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Патент USA US2380599

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2,380,599
Patented July 31, 1945
UNITED STATES PATENT OFFICE
Harry Kline, North Plain?eld, N. 1., assignor to '
Bakelite Corporation, New York, N. Yma cor
poration of New Jersey
-
-
Drawing. Application May 16, 1941,
Serial No. 393,775
7 Claims.
This invention relates to phenolic resin var-‘
'nishes incorporating plasticizing agents to im
part ?exibility;
In general phenolic resins used in varnishes
intended as binders for the manufacture of lami
nated materials are of a nature yielding material
that is lacking in ?exibility. To improve the ?ex
'
(Cl. 260-25) .
but ammonia is preferable as it leaves no unde
slrable' residue in the resin.
The mass was re
fluxed for '70 minutes at 100° C. and then dehy
drated in the usual way with vacuum and ?nally
' dissolved with 4230 grams of alcohol.
The result
ing varnish had a viscosity of 638 centipoises and
contained approximately 60 per cent resin. To
6000 parts of the above varnish containing 3600
ibility, plasticizing agents are included which are
parts of resin there was then added 1260 parts of
compatible with thevarnishes, i. e. solvent solu
methyl abietate and the resulting mass re?uxed
tions of the resin; by so doing the laminated ma 10 for one hour. The final varnish had a viscosity of
terials are made available for stock that can be
punched or sheared into various shapes for in
sulation and the like. Plasticizers commonly
used include certain vegetable oils as tung oil and
514 centipoises.
‘
l
"
The ratio of cresol to formaldehyde mentioned
above can be varied widely and in place of cresol
xylenols or mixtures of cresols and phenol or
alkyl phthalates. Such plasticizers, however, 15 xylenols and phenol can be used.
,
‘
have a decidedly destructive effect on water re
Example 2.--As an example of adding abietates
sistance which is a property of prime importance
‘to a varnish incorporating a resin made with
for electrical insulating parts; furthermore, they
special amines as described in U. S. Patent No.
are apt to injuriously modify the electrical prop
20 2,151,975, 100 parts 1 cresol or commercial xyle-_
erties of the laminated material.
no], 80 parts. of 3775 aqueous formaldehyde, and
.
According to the present invention there is in
0.3 part of 33% sol ltion of trlmethylamine were
corporated with phenolic resins or solutions there
re?uxed for ,60 minutes and the batch was then
of, as hereinafter described, alkyl esters of rosin
dehydrated with vacuum in the usual manner and
or abietic acid and preferably methyl abietate.
dissolved with alcohol as before to produce a var
26
These have been found to be compatible with the
nish of 60 per cent solids; in place of trimethyla
phenolic resins or their solutions in amounts re
' mine other nitrogenous base catalysts can be used‘
quired for producing laminated with good punch
as diethylamine, trlethylamine, triamylamine,
ing characteristics and in addition imparting im
etc., or more generally a catalyst of the formula ‘
proved electrical properties and resistance to 80 (alkyl): N-R where R is hydrogen or an alkyl
water and alkalies as compared with the known
radicaL. Methyl abietate was added in the same
plasticizers. For obtaining these effects more than
ratio as before and the batchv re?uxed for one
10 percent and generally from 20 to 30 per cent
hour.
'
of the methyl abietate'based on the weight of the
The amount of abietate used. can‘. be widely
total resinous ‘content is required; above 30 per '
85 varied between 10 to 30 per cent to give any de
cent there is a tendency for the plasticizing agent
to separate from the composition.
'
sired v?exibility within this range and alkyl abie
I
vtates other than methyl can be used though not
The effectiveness of alkyl esters of abietic acid
as e?'ectively.
has been found to be most marked in conjunc
The above varnishes were used to impregnate v
tion with the phenolic resinsprepared from cre 40 paper,
such as 6 mil alpha-cellulose, in the usual
sols or xylenols with formaldehyde or equivalent
manner. The impregnated sheets were stacked
A
further
marked
methylene-containing agents.
and submitted to a pressure of 1200 pounds .per
improvement, particularly as to water resistance,
square inch and a temperature corresponding to
has been obtained by the incorporation of such
80 pounds steam for 30 to 50 minutes whereupon
agents in the resins of the-characterv described 45 the varnish sets to the infusible insoluble form.
in Patent No. 2,151,975, March 28, 1939; and pre
Laminated of any desired thickness can be ob
pared with alkyl amines o'r'nltrogenous base cata
tained by varying the number of sheets.
.
To show the improved water resistance the fol
Speci?c illustrations of this invention are the
lowing results» were obtained with samples of
laminated material 1 inch by 3 inches immersed
50
Example 1.-As an example of adding abietates
in water at room temperature for 24 hours: no to the usual ammonia catalyzed resinvarnishes, a
special surface sheets were used for the laminated.
resin was prepared by- reacting 6000 ‘grams of
For comparison-{data obtained with laminated
cresol ‘with 4680 grams of 37% aqueous'formalde;
materials having as the resinous binder the one
lysts.
,
following:
'
'
‘
'
lwde in’ the presence of 210 grams of ammonia; 55 described in Example 1 and including in equiva
other basic catalysts as NaOH can be substituted
we
lent amounts‘the commonly used plasticizers as
well as one without any plasticlzer,
... Varnish composition of heat-hardenable
added.
character useful as a binder for the preparation
or’
materials comprising in solution a
resinous, ailwiamineecat'alyzed reaction product
For
or
in:_ ~
‘rem
‘88in
‘
"'
“Wk
win ht alter
24 cum 1E
mche’s water. room water. room
temp.
