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United States
SS644AL
‘US 201002!
cz) Patent Application Publication — co) Pub. No.: US 2010/0288644 A1
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Brown et al.
COATING FOR METAL CONTAL
METALWORKING LUBRICANT
COMPOSITIONS, COMPOSITIONS FOR
ELECTROPLATING AND.
TROWINNING, LAT
COMPOSITIONS AND PROC
‘THEREFOR
Inventors: David W. Brown, Ambler, PA (US);
Kenneth Breindel, Lansdale, PA
Broadbent, Horsham, PA (US);
Shailesh Shab, Dresher, PA (US
Comespondence Address
FOX ROTHSCHILD LLP
997 Lenox Drive, Bldg, #3
Lawrenceville, NJ 08648 (US)
Assignee: Cognls Corporation, Ambler, PA
ws)
Appl. Nos 12/803,263
Filed: Nov. 12, 2009
Related US.
Application Data
Division of application No, 10700,167, filed on No
3.2008, now abandoned.
Provisional aplication No. 60/423,118, filed on Nov
1, 2002, provisional aplication No. 60/424,249, filed
con Now. 6, 2002, provisional application No, 60/430,
(43) Pub. Date: Not
. 18, 2010
485, fled on Dec. 3,2002, provisional application No
(601434,477, fled an Dee. 18, 202.
Publication Classification
G1) Ince.
25D a2 (2006.01)
BIB 4802 (2006.01),
(2) US.CL 205/80; 72/42
6 ABSTRACT
Coatings for metal containers, metalworking lubricant com-
positions, compasitions for clectoplating and electowin.
fing, and latex componitions comprising a base-catalyzed
reaction produ of (a) at Teast one eomponnd of formula 1
‘wherein each X group is halogen atom or one X group is a
halogen atom and two X groups represent an epoxy oxygen
‘atom, which i attached to two adjacent earbon atoms in the
RR group to form an epoxy group, and R'is an alkanetryl
group containing from 30 10 carbon atoms; and (b) atleast
‘one Compound having the forma I
wherein R? is a substiuted or unsubstituted, saturated oF
‘unsaturated organi group having from :36 carbon atoms;
Xis—O—, Sor NR™ where R'is hydrogen or @
C,-C allyl group? each AO group is independently an eth-
ylenceny, 1 2-qropylencoxy o 12-butyleneoxy group. 2 isa
‘number from 0 10 200; and Y is hydrogen, or Y can be @
‘mercapio group oF a amino group oF a Cy-Cy alkylnino
rou in place ofa terminal OH group, provided that when
Y is meteapto or an amino group, or a C,-C, alkylamino
soup, nist last 1; wherein the mole ratio‘of component a)
fob) is fom 0.1: to 5:1; are deseribe.US 2010/0288644 AI
(COATING FOR METAL CONTAINERS,
‘METALWORKING LUBRICANT.
COMPOSITIONS, COMPOSITIONS FOR
ELECTROPLATING AND
ELECTROWINNING, LATEX
COMPOSITIONS AND PROCESSES.
‘THEREFOR
(CROSS-REFERENCE TO RELATED
"APPLICATIONS,
10001] This application claims priority, under 35 USC.
$119) of US. Provisional Patent Application Nos, 60/423,
118, 60/424,249, 60/430,485, and 601434477 fled on Nov.
1, 2002, Now. 6, 2002, Dee. 3, 2002 and Dec. 18, 2002,
respectively, the entire contents of cach of which are hereby
inconporated by relerenee.
BACKGROUND OF THE INVENTION
10002} One ofthe last stages inthe manufacture of shumi-
‘hum cans and other metal containers such as Ferrous metal
‘containers is the application of one or more finishing coatings
Tor decorative purposes andlor ideatifieation,
[0003] Such finishing coatings include acrylic paints, phe-
nolic coatings whichare used for baked can coatings, bitumen
paints which are used for aluminum paints, coumarone-in
‘dene paints which are used to make aluminum paints, lc
‘quers (whichis termalso applied tothe baking nish applied
to the interior of food and beverage cans), and enamels
10008] Lubricating oils are fuids whose function is the
reduction of fietion and wear between solid surfaces, usually
metals, in relative motion. Aside fom te primary function of
{ition and wear eotrol, Inbrcating oils are offen called
‘upon to serve other purposes, such ss corosion prevention,
‘electrical insulation, power Gunsmission, and evoling. The
ter is particularly important in metal euting ned grinding
10005] There are two Fundamental classes of lubricating
‘agents, natural and synthetic. These Tubricating agents
include petroleum-derived oils, natwal fatty acid esters,
hydrocarbons prepared by the polymerization of olefinic
hydrocarbons, polyatkytene glycol oils, synthetic esters
hich are primarily esters of dibasic acids br organic esters of
Phosphor or silicic acid, silicone oils which are linear oF
‘ycli siloxane polymers, halogenated hydrocarbons, perf
‘orinated polyalkylene glycols, polypheny! esters, polygly
‘ols, and neopentyl polyol esters.
10006] In the precaction of metal by electrolysis of aque-
‘ous solutions, the eloctwinning of the metals is usually
‘arti out i tank cells, Developmens in the electeowinning
‘of metals ffom aqueous solutions have been direted toward
improved anodes, improved additives, higher current dens
ties, the use of ionexchange membranes, beter electrolyte
‘quality contol and computer modeling ofthe processes.
[0007] Fleciroplating is te process of applying a metalic
‘outing toanaricleby passing an electric current trough aa
‘electrolyte in contact with the article, The ASTM axis some
‘quality restriction hy defining electroplating as electrodepo-
Sition ofan adherent metalic coating on an electrode sich
thats surface having properties or dimensions different Irom
those of the basic metal is formed.
