EP0022455A1 - Procédé de préparation de surfaces de frottoir pour allumettes - Google Patents

Procédé de préparation de surfaces de frottoir pour allumettes Download PDF

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Publication number
EP0022455A1
EP0022455A1 EP80102454A EP80102454A EP0022455A1 EP 0022455 A1 EP0022455 A1 EP 0022455A1 EP 80102454 A EP80102454 A EP 80102454A EP 80102454 A EP80102454 A EP 80102454A EP 0022455 A1 EP0022455 A1 EP 0022455A1
Authority
EP
European Patent Office
Prior art keywords
weight
polyester
copolymer
aqueous
added
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.)
Granted
Application number
EP80102454A
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German (de)
English (en)
Other versions
EP0022455B1 (fr
Inventor
Wilhelm Dr. Adam
Hannsjörg Dr. Ulrich
Franz-Josef Dr. Dany
Gerd Kalteyer
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.)
Hoechst AG
Original Assignee
Hoechst AG
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Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of EP0022455A1 publication Critical patent/EP0022455A1/fr
Application granted granted Critical
Publication of EP0022455B1 publication Critical patent/EP0022455B1/fr
Expired legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B24—GRINDING; POLISHING
    • B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
    • B24D3/02—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent
    • B24D3/20—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent and being essentially organic
    • B24D3/28—Resins or natural or synthetic macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C06—EXPLOSIVES; MATCHES
    • C06F—MATCHES; MANUFACTURE OF MATCHES
    • C06F3/00—Chemical features in the manufacture of matches
    • C06F3/08—Strike-surface compositions
    • 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]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
    • Y10T428/3179—Next to cellulosic
    • 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]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/31859—Next to an aldehyde or ketone condensation product
    • Y10T428/31862—Melamine-aldehyde
    • Y10T428/31866—Impregnated or coated cellulosic material

