Language selection

Search

Patent 1217205 Summary

Third-party information liability

Some of the information on this Web page has been provided by external sources. The Government of Canada is not responsible for the accuracy, reliability or currency of the information supplied by external sources. Users wishing to rely upon this information should consult directly with the source of the information. Content provided by external sources is not subject to official languages, privacy and accessibility requirements.

Claims and Abstract availability

Any discrepancies in the text and image of the Claims and Abstract are due to differing posting times. Text of the Claims and Abstract are posted:

  • At the time the application is open to public inspection;
  • At the time of issue of the patent (grant).
(12) Patent: (11) CA 1217205
(21) Application Number: 466497
(54) English Title: MODIFIED ALKYLENEDIAMINE OR POLYALKYLENEPOLYAMINE COMPOSITION AND AQUEOUS HYDRAULIC CEMENT SLURRY EMPLOYING THE COMPOSITION
(54) French Title: ALKYLENEDIAMINE OU POLYALKYLENEPOLYAMINE, ET CIMENT HYDRAULIQUE PREPARE AVEC LEDIT PRODUIT
Status: Expired
Bibliographic Data
(52) Canadian Patent Classification (CPC):
  • 260/607.1
  • 261/56.3
(51) International Patent Classification (IPC):
  • C08G 59/00 (2006.01)
  • C04B 7/00 (2006.01)
  • C04B 24/12 (2006.01)
  • C04B 24/28 (2006.01)
  • C08G 73/02 (2006.01)
(72) Inventors :
  • WILLIS, STEPHEN B. (United States of America)
  • BOYCE, PAMELA J. (United States of America)
(73) Owners :
  • THE DOW CHEMICAL COMPANY (United States of America)
(71) Applicants :
(74) Agent: SMART & BIGGAR
(74) Associate agent:
(45) Issued: 1987-01-27
(22) Filed Date: 1984-10-29
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): No

(30) Application Priority Data:
Application No. Country/Territory Date
638,824 United States of America 1984-08-08
586,374 United States of America 1984-03-05
548,475 United States of America 1983-11-03

Abstracts

English Abstract





ABSTRACT OF THE DISCLOSURE
A modified alkylenediamine or polyalkylene-
polyamine composition and use of the composition as a
fluid loss additive in aqueous hydraulic cement slurries,
as a flocculant for water purification, in the treatment
of liquid waste, or in the mining industry for the
flocculation of solid particles in water or other
aqueous media.


Claims

Note: Claims are shown in the official language in which they were submitted.





-14-

1. A modified alkylenediamine or polyalkylene-
polyamine composition, characterized in that the composition
is the reaction product resulting from reacting
(A) at least one of
(1) at least one alkylenediamine or
polyalkylenepolyamine composition
having an average molecular weight
of from 60 to 500;
(2) at least one composition prepared
by reacting
(a) a polyalkylenepolyamine compo-
sition having an average
molecular weight of from 60 to
500 with
(b) at least one alkylene dihalide;
wherein component (A-2-a) and
component (A-2-b) are reacted
in quantities such that the
quanity of (A-2-b) used is
less than the amount needed to
form a gel by an amount
(expressed as weight of carbon
and hydrogen contained in
(A-2-b) of from 0.8% to 5% of
the weight of carbon plus
hydrogen plus nitrogen present


-14-




-15-

in the reaction mixture when a
gel would be formed;
(3) mixtures of (1) and (2); with
(B) at least one of
(1) an epiphalohydrin or dihalodrin,
(2) an adduct of
(a) an epihalohydrin or dihalo-
hydrin and
(b) an alklenediamine, poly-
alkylenepolyamine having an
average molecular weight of
from 60 to 500 to mixtures
thereof;
(3) a mixture of
(a) at least one epihalohydrin,
dihalohydrin or mixture thereof;
and
(b) at least one alkylene dihalide
or
(4) a mixture of at least one of (1),
(2) and (3); and
(C) optionally, one or more adducts of
(1) at least one epihalohydrin, dihalo-
hydrin or mixture thereof; and
(2) at least one alkylenediamine or
polyalkylenepolyamine having an
average molecular weight of from 60
to 500 or a mixture thereof; and
wherein components (A), (B) and (C) are employed in
quantities which provide a non-gelled polyamine which
given a fluid loss of less than about 60 ml according
to the API RP 10B fluid loss test.

-15-



-16-

2. The composition of Claim 1 characterized
in that
(i) components (A-1) (A-2-a) and (A-2-b)
independently have an average molecular
weight of from 150 to 350 and ( C-2 ) has
an average molecular weight of from
60 to 350;
(ii) components (B-1) or (B-2-a) or (B-3-a)
or (C-1) is epichlorohydrin;
components (b-2-b) or (B-3-b) is ethylene
dichloride;
(iv) components (A), (B) and (C) are employed
in quantities which provide a non-gelled
polyamine which gives a fluid loss of
less than about 45 ml according to the
API RP 10B fluid loss test and the
viscosity of a solution containing 35%
active material is from 300 to 10,000 cps.

3. The composition of Claim 1, characterized
in that the viscosity of a solution containing 35%
active material is from 300 to 10,000 cps.

4. The composition of Claim 2 or 3, characterized
in that the viscosity of a solution containing 35% active
material is from 2000 to 4000 cps.

5. An aqueous hydraulic cement slurry composition
comprising water, hydralic cement, surfactant and polyalkylene-
polyamine fluid loss additive; characterized by employing
as said fluid loss additive, at least one composition
prepared by reacting

-16-




-17-

(A) at least one of
(1) at least one alkylenediamine or
polyalkylenepolyamