US3628906A - Agent for protecting polyamide fibers or threads against the attack of bleaching and washing baths - Google Patents

Agent for protecting polyamide fibers or threads against the attack of bleaching and washing baths Download PDF

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Publication number
US3628906A
US3628906A US754760A US3628906DA US3628906A US 3628906 A US3628906 A US 3628906A US 754760 A US754760 A US 754760A US 3628906D A US3628906D A US 3628906DA US 3628906 A US3628906 A US 3628906A
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United States
Prior art keywords
bleaching
polyamide
group
carbon atoms
substituted
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Expired - Lifetime
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US754760A
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English (en)
Inventor
Karl Dithmar
Peter Koblischek
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Evonik Operations GmbH
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Degussa GmbH
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
    • 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
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber

Definitions

  • Polyamides may be protected during washing or bleaching by applying thereto a compound of the formula:
  • R and R are selected from hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, a substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms in the chain, and salts thereof.
  • the invention relates to the use of biguanides for the protection of polyamide fibers or threads against the attack of bleaching baths containing active oxygen compounds.
  • German Pat. No. 1,025,376 discloses that N-phenylbiguanide protects polyamide fibers against the attack of peroxide containing bleaching and washing agents. Although this fiber protecting effect is significant, a disadvantage has arisen in the course of years of use. Small amounts of iron and manganese salts are present in the water of bleaching baths, or also-as for example manganese lactate-are added in certain amounts to the polyamide fibers during their manufacture for the purpose of light protection. These iron and manganese saits react with N-phenylbiguanide to produce discolorations which are undesirable, especially in bleaches. As the use of manganese compounds for light protection in polyamide textiles now has become increasingly common, the disadvantages of discoloration are a drawback in spite of the good fiber protection provided by N-phenylbiguanide.
  • German Pat. No. 1,025, nowadays 76 concerns a biguanide substituted in first position by the phenyl group.
  • the first and fifth positions are here equivalent.
  • polyamide fibers, threads or textiles are protected against the attack of bleaching and washing baths containing active oxygen compounds, while obtaining improved whiteness, by using a biguanide compound of the fonnula:
  • R and R are hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, and substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms, and salts thereof.
  • the alkyl groups can also be substituted, thus for example consisting of CH,Cl groups. Also, the fiber protective action and the white effect are not detrimentally influenced to any extent thereby.
  • the alkyl groups can on their part also, for example, be substituted by a further biguanide group.
  • the fiber protective action will then be nullified, whereby the substances will become useless as additives to peroxide containing bleaching baths for polyamide fibers.
  • the imine and the secondary amino groups must therefore be unsubstituted if an optimum efi'ect is to be obtained.
  • the end position N- atoms are substituted with phenyl groups, then the fiber protective action will not be detrimentally affected, but the degree of whiteness of the polyamide fibers bleached with this additive will be decreased.
  • the 1,5- diphenylbiguanide is also not usable in the sense of the present invention. The same is true for phenyl groups substituted on their side, thus for example alkylphenyl or alkylaryl groups.
  • the invention therefore involves an active agent, based on biguanides for the protection of polyamide fibers, polyamide threads or polyamide textiles against attack by bleaching and washing baths containing peroxide compounds, which active agent is biguanide or its derivatives substituted in first and/or fifth position with alkyl groups with one to six carbon atoms or with the cyclohexyl group, or the salts of the said biguanides or mixtures of the said compounds, or which contains these compounds as active components, on the condition that all amino or imino groups of the biguanide grouping still carry one hydrogen atom.
  • the aliphatic or cycloaliphatic groups being in first position and/or in fifth position can in turn be substituted, for example by chlorine or also by a further biguanide grouping so that for example a dibiguanide results.
  • These agents can suitably be used together with peroxide compound or active oxygen producing compounds and the additives commonly useful in bleaching or washing, such as pl-l regulators, wetting, emulsifying, stabilizing, finishing and optical brightening agents. But they can also be applied as pretreatment to the fibers or threads prior to the action of the bleaching or washing baths.
  • the above-mentioned compounds fumishing fiber protection are bases.
  • their salts can also be employed with success, for example preferably their salts with sulfuric acid or hydrochloric acid, but also the salts with tartaric acid or short chain organic acids with up to four carbon atoms.
  • these salts of the biguanide charge weight in the following analyses was adjusted to 1 gram per liter of the free base.
  • two or more, i.e., mixtures of the compounds, thus biguanide, its derivatives and the salts of the bases with organic or inorganic acids can be employed in order to effect the desired fiber protection on all forms of textiles from polyamide.
  • the stabilization of the baths was carried out in the usual manner with water glass and magnesium sulfate.
  • the fiber protective effect obtained was measured through detennination of the resistance to tearing of the bleached polyamide fiber textiles measured before and after bleaching. whereby, also, the strength of the polyamide fiber textiles that had been bleached without fiber protective agent under otherwise equal conditions was measured and compared.
  • the degree of whiteness of the textiles (fabric) was always distinguished with the Zeiss-Elrepho step photometer with filter 6 and white standard 565 as percent on the whiteness degree scale.
  • the tearing strength was ascertained in standard climate at 20 C. and 65 percent rel. air moisture and is the average of individual values.
  • the percentages indicated in the table state the loss relative 60 to the initial value.
  • a 6-polymide, 45/9 mat. with an initial strength of 242.3 g. has after bleaching as described in example 1, without fiber protective agent, only a tearing strength of 58.5 g; that is a loss of 75.9 percent relative to the strength before bleaching.
  • the tearing strength after the bleaching amounts to 220.0, that is a loss of only 9.2 percent.
  • EXAMPLE 3 The improvement of the agents claimed according to the invention, respectively of their effective substance in comparison with l-phenyl biguanide according to Gennan Pat. No. 1,025,376, is demonstrated by measurement of the degree of whiteness of a fabric of 6,6-polyamide.
  • the bleaching bath had the following composition:
  • the degree of whiteness of the untreated 6,6-polyamide fabric was 80.5 percent white.
  • the degree of whiteness was 83.5 percent (without metal addition to the bleaching bath) and was lowered only by 0.5 percent on the white scale by the addition of iron or manganese salts (analogous to example 3).
  • R and R are hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms, and salts thereof.
  • R and R are hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, a substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms, and salts thereof.
  • R and R are hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, a substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms, and salts thereof.
  • compositions for protecting polyamide fibers, threads, or textiles, against loss of strength while obtaining improved whiteness during washing or bleaching said polyamide consisting essentially or an active oxygen compound and a compound of the formula:
  • R and R are hydrogen, alkyl groups having one to six carbon atoms, cyclohexyl, a substituted cyclohexyl group, a substituted alkyl group having one to six carbon atoms, and salts thereof.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Polyamides (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US754760A 1967-08-26 1968-08-23 Agent for protecting polyamide fibers or threads against the attack of bleaching and washing baths Expired - Lifetime US3628906A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19671594838 DE1594838B2 (de) 1967-08-26 1967-08-26 Mittel zum schuetzen von polyamidfasern, -faeden oder -geweben gegen den angriff von bleich- und waschbaedern
DED0053946 1967-08-26