Definitions

  • the present invention relates to a process for the production of matchstick surfaces by first using fillers from red phosphorus, abrasives, such as, for example, glass powder or sand, binders in the form of aqueous urea-formaldehyde or melamine-formaldehyde condensates, and, if appropriate, hardeners, such as ammonium chloride , such as F e 2 0 3 , Mn0 2 , Sb 2 S 3 or additional water to regulate the viscosity of the mixture, an aqueous mash is prepared.
  • red phosphorus such as, for example, glass powder or sand
  • hardeners such as ammonium chloride , such as F e 2 0 3 , Mn0 2 , Sb 2 S 3 or additional water to regulate the viscosity of the mixture
  • This mash is then used to coat the respective friction surface underlay, which can consist of paper, wood, cardboard, etc., and if necessary, the surface obtained is subsequently treated with heat, the coated surfaces being dried and the binders contained therein being condensed and hardened.
  • the mashes can be applied to the friction surface underlays, for example with brushes or with printing machines.
  • the mashes should be thin and spreadable so that a uniformly thin distribution of the mash on the surface is guaranteed. Pads that are too thick tend to crumble and tear after drying.
  • a serious disadvantage of the friction surfaces produced with them is their instability against moisture, especially under tropical conditions, whereby at the same time bacterial attack can additionally destroy the friction surfaces.
  • the urea or melamine resins were largely resistant to bacterial attack, but tended to form brittle, brittle paint surfaces. In addition, the penetration of the friction surfaces by moisture or water is not eliminated in these cases, but at most is only inhibited.
  • the polyester is expediently added in the form of an aqueous solution, the copolymer in the form of an aqueous dispersion or an aqueous-alcoholic solution, the weight percentages given for the addition being based on the solids content of the urea or melamine-formaldehyde condensates and on the solids content of the crosslinker.
  • the pH of the mixture obtained is then adjusted to between 6.5 and 8.0, preferably from 7 to 7, by adding an aqueous solution of ammonia, organic amines or a mineral acid, in particular phosphoric acid, if the copolymer is used , 5, and in the case of using the polyester to values of 7 to 11, preferably 9.2 to 9.6, before coating the friction surface underlay with the mixture.
  • organic amines are used for pH adjustment, low-boiling organic amines such as e.g. Trimethylamine, triethylamine, but preferably dimethylethanolamine, used.
  • the surfaces can be annealed at about 90 to 130 ° C for about 5 minutes.
  • the friction surfaces obtained are elastically flexible even in a thick layer and adhere well to substrates made of wood, paper, cardboard, etc. Additional adhesives may be used for use on plastic surfaces be incorporated.
  • the ignitability is "very good" and is only slightly reduced by moisture and water.
  • a mash produced according to the invention has the following composition, for example:
  • Suitable melamine-formaldehyde condensates are mononuclear or polynuclear methylolated melamines with a molar ratio of 1: 1.3 to 1: 6, the methylol groups of which are not etherified or with at least one mono- or polyhydric aliphatic alcohol with 1 to 6, preferably 1 to 4, Atoms are partially or completely etherified, with limited, preferably unlimited water dilutability, or mixtures thereof.
  • the mono- or polyhydric aliphatic alcohol can be saturated or unsaturated, and its carbon chain can also be interrupted by one or more ether bridges.
  • Suitable alcohols are, for example, methanol, ethanol, n-propanol, iso-propanol, n-butanol, iso-butanol, n-pentanol, iso-pentanol, n-hexanol, iso-hexanol, allyl alcohol, ethylene glycol, propylene glycol, butanediols, such as butanediol -1,4, hexanediols such as 1,6-hexanediol, diethylene glycol, triethylene glycol, dipropylene glycol, glycerin.
  • Methanol is preferred as the aliphatic alcohol.
  • Preferred melamine-formaldehyde condensates are trimethylol melamine trimethyl ether, hexamethylol melamine hexamethyl ether or pentamethylol melamine trimethyl ether.
  • the mono- and polynuclear methylolmelamines can also contain the modifiers customary in aminoplast chemistry in amounts of about 2 to 20% by weight, based on mononuclear or multinuclear methylolmelamine.
  • Such modifiers are, for example, sorbitol, sugar, lactam, e.g. E-aminocaprolactam, methylene bisformamide, toluenesulfonamides, e.g. p-toluenesulfonamide.
  • sorbitol sugar, lactam, e.g. E-aminocaprolactam, methylene bisformamide, toluenesulfonamides, e.g. p-toluenesulfonamide.
  • Suitable urea-formaldehyde condensates are monomeric or polycondensed methylol compounds of urea with a molar ratio of urea: formaldehyde of 1: 1 to 1: 3, which can also be wholly or partially etherified with the mono- or polyhydric aliphatic alcohols already mentioned. Mixtures of etherified or unetherified monomeric and / or polycondensed methylolated ureas can also be used, as can mixtures of the melamine-formaldehyde condensates mentioned with the urea-formaldehyde condensates mentioned.
  • the water-soluble amino resin-crosslinking polyester to be used as a crosslinker has in particular an OH number of 30 to 450, preferably 80 to 200, an acid number of 20 to 300, preferably 60 to 100, and, measured in 50% strength by weight solution in butyl glycol, a dynamic viscosity from 100 to 750 mPa.s.
  • Such polyesters are known and are produced by polycondensation of dihydric dicarboxylic acids and dihydric alcohols, it also being possible for small amounts of trihydric and polyvalent carboxylic acids and / or alcohols to be present. Derivatives of carboxylic acids and alcohols, in particular esters with lower alcohols, acid chlorides, anhydrides or lactones, can also be used in the polycondensation.
  • Suitable dibasic carboxylic acids or their derivatives are for example phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, endomethylene tetrahydrophthalic anhydride, Hexachloroendomethylen-tetrahydrophthalic anhydride, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid.
  • Suitable unsaturated dibasic carboxylic acids or their derivatives are, for example: maleic anhydride, fumaric acid, itaconic acid, citraconic acid, mesaconic acid.
  • trihydric or polyvalent carboxylic acids and / or alcohols branching or crosslinking of the polyester can be achieved.
  • trihydric or polyvalent carboxylic acids and / or alcohols branching or crosslinking of the polyester can be achieved.
  • trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, glycerol, pentaerythritol are suitable for this.
  • polyesters are particularly suitable in which the polycarboxylic acid component consists entirely or partially of aliphatic dicarboxylic acids, in particular adipic, succinic, sebacic or azelaic acid.
  • the polyester can optionally also be modified by a content of monocarboxylic acids.
  • the polyesters used are not air-drying systems.
  • the condition "water-soluble" in connection with the polyester means that the polyester can be dissolved in water at pH values above 7.
  • a suitable polyester was produced, for example, as follows: were condensed 4 1/2 hours, maintaining the temperature of 125 0 C to 185 0 C rising and 65 kg of distillate was obtained which was composed of 60 kg of water and 5 kg of ethylene glycol. The yield of polyester was 574 kg.
  • the solids content of the polyester was practically 100% by weight (determined by heating a 1 g sample at 140 ° C. for one hour), the OH number was determined to be 181 and the acid number was 96 mg KOH / g.
  • the viscosity of a 50% by weight solution in butyl glycol was 132 mPa.s.
  • aqueous urea-formaldehyde resin condensate has proven particularly suitable as a binder, which is commercially available under the name "Madurit VMW 69/1 (R)” (manufacturer Cassella Aktiengesellschaft, Frankfurt / Main), while being a crosslinker has also awarded a commercially available, approximately 50% by weight aqueous dispersion of a copolymer, which is available under the name "Mowilith DM 56 (R)” (manufacturer Hoechst Aktiengesellschaft, Frankfurt / Main), in which the copolymer contains more than 50% by weight % consists of an acrylic acid ester and less than 50% by weight of vinyl acetate and the dispersion has a freezing temperature of -18 ° C.
  • a mixture with a pH of 9.7 consisting of was applied to a cardboard base with a bristle brush and dried and cured at 100 ° C for 5 minutes.
  • Red phosphorus which had a pH of 2.1, was used in each of the mashes according to Examples 2 to 5, as a result of which the pH of the mash was influenced accordingly:
  • a mixture according to Example 8 was adjusted to a pH of 7.8 with ammonia water.
  • the friction surface produced from it as above was uniform, elastic and only weakly brittle after sharp kinking movements and thus rated "good".
  • a binder based on a melamine-formaldehyde resin was mixed with a polyester which was produced in the manner described above. (This mixture is commercially available under the designation (R) Madurit VMW 82; manufacturer Cassella AG, Frankfurt)
  • the pH of the mash obtained fluctuated widely depending on the provenance of the phosphorus. To delimit the optimal condensation conditions, the pH was adjusted to higher values in NaOH (40%) in Examples 13-16.
  • the mash was then applied with a brush in a covering layer to a cardboard and dried at 120 ° C. for 3 minutes.
  • the evaluation of the friction surfaces obtained is shown in the table below.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
EP80102454A 1979-07-12 1980-05-06 Procédé de préparation de surfaces de frottoir pour allumettes Expired EP0022455B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19792928140 DE2928140A1 (de) 1979-07-12 1979-07-12 Verfahren zur herstellung von zuendholzreibflaechen
DE2928140 1979-07-12

