GB1118741A - Aldehyde fixation of cellulosic material or starch - Google Patents

Aldehyde fixation of cellulosic material or starch

Info

Publication number
GB1118741A
GB1118741A GB2202565A GB2202565A GB1118741A GB 1118741 A GB1118741 A GB 1118741A GB 2202565 A GB2202565 A GB 2202565A GB 2202565 A GB2202565 A GB 2202565A GB 1118741 A GB1118741 A GB 1118741A
Authority
GB
United Kingdom
Prior art keywords
aldehyde
carbamate
condensation product
formaldehyde
formula
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
Application number
GB2202565A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Westpoint Pepperell Inc
Original Assignee
Westpoint Pepperell Inc
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 Westpoint Pepperell Inc filed Critical Westpoint Pepperell Inc
Publication of GB1118741A publication Critical patent/GB1118741A/en
Expired legal-status Critical Current

Links

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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/33—Synthetic macromolecular compounds
    • D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/59—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00—Preparation of derivatives of starch
    • 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
    • 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
    • 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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • 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
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31942—Of aldehyde or ketone condensation product
    • Y10T428/31949—Next to cellulosic
    • Y10T428/31953—Modified or regenerated cellulose
    • 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
    • Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Textile Engineering (AREA)
  • Materials Engineering (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Particle Accelerators (AREA)

Abstract

An aldehyde is fixed on starch by applying to the starch an aqueous composition containing (1) and aldehyde and a carbamate having the formula <FORM:1118741/C3/1> (2) an aldehyde-carbamate condensation product in which the carbamate has the formula <FORM:1118741/C3/2> or (3) an aldehyde and an aldehyde-carbamate condensation product in which the carbamate has the formula <FORM:1118741/C3/3> in which R1 and R3 are each hydrogen or alkyl or carbocyclic aryl radicals at least one of R1 and R3 representing a hydrogen atom in the case of an aldehyde carbamate condensation product, and R2 is an unsubstituted alkyl or a cycloalkyl or carbocyclic aryl radical, and then heating the treated material at a temperature sufficient to fiz the aldehyde on the starch but insufficient to cause any substantial nitrogen fixation. Suitable aldehydes are formaldehyde, glyoxal, pyruvic aldehyde, glutaraldehyde, acetaldehyde, propionaldehyde, butyraldehyde and hydroxyadipaldehyde and sources of formaldehyde, e.g. para-formaldehyde, trioxane and hexamethylene tetramine. When utilizing an aldehyde-alkylcarbamate condensation product the heating may be effected at a temperature not above 300 DEG F. but with a mixture of an aldehyde and a carbamate temperatures as high as 350 DEG or 400 DEG F. may be employed. The mole ratio of aldehyde to carbamate may be at least 3:1. The aqueous composition may also contain an acid or latent acid catalyst, e.g. formic acid, hydrochloric acid, ammonium chloride, magnesium chloride, calcium chloride, zinc nitrate, zinc chloride or zinc fluoroborate, or an alkaline catalyst, e.g. sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium hydroxide or potassium hydroxide.ALSO:Cellulosic fibres are crease proofed and shrink proofed and p their swelling properties are reduced and their wet strength properties improved by treating them with an aqueous composition containing (1) an aldehyde and a carbamate having the formula <FORM:1118741/D1-D2/1> (2) an aldehyde-carbamate condensation product in which the carbamate has the formula <FORM:1118741/D1-D2/2> or (3) an aldehyde and an aldehyde-carbamate condensation product in which the carbamate has the formula <FORM:1118741/D1-D2/3> in which R1 and R3 are each hydrogen or alkyl or carbocyclic aryl radicals at least one of R1 and R3 representing a hydrogen atom in the case of an aldehyde-carbamate condensation product, and R2 is an unsubstituted alkyl or a cycloalkyl or carbocyclic aryl radical, and then heating the treated fibres at a temperature sufficient to fix the aldehyde on the fibres but insufficient to cause any substantial nitrogen fixation. Suitable aldehydes are formaldehyde, glyoxal, pyryvic aldehyde, glutaraldehyde, acetaldehyde, propionaldehyde, butyraldehyde and hydroxyadipaldehyde and sources of formaldehyde e.g. para formaldehyde, trioxane and hexamethylene tetramine. When utilizing an aldehyde-alkyl carbamate condensation product the heating may be effected at a temperature not above 300 DEG F but with a mixture of an aldehyde and a carbamate temperatures as high as 350 DEG or 400 DEG F may be employed. The mole ratio of aldehyde to carbamate may be at least 3:1. The aqueous composition may also contain an acid or latent acid catalyst, e.g. formic acid, hydrochloric acid, ammonium chloride, magnesium chloride, calcium chloride, zinc nitrate, zinc chloride, or zinc fluoroborate, or an alkaline catalyst, e.g. sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium hydroxide or potassium hydroxide, wetting agents, e.g. a nonyl phenolethylene oxide condensate, hand modifiers, softeners, e.g. sulphonated tallow, or dimethyl polysiloxane oil, acrylicpolymers, polyvinyl alcohol and brighteners. The treated fibres may be subsequently treated with additional catalyst, sodium metabisulphite and softener and dried and in the case of fabrics then creased and pressed. Paper or cotton, viscose rayon, cuprammonium rayon, cellulose acetate, cellulose acetate-butyrate or cellulose acetate-propionate fibres alone or in admixture with polyester, acrylic, nylon, polypropylene, propylene-ethylene copolymer, spandex or vinyl chloride-vinyl acetate copolymer fibres may be treated. The examples refer to the treatment of fabrics comprising a viscose rayon non woven web or polypropylene-viscose rayon non woven web needled into a polypropylene or cotton scrim and palmered and calendered.
GB2202565A 1964-06-02 1965-05-25 Aldehyde fixation of cellulosic material or starch Expired GB1118741A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US37211364A 1964-06-02 1964-06-02
US45103365 US3420696A (en) 1964-06-02 1965-04-26 Aldehyde fixation on polymeric material