Publications (1)

Publication Number Publication Date
US3628906A true US3628906A (en) 1971-12-21

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US754760A Expired - Lifetime US3628906A (en) 1967-08-26 1968-08-23 Agent for protecting polyamide fibers or threads against the attack of bleaching and washing baths

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Country Link
US (1) US3628906A (enrdf_load_stackoverflow)
CH (2) CH501089A (enrdf_load_stackoverflow)
DE (1) DE1594838B2 (enrdf_load_stackoverflow)
FR (1) FR1577134A (enrdf_load_stackoverflow)
GB (1) GB1224045A (enrdf_load_stackoverflow)
NL (1) NL6811840A (enrdf_load_stackoverflow)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4959267A (en) * 1988-11-23 1990-09-25 Du Pont Canada Inc. Fiber reinforced rubber products
WO1997002331A1 (en) * 1995-07-05 1997-01-23 The Procter & Gamble Company Laundry pretreatment peroxygen bleach with radical scavenger giving improved fabric/color safety

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8714898D0 (en) * 1987-06-25 1987-07-29 Du Pont Canada Protecting articles from bleaching solutions

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT200556B (de) * 1955-03-19 1958-11-10 Degussa Verfahren zur Herstellung von gegen den Angriff von Peroxyden immunisierten Polyamidfasern und -Faserprodukten
US2909404A (en) * 1953-03-12 1959-10-20 Degussa Protection of polyamide fibers during treatment with peroxide containing bleaching or washing agents

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2909404A (en) * 1953-03-12 1959-10-20 Degussa Protection of polyamide fibers during treatment with peroxide containing bleaching or washing agents
US3153565A (en) * 1953-03-12 1964-10-20 Degussa Process for the treatment of synthetic linear polycarbonamide textile fibers
AT200556B (de) * 1955-03-19 1958-11-10 Degussa Verfahren zur Herstellung von gegen den Angriff von Peroxyden immunisierten Polyamidfasern und -Faserprodukten

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4959267A (en) * 1988-11-23 1990-09-25 Du Pont Canada Inc. Fiber reinforced rubber products
WO1997002331A1 (en) * 1995-07-05 1997-01-23 The Procter & Gamble Company Laundry pretreatment peroxygen bleach with radical scavenger giving improved fabric/color safety

Also Published As

Publication number Publication date
CH501089A (de) 1970-12-31
NL6811840A (enrdf_load_stackoverflow) 1969-02-28
DE1594838B2 (de) 1973-08-02
DE1594838A1 (de) 1972-03-16
DE1594838C3 (enrdf_load_stackoverflow) 1974-02-28
CH1250568A4 (enrdf_load_stackoverflow) 1970-09-15
GB1224045A (en) 1971-03-03
FR1577134A (enrdf_load_stackoverflow) 1969-08-01

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