Publications (2)

Publication Number Publication Date
EP0022455A1 true EP0022455A1 (fr) 1981-01-21
EP0022455B1 EP0022455B1 (fr) 1983-02-09

Family

ID=6075519

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80102454A Expired EP0022455B1 (fr) 1979-07-12 1980-05-06 Procédé de préparation de surfaces de frottoir pour allumettes

Country Status (4)

Country Link
US (1) US4315961A (fr)
EP (1) EP0022455B1 (fr)
DE (2) DE2928140A1 (fr)
ES (1) ES493303A0 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8608488D0 (en) * 1986-04-08 1986-05-14 Foseco Int Agglomeration of coal fines
US5055113A (en) * 1988-11-23 1991-10-08 Minnesota Mining And Manufacturing Company Abrasive product having binder comprising an aminoplast resin
US4903440A (en) * 1988-11-23 1990-02-27 Minnesota Mining And Manufacturing Company Abrasive product having binder comprising an aminoplast resin

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1067610A (fr) * 1951-12-20 1954-06-17 Suomen Osuuskauppojen Keskusku Procédé pour la fabrication de frottoirs de boîtes d'allumettes résistants à l'humidité et imperméables
US2863751A (en) * 1954-08-18 1958-12-09 Bjorn Tore Ignition compositions for matches, striking surfaces and the like

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3441456A (en) * 1966-10-31 1969-04-29 Gaf Corp Striker compositions
FR2236817A1 (en) 1973-07-12 1975-02-07 Forestiere Allumettes Soc Ind Safety matches for use in high humidity tropical conditions - in which the head contains polymerisable acrylic ester resin
SU595270A1 (ru) 1976-07-12 1978-02-28 Белорусский технологический институт им.С.М.Кирова Способ нанесени фосфорной массы на спичечный коробок

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1067610A (fr) * 1951-12-20 1954-06-17 Suomen Osuuskauppojen Keskusku Procédé pour la fabrication de frottoirs de boîtes d'allumettes résistants à l'humidité et imperméables
US2863751A (en) * 1954-08-18 1958-12-09 Bjorn Tore Ignition compositions for matches, striking surfaces and the like

Also Published As

Publication number Publication date
EP0022455B1 (fr) 1983-02-09
DE2928140A1 (de) 1981-02-05
DE3061870D1 (en) 1983-03-17
US4315961A (en) 1982-02-16
ES8104780A1 (es) 1981-05-16
ES493303A0 (es) 1981-05-16

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