Publications (1)

Publication Number Publication Date
GB1118741A true GB1118741A (en) 1968-07-03

Family

ID=27005648

Family Applications (2)

Application Number Title Priority Date Filing Date
GB705168A Expired GB1118742A (en) 1964-06-02 1965-05-25 Novel aqueous formaldehyde composition
GB2202565A Expired GB1118741A (en) 1964-06-02 1965-05-25 Aldehyde fixation of cellulosic material or starch

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB705168A Expired GB1118742A (en) 1964-06-02 1965-05-25 Novel aqueous formaldehyde composition

Country Status (15)

Country Link
US (1) US3420696A (en)
AT (2) AT268189B (en)
CH (1) CH557447A (en)
DE (1) DE1469507A1 (en)
DK (1) DK120632B (en)
ES (1) ES313722A1 (en)
FI (1) FI43864B (en)
FR (1) FR1440959A (en)
GB (2) GB1118742A (en)
IL (1) IL23476A (en)
LU (1) LU48722A1 (en)
NL (1) NL143638B (en)
NO (1) NO123814B (en)
OA (1) OA01738A (en)
SE (1) SE325861B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2211559A1 (en) * 1972-12-22 1974-07-19 Hoechst Ag

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3584000A (en) * 1967-09-19 1971-06-08 Us Agriculture Certain phenyl n-aryl or n-heteroaryl carbamates and derivatives thereof
US3622261A (en) * 1968-09-16 1971-11-23 West Point Pepperell Inc Buffered aldehyde fixation composition
US3606994A (en) * 1969-07-23 1971-09-21 Us Agriculture Process for finishing cotton with carbamate crosslinking agents formed in situ in the fibers
US4396390A (en) * 1981-09-04 1983-08-02 Springs Mills, Inc. Aqueous formaldehyde textile finishing process
US4478891A (en) * 1982-09-30 1984-10-23 Ab Statens Skogsindustrier Method of reducing the emission of formaldehyde from particle board bound with carbamide resin
US6375685B2 (en) 1997-05-13 2002-04-23 The Procter & Gamble Company Textile finishing process
US6511928B2 (en) * 1998-09-30 2003-01-28 The Procter & Gamble Company Rayon fabric with substantial shrink-resistant properties
CA2331646A1 (en) * 1998-05-11 1999-11-18 The Procter & Gamble Company Durable press/wrinkle-free process
US6565612B2 (en) * 1998-09-30 2003-05-20 The Procter & Gamble Company Shrink resistant rayon fabrics
AU2001251126A1 (en) * 2000-03-29 2001-10-08 The Procter And Gamble Company Methods for improving brightness of fabrics and fabrics of improved brightness
US20020031970A1 (en) * 2000-03-29 2002-03-14 The Procter & Gamble Company Methods for improving water absorbency of fabrics and fabrics with improved properties
DE102005013053A1 (en) * 2005-05-23 2006-11-30 BSH Bosch und Siemens Hausgeräte GmbH Condensation Dryer

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL279381A (en) * 1961-06-06
US3144299A (en) * 1961-06-06 1964-08-11 Jr John G Frick Wrinkle resistance finish for cellulosic textiles
US3160469A (en) * 1962-07-19 1964-12-08 Sidney L Vail Biscarbamate-formaldehyde adducts for wrinkle resistance finishes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2211559A1 (en) * 1972-12-22 1974-07-19 Hoechst Ag

Also Published As

Publication number Publication date
NL143638B (en) 1974-10-15
ES313722A1 (en) 1966-06-16
DK120632B (en) 1971-06-28
FI43864B (en) 1971-03-31
LU48722A1 (en) 1965-12-01
AT268189B (en) 1969-02-10
SE325861B (en) 1970-07-13
AT274729B (en) 1969-09-25
NL6506839A (en) 1965-12-03
NO123814B (en) 1972-01-17
FR1440959A (en) 1966-06-03
IL23476A (en) 1969-03-27
US3420696A (en) 1969-01-07
DE1469507A1 (en) 1969-01-23
CH557447A (en) 1974-12-31
GB1118742A (en) 1968-07-03
OA01738A (en) 1969-12-15
CH727065A4 (en) 1974-07-15

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