkylene group of 2 to 4 carbon atoms, R1 and R2 each stand for an alkyl group of 1 to 4 carbon atoms or two radicals R 2 together with the nitrogen atom form a saturated heterocyclic ring, X stands for a colorless anion and n stands for 1 or 2.
12. ) The process as claimed in claim 11, wherein 0.05 to 10 by weight, referred to the brightener, of said compound is used.
13. ) Any process conducted substantially as described herein j¾r in the Examples . 1 ) 'Fibrous materials of polymers containing at least 85
IL33754A 1969-01-30 1970-01-21 Process for the optical brightening of fibrous materials made from polyacrylonitrile IL33754A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1904424A DE1904424C3 (en) 1969-01-30 1969-01-30 Process for the optical brightening of fiber materials made of polyacrylonitrile

Publications (2)

Publication Number Publication Date
IL33754A0 IL33754A0 (en) 1970-03-22
IL33754A true IL33754A (en) 1973-01-30

Family

ID=5723727

Family Applications (1)

Application Number Title Priority Date Filing Date
IL33754A IL33754A (en) 1969-01-30 1970-01-21 Process for the optical brightening of fibrous materials made from polyacrylonitrile

Country Status (19)

Country Link
US (1) US3690947A (en)
JP (1) JPS5310196B1 (en)
AT (1) AT299877B (en)
BE (1) BE745278A (en)
BG (1) BG21419A3 (en)
BR (1) BR7016461D0 (en)
CH (2) CH552708A (en)
CS (1) CS150901B2 (en)
DE (1) DE1904424C3 (en)
ES (1) ES376024A1 (en)
FI (1) FI48589C (en)
FR (1) FR2029718B1 (en)
GB (1) GB1288545A (en)
IL (1) IL33754A (en)
NL (1) NL7000762A (en)
PL (1) PL80451B1 (en)
RO (1) RO57994A (en)
SE (1) SE364319B (en)
YU (1) YU34723B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4003889A (en) * 1973-06-21 1977-01-18 Sandoz Ltd. 1,3-Diaryl-2-pyrazoline derivatives
US4085101A (en) * 1973-07-18 1978-04-18 Sandoz Ltd. 1,3-Diaryl-2-pyrazoline derivatives
DE2502434A1 (en) * 1974-01-29 1975-07-31 Sandoz Ag NEW CONNECTIONS IN THE PYRAZOLINE RANGE
CH634077A5 (en) * 1978-05-29 1983-01-14 Ciba Geigy Ag CATIONIC BRIGHTENERS.
DE3134942A1 (en) * 1981-09-03 1983-03-17 Bayer Ag, 5090 Leverkusen WHITENING SALTS AND THE USE THEREOF FOR WET-SPINNING ACRYLIC FIBERS
DE10208773A1 (en) 2002-02-28 2003-09-04 Clariant Gmbh Aqueous liquid formulations of pyrazoline brighteners

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1217013B (en) * 1964-03-13 1966-05-18 Hoechst Ag Soap additives
DE1469222B1 (en) * 1964-09-25 1972-03-09 Hoechst Ag Pyrazoline derivatives and their preparation and use

Also Published As

Publication number Publication date
AT299877B (en) 1972-07-10
PL80451B1 (en) 1975-08-30
YU20970A (en) 1979-07-10
DE1904424A1 (en) 1970-08-13
CH114570A4 (en) 1974-02-28
YU34723B (en) 1979-12-31
ES376024A1 (en) 1972-03-16
FR2029718A1 (en) 1970-10-23
NL7000762A (en) 1970-08-03
SE364319B (en) 1974-02-18
FI48589C (en) 1974-11-11
GB1288545A (en) 1972-09-13
BE745278A (en) 1970-07-30
FI48589B (en) 1974-07-31
DE1904424B2 (en) 1973-07-12
FR2029718B1 (en) 1974-03-01
IL33754A0 (en) 1970-03-22
DE1904424C3 (en) 1974-03-07
BR7016461D0 (en) 1973-01-18
US3690947A (en) 1972-09-12
BG21419A3 (en) 1976-05-20
RO57994A (en) 1975-06-15
JPS5310196B1 (en) 1978-04-12
CH552708A (en) 1974-08-15
CS150901B2 (en) 1973-09-17

Similar Documents

Publication Publication Date Title
US4770668A (en) Ethylene urea compositions useful as permanent press promoting chemicals
US5385680A (en) Finishing process for textiles, finishing bath for textiles using phosphinicosuccinic acid, phosphinicobissuccinic acid or their mixtures, finished textiles and use of said acids as finishes
US4295846A (en) Process for the production of formaldehyde-free finishing agents for cellulosic textiles and the use of such agents
US3220869A (en) Process for improving textile fabrics
US5352242A (en) Formaldehyde-free easy care finishing of cellulose-containing textile material
US4605511A (en) Stable stilbene fluorescent brightener solution
US2901463A (en) Compositions, textiles treated therewith and processes for the treatment thereof
US3951965A (en) Bis-triazinyl-amino)-stilbene-disulfonic acid derivatives
US5021264A (en) Aqueous textile treatment agent and crease resist finishing of textile material
IL33754A (en) Process for the optical brightening of fibrous materials made from polyacrylonitrile
US3442905A (en) N-methylol-n'-substituted-4,5-dihydroxy-2-imidazolidinones
US3049446A (en) Process for the manufacture of urea, glyoxal and formaldehye reaction product useful for improving cellulosic textile materials
US4295847A (en) Finishing process for textiles
US3382086A (en) Finishing textile fabric
US2833674A (en) Compositions for the treatment of textiles, the textiles obtained and processes for the treatment thereof
US3518043A (en) Hexahydropyrimidone derivatives and a method of finishing textile material
EP0352285A1 (en) Process for dyeing wool and other keratin fibers.
US3766083A (en) Fluorescent whitening compositions
US4306872A (en) Imidazolidinones in a durable press process
US2993915A (en) Tetrahydrofuryl and tetrahydrofurfuryl glycidyl ethers
US4284410A (en) Process for the pretreatment of cellulose fibers to be printed according to the thermotransfer printing method
SU439991A1 (en) Method for optical bleaching of organic polymeric materials
US3058849A (en) Crease-resistant resin composition for textiles
US3486838A (en) Modification of textile material with methylolated lactams
US4008172A (en) Agent for brightening and removing greyness from textiles