GB744674A - Improvements in or relating to condensation products of bis-aminotriazines - Google Patents

Improvements in or relating to condensation products of bis-aminotriazines

Info

Publication number
GB744674A
GB744674A GB5525/53A GB552553A GB744674A GB 744674 A GB744674 A GB 744674A GB 5525/53 A GB5525/53 A GB 5525/53A GB 552553 A GB552553 A GB 552553A GB 744674 A GB744674 A GB 744674A
Authority
GB
United Kingdom
Prior art keywords
bis
condensate
per cent
phosphoric acid
aminotriazine
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
GB5525/53A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB744674A publication Critical patent/GB744674A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/26Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/30Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paper (AREA)

Abstract

A condensation product is made by condensing formaldehyde with a bis-aminotriazine of formula <FORM:0744674/IV(a)/1> where R is an alkyl group of 1-8 carbon atoms, which contains a hydrogen atom on the carbon atom adjacent the nitrogen atom, R1 is hydrogen or methyl, and R2 is an alkyl group of 1-8 carbon atoms. The preparation of these bis-aminotriazines are described in Specification 744,676, [Group IV (b)]. Preferably 6-10 mols. of formaldehyde are used per mol. of bisaminotriazine. Condensation may be effected in presence of a monohydric alcohol, e.g. methyl, propyl, butyl, octyl or benzyl alcohol, to give products which may be used in coating compositions either alone or combined with alkyd resins. The condensates may be used to improve the wet-strength of paper (see Group VIII) or to treat textiles (see Group IV (c)) or as adhesives. The condensates may be combined with other nitrogen resins, e.g. those from urea or monoaminotriazines (e.g. melamine) and the bis-aminotriazines may be co-condensed with other resin-forming nitrogen compounds. In examples, in which three different bis-aminotriazines were used, viz: A(R, R1 and R2 = CH3), B(R = O4H9, R1 and R2 = CH3), C(R = CH3, R1 = H, R3 = C8H17):-(1) A low condensate was made by heating bis-aminotriazine A with aqueous formaldehyde at 80 DEG C. and at pH adjusted to 8.1 with sodium carbonate. An aqueous solution of the condensate containing phosphoric acid was used to impregnate rayon. (2) The condensate of example (1) was further condensed by concentrating it from 13.1 per cent to 54.7 per cent solids and heating to 80 DEG C. and was used (a) to glue plywood alone or with NH4SCN and (b) in aqueous solution containing phosphoric acid and a non-ionic wetting agent to impregnate wool flannel. (3) The condensate of example (2) was further condensed by diluting it with water and ageing it at 27-30 DEG C. in a solution adjusted to pH 2.0 with hydrochloric acid. The product was added to paper pulp. (4) Bis-aminotriazine A, methanol, and a mixture of aqueous formaldehyde and paraformaldehyde were heated to 73 DEG C. first in presence of sodium hydroxide at pH 8.4-8.6 and then in presence of formic acid at pH 3.8-4.0. An aqueous solution of the product containing phosphoric acid was used to impregnate nylon fabric. (5), (6) and (7) A mixture of bis-aminotriazine A, B or C, paraformaldehyde, butanol and xylol was heated to reflux first at pH 7.2-8.1 and then at pH 4.6-4.8 in presence of formic acid. The water distilling off was removed. The products may be diluted with butanol and incorporated in a baking enamel comprising also titanium dioxide and an alkyd resin from phthalic acid, glycerol and coconut oil acids.ALSO:Rayon or wool is rendered shrinkproof by treating it with a condensation product of formaldehyde and a bis-aminotriazine of formula <FORM:0744674/IV(c)/1> where R is an alkyl group of 1-8 carbon atoms and contains a hydrogen atom on the carbon atom adjacent to the nitrogen atom, R1 is hydrogen or methyl and R2 is an alkyl group of 1-8 carbon atoms. Nylon is stiffened by treating it with such a condensate modified by methyl alcohol. In examples (1) Rayon is padded through a 4.3 per cent aqueous solution of such a condensate adjusted to pH4 with phosphoric acid to a wet pick-up of 90 per cent and cured at 300 DEG F. for ten minutes; (2) wool flannel is padded through a 3 per cent solution of such a condensate containing a non-ionic wetting agent and phosphoric acid. After passing through squeeze rolls the padding is repeated and the fabric dried at 240 DEG F. for 10 minutes; (3) nylon taffeta is padded through a 12.5 per cent aqueous solution of a methylated condensation product containing phosphoric acid, is squeezed and then dried at 300 DEG F. for ten minutes.
GB5525/53A 1952-03-12 1953-02-27 Improvements in or relating to condensation products of bis-aminotriazines Expired GB744674A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US744674XA 1952-03-12 1952-03-12

Publications (1)

Publication Number Publication Date
GB744674A true GB744674A (en) 1956-02-15

Family

ID=22119713

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5525/53A Expired GB744674A (en) 1952-03-12 1953-02-27 Improvements in or relating to condensation products of bis-aminotriazines

Country Status (1)

Country Link
GB (1) GB744674A (en)

Similar Documents

Publication Publication Date Title
US4300898A (en) Compositions for treating textile fabrics
US4396391A (en) Treating cellulose textile fabrics with dimethylol dihydroxyethyleneurea-polyol
US2626251A (en) Water soluble cationic resins
US4102840A (en) PROCESS FOR THE MANUFACTURE OF UREA-HCHO-isobutyraldehyde condesnation products and compositions thereof
FR2642430A1 (en) NOVEL AMINOPLAST RESINS FOR THE ENNOBLISSEMENT OF CELLULOSIC FIBERS AND THEIR APPLICATION
GB744674A (en) Improvements in or relating to condensation products of bis-aminotriazines
GB424535A (en) Improvements in processes of impregnating cellulosic fabrics
US2509174A (en) Process of waterproofing textile fabrics
US3309341A (en) Amine-modified uron resins
CA1131413A (en) Textile finish and process for its preparation and use
GB809662A (en) Stable solutions of water-soluble amino-aldehyde resins
US4072466A (en) Cellulosic textile treated with low formaldehyde fully etherified methylolated melamine with urea-formaldehyde-glyoxal
GB683410A (en) Production of impregnating agent for treating fibres or fibrecontaining substances and objects
US3264241A (en) Uron resin-triazone compositions
US3329655A (en) Oxyalkylated melamine-formaldehyde condensates and method for their preparation
GB919808A (en) Production of aqueous modified melamine-formaldehyde resinous compositions
US2917411A (en) Process of treating cellulosic fabric and the product resulting therefrom
US3085909A (en) Silver containing reaction products, methods for their production and use in formingpermanent silver containing deposits on base materials
GB425032A (en) Improvements relating to the glazing, embossing and finishing of textile fabrics
GB654305A (en) Improvements in the preparation of hydrophilic aminotriazine-aldehyde resins
GB650133A (en) Phenol-modified acetone resins
US4488878A (en) Process to produce durable press low formaldehyde release cellulosic textiles
US2545559A (en) Acetone resin modified phenol resins
US4539008A (en) Agents to produce durable press low formaldehyde release cellulosic textiles: etherified N,N-bis(hydroxymethyl)-carbamates
US3629178A (en) Process for increasing the wet strength of cellulosic materials