IL23688A - Condensation products of naphtho-1,8-sultone and their use as levelling agents for electro-deposited coatings - Google Patents

Description

condensation products of and their as levelling agents for 22750 This invention consists in new condensation products of one known as The invention also concerns the use of these compounds as levelling agents for particularly of and in this connection it is an object of the invention to improve electrol particularly in respect of their stability and power of penetrating the metal to be The present invention provides condensation products of one with heterocyclic nitrogen bases containing in the molecule at least one hydrogen atom and at least one heterooyclio ring comprising at least one nitrogen Preferred heterocyclic nitrogen bases of this kind are indolenlne form of porphine and The also provides electrolytic bat particularly for which contain as a levelling agent from about 5 to about 600 mg of at least one of the tion products per litre of the invention provides a process for manufacturing the new condensation products wherein such is reacted with nitrogen base in substantially stoichiometric The reaction is preferably performed in an aqueous medium at a of and at a temperature of about and the reaction mixture may the be The invention is particularly suitable for electrolytes containing a mixture of nickel sulfate and nickel or a mixture o and nickel with heterocyclic tertiary amines and having a structure including one or more aromatic nuclei are The use of such compounds in electrolytes containing nickel ions disclosed in the French Patent Specification which mentions produots of the condensation of such as or aultones derived from or aromatic sulfonic acids having the ttached at the 3 positions with respect to the sulfonic acid such as tolylsul one and with compounds containing the pyridine or diazine ring one or two optionally substituted enzene nuclei linked to the aforesaid heterocyclic These known particularly the products of the reaction of pyridine or quinoline with have a levelling effect on ordinary bright but their action diminishes rapidly with time and it is necessary to regenerate the compounds to time by heating the electrolyte for several hours at to has pointed out in the French Patent Specification the addition of these oompounds considerably reduces the penetrating power of the which is a drawback when articles of complicated shapes are to As distinct therefrom the condensation products to the when added to ve an improved levelling effect thereon without substantiall reducing the penetrating power of the the condensation compounds of the invention are stable in such owing to which property is no longer necessary to subject the electrolytes containing them to periodic re eneratin given by way of of the preparation of electrolytes for producing a bright Such bath may nickel sulfate sulfamate or possibly nickel to attack the boric at least one such as toluene hexamine or cyanurio at least one brigh such as an alcohol or an unsaturated at least one voltage lowering such as lauryl at least one condensation product according to the invention in a proportion of from about 5 mg to about mg per litre of of known brigh may be used the brighteners forming th subject of Israel Pa ent Specification The electrolyte bath is conveniently used the following agitation of the electrolyte temperature from to according to concentration of nickel ions and the desired rate of the temperature being preferably between and of from to preferably approximately 2 a current density of from 2 to 15 the best results being obtained with a current density of from 5 to 7 o for an at a temperature of about 65 The table below lists examples of baths of the table states the ro ortions in rams er litre TABLE Example 330 380 330 330 380 0 0 Nickel 0 0 0 0 0 400 400 80 45 80 80 45 30 30 40 40 40 40 40 50 50 Saccharine amide oa acid 0 0 Butyne 0 0 0 levelling compoundst Compound A 0 0 0 0 Compound B 0 0 0 0 0 Compound 0 0 0 0 Compound D 0 0 0 0 Compound S 0 0 0 0 0 Compound 0 0 0 0 0 0 Compound 0 0 0 0 0 0 Brighteners Compound H 0 0 0 0 pH 60 60 15 15 The levelling compounds A to G as well as the brightening oompound H of the above table are as Compound Indolenine produced by one mol of indolenine of the formula with one of Compound A is beet used in the proportion of from 10 to 500 per litre of Compound produced by reacting one of aodium salt of indole of the formula with one mol of Compound B is best used in the proportion of from to 500 per litre of electro Compound produoed by reacting one mol of phthalocyanine of the formula with four of C is best used in the proportion of from 10 to per litre of Oomnound with one mol of Compound is best used in the proportion of from 20 to 600 per litre of Compound produced by reacting one mol of porphine of the formula with two moles of Compound E is best used in the proportion of from 10 to 150 per litre of Pi produced by reacting one mol of a porphyrine with two of Compound F is best used in the same proportion as compound Compound produced by reacting one mol of of the formula with one mol of Compound G is best used in the proportion of from 50 to 500 per litre of Compound Ht This brightening compound the product of the of It has been disclosed in Israel Patent Specification The compound H may be used in combination with of the levelling agents A to G Generally the condensation products according to the invention can be prepared by the following methods heterocyclic base containing a nitrogen heterocyclic ring and an active hydrogen atom la placed together with the sultone in stoichiometric proportions proportions in the case of compound D and in a flask fitted with a reflux Water and an for example are added to adjust the pH to The mixture is initially heated gradually to until the sultone then the temperature of the mixture is raised to about and kept at this temperature for about 4 The viscosity of the mixture increases and its consistency becomes reaction ture is then The product thus obtained can be used as as a levelling agent in electrolytic bath oomposltione such as those indicated Electrolytic baths containing levelling agents according to the invention produce and particularly nickel which ductile and perfectly level and which have no pitting or The penetrating power of the electrolyte is and the stability of the levelling agent is insufficientOCRQuality

Claims (3)

CL IMS

1· Condensation products of naphtho-lt8^sultone with heterocyclic nitrogen bases containing in the molecule at least one active hydrogen atom and at leant one five-aemoered heterocyclic _ring comprising at least one nitrogen hetero a om.

2* Condensation products according to Claim 1, wherein the heterocyclic nitrogen base is indolenine, sodium β-nitroso indole, phthalocyanine* lt5-dimethyl imidazole, Buccinimide, porphine or porphyrine (substituted porphine)*

3. Condensation products according to Claim 1, substantially as hereinbefore described and exemplified* 4· A process for the manufacture of condensation products as defined in Claim 1, wherein naphtho-l,8~sultone is reacted with a heterocyclic nitrogen base according to Claim · 5. A prooess according to Claim 4» wherein the reactants are used in substantially stoichiometric proportions* 6» A prooess according to Claim 4 or 5» wherein the reaction is performed in an aqueous medium pre erably at a pH of 3·5 - 4#0 and preferably at a temperature of about 85°0. 7· A prooess for the manufacture of condensation products according to Claim 1, 2» or 3, substantially as hereinbefore described and exemplified* 8· Electrolytic bath compositions, in particular for nickel-plating, which contain from about 5 to about 600 tag of at least one of the condensation products according to Claims 1, 2 or 3 per litre of electrolyte. 9· Electrolytic bath compositions acoording to Claim 8* in which the condensation roduct is used directl in the state in 23688/2 - 10 - any of Claims 4 to 7· 10· Electrolytic bath compositions according to Claim 8 or 9t which contain in addition a brightener being of the reaction product/e¾uimolar amounts of bis-hydroxyethyl ether butyne diol and naphtho-lt8-sultone» 11· Electrolytic bath compositions substantially as described in any one of Examples 1 to 7 of the Table herein. PC/DL