0008} _Progressin electroplating islinked to improvements
Jnmaterialsof constriction, power supplies and otber plating
‘equipment, purer industrial chemicals and anodes, improved
adkitives forthe plating baths, and improved analytical test
Nov. 18, 2010
au conto methods, The quality of electroplating is depen
) atleast one compound having the formula IL
RXADLY wo
‘wherein R? is a substituted or unsubstituted, sti
‘ated of unsaturated, organie group having from
1 to about 36 carbon atoms; X is -O—,—-S—,
or —NR— where R° is hydrocarbom of
Cy-C alkyl group: each AO group is indepen-
dently anethyleneoxy, 1.2-propyleneoxy oF 1.2-
butyleneoxy group, nisantimber from Oto about
200; and Y is hydrogen, or Y ean be a mereapto
group or an amino group ora, -C, aly amino
troup in place ofa terminal “OH group, pro-
Vided that wen Y iemereapta or an amino group
ora CC, alkyl amino group. nisat lest Ind,
optionally
6) alycidyl ether andor a glycidy! amine;
Wherein the mole ratio of the linking compound a) to b) is
from about 0.1:1 1 about 5:1, and wherein the metalworking
lubricant composition has reduced foaming properties i
aqueous and non-aqueous metalworking formulations an
‘improved lubricating and extreme pressure properties and,
‘wherein, B® is optionally substituted with a member selected
from the group consisting of mereaptan funetionlity, thio
functionality, amine functionality, amide functionality, aleo-
hol functionality, silicone functionality ether functionality,
and combinations thereof,
4i) applying the lubricant composition toa metal object to
‘be worked: and.
ill) subjecting the metal object ro a working step select,
fiom cutting, machining, grinding, or other metal pro=
cessing or metalworking, sherehy the composition
‘modifies the harmful effect of friction andor high tem-
peratures caused by the working
14, The method of claim 13 wherein sad lubricant com-
position comprises from about 0.001% to about 10% by
‘weight of the ration product B.
15, The method of claim 15 wherein sad Iubricantcom-
position comprises fom about0.1%to about 3% by weight of
the reaction product B.
16. The method of claim 18 wherein c) is present, and
‘comprises from about 1 to sbot 20 mole percent based onthe
mmoles of)
17. The method of claim 13 wherein sai lubricant com-
positon further comprises at least one ative selected from
the group consisting of viscosity. improvers, pour-point
‘depressants, antioxidants, amine solvents, buffers, nonionic
surfactants (other than B), corrosion inhibitors, and coupling
gents
18. The method of elaim 13 wherein sai lubricant com-
positon comprises Irom about 30% to about 90% by weight
ofA,
19. A method of electroplating, comprising
3) providing an aqueous electroplating composition, com-
prising
Nov. 18, 2010
A) at Jeast one metal or metalloid and ions thereof; and
B) at least one hase-estalyzed reaction product of:
8) at least one compound of formula T
RY, o
‘wherein each X proup is a halogen tom or one X
group isa halogen atom and two X groups rep-
seit an epoxy oxygen atom, which isaoched
totwo adjacent carbon atoms in the R" group 10
form an epoxy group, and R isan alkanetry]
group containing from about 3 to about 10 cate
bon atom
b)at least one compound having the formula I
ReXIAOY oy
wherein R? is a sturated or unsaturated, organic
srouphaving from I to about 36 carbon atoms; X
js-O-, Sor —NR' where ishydro-
gen or a C,-C;, alkyl group, each AO group is
independently" ethyleneoxy. 1.2-propyle-
‘neoxy, or 2-butyleneoxy group, ns a number
{rom 0 about 200; and ishiydrogen, oY ean
be a mercapto group oF an amino group oF &
Cy-G, alkylamino group in place of a terminal-
(Off group, provided that shen Y is meteapio or
anamino group, or aC,-C,alkylamino group. 2
ist least 1: and, optionally
«)a glycidyl ether andlor glycids! amine;
‘wherein tle mole rato oP component a) to b) is from about
0.1: to about 5: and wherein the base catalyzed reaction
product is not epoxy functional and. provides, improved
brightening and reduced foaming and, wherein, R? is option-
ally substituted with a member selected from the group com-
sisting of mereaptan functionality, thio funetionality, amine
Tunetionality, amide functionality, aleobol functional
cone functionality, ether funetionality, and. combinations
thereof and
ii) using said composition asthe aqueous electrolyte soht-
tion in an electroplating operation,
20. The method of claim 14 wherein said electroplating
‘composition comprises {rom about 0,001% to about 5% by
‘weight of the reation prot P,
121. The method of claim 20 wherein said electroplating
composition comprises from about 0.1% ta about 3% by
‘weight of the reaetion product B.
22. The method of claim 19 wherein e) is present, and
‘comprises fom about I toabout 20mole percent hasedon the
soles of b.
23, The method ofeaim 19, wherein said metal, metalloid,
‘and ions of the composition are selected from the eroup
consisting of zine nickel, copper, chromium, manganese,
iron, cobalt, gallium, germaninm, arsenic, sclenium, ruthe-
‘ium, thodum palladium silver, cadmium, indium, tn, lead,
bismuth, mercury, antimony. gold, indium, platinum, brass,
bronze, gold alloys, lea-tin, nickel iron, nickel cobalt,
nickel-phosphons,tin-nickel,tn-zin, zine-nickel,zine-co-
bal, zne-iron lead-indium,nickel-manganese, nckel-tung-
sen, palladum alloys, silver alloys and zine-manganese.