Laminated with varnish
made as in Example 1.... 4a 8
(1.081
0.003
.077
.002
laminated with varnish
‘ cresols andphenoi, and mixtures of xylenols and
phenol; and a plasticizer for the product com
' prising methyl abietnte in amount by weight
1.95 30 ranging from ten to thirty per cent of ‘the total
\
solids content of the composition.
1.17
.
made as in Example 3.... 47.5
group consisting of cresols, xylenols, mixtures of
temp.
Laminated with varnish
Varnish composition of heat~hardenahle
_
using tungoil as plaati-
'
Laminated
cizer ...................
with varnish.-
4a
, 0
using an alkyl phthalato
as pnsti
of formaldehyde and. a phenol selected from the
“W.”
Per
character useful as a binder ‘for the preparation
oilaminated materials comprisingin solution a
. mi
. cm
3»
.ceo
.006
2‘ 5i
’
_____ .i .... -_
alto
Varnish without any plns-
resinous, nitrogenous base-catalyzed reaction
product of formaldehyde and a phenol selected
from the group consisting of cresols, xylenols,
mixtures of cresols and phenol, and mixtures of
.
siciser .................. -. 48.9
.059
.062
1. 1-29
As indicative ‘of- the electrical properties 033sylenols and phenol, and a, plasticizer for the
tained with the various types of ?exible varnishes 20 product comprising methyl abietate in amount by
the following data are given:
weight ranging from ten to thirty per cent of the
- total solids content of the composition.
P?wel'fwtor-i
?glnegll'li?
4.-Composition of heat-hardenable character
00
00
mi"
1000
9Y1“
comprising a resinous ammonia-catalyzed reac
113111’ than; 25 tion product of formaldehyde and a phenol se
cycles volts/mil’,
lected from the group consisting‘ of cresols, xy
_
lenols. mixtures of cresols and phenol, and mix
- Laminated with varnish Percent Percent Pmm
Lglfgzgdmg?glzé-imadeasinExamplol...
lgg'lgggdmmgglg
2Y7
ass
oilasplasticmr ....... --
1.3:;
-
, 1'36
as:
1.30
Mm“ “1",? 3g;
phtbllltoplutiniurnn
‘
tures of xylenols and phenol, and a. plasticizer
3'“
ass
_
665
can
' as?‘
625
'
30
for the product comprising methyl abietate in
amount by weight ranging from ten to thirty
per cent of the total solids content of the com
- position.
v 2M
>
5. Composition or heat-hardenable character
:73
, Mo
'48" 35 comprising a resinous allwlamlnehcatalyaed re
action product of formaldehyde and a phenol
.
Typical mechanical properties are as follows:
selected from the group consisting of cresols, xy=
Tensile strength
14mm’
mudylmvmmndguinltmmplol ...... --
-.
“W323 ?tt'?iiiti‘tii-iuw.... .::
I
sswise,‘
Flexural strength
mm!"
0
Modulus of elasticity
. ' Length’
Cross
,
11,200
11,255
24.020
11,635
160x10-
112x10‘
ii. iii
13:32
hiii
@322 ii‘iiiiii
$885
lenols, mixtures of cresols and phenol, and mix
From the above tables it is apparent that var
nishes prepared inthc manner as herein described 50 tures of xylenols and phenol, and a plasticizer
have marked advantages in that they produce
laminated materials which are ?exible and at the
same time resistant to water; the laminated made
with the varnish of Example 2, is as fully resist
ant to water as a straight varnish without-any
plasticizer, and far more resistant than the oil
plasticized varnish. They have in addition ex
cellent electrical and mechanical properties. The
laminated materials made with the varnishes of
Examples 1 and 2 have the ?exibilities requisite
for punching and shearing in the usual manner.
What is claimed is:
,
for the product comprising methyl abictate in
amount by weight ranging from ten to thirty per
cent of the total solids content of the composition.
6'. Composition‘ of heat-hardenable character
comprising a resinous nitrogenous base-catalyzed
reaction product of formaldehyde and a phenol
selected from the group
of cresols,
xylenols, mixtures of cresols and phenol, and mix
tures of xylenols and phenol, and a plasticizer
for the product comprising methyl abietate in
amount by weight ranging from ten to thirty per
cent of the total solids content of the composition.
'
1. Varnish composition . of. heat-hardenable
7. Laminated material having as a binder a
heat hardened composition of a nitrogenous base
'character useful as a binder for the preparation
of laminated materials comprising in solution a 05 catalyzed phenolic-formaldehyde rosin obtained
as a reaction product of formaldehyde and a phe
resinous, ammonia-catalyzed reaction product of
nol selected from the group consisting of cresols,
formaldehyde and a phenol selected from the
group consisting of cresols, xylenols, mixtures of - xylenols, mixtures of cresols and phenol, and mix_
tures of xylenols and phenol and methyl abietate
‘crawls and phenol, and mixtures of xylenols and
phenol, and a plasticizer for the product comprise 70 in amount by weight ranging from ten to thirty -
ing methyl abietate in amount by weight ranging,
per cent of the composition as'a plasticizer for
from ten to thirty-per cent of the total solids con
the resin.
tentofthecomposition.
.
_
'
-.
.
I
vnsmt'irmimic.‘'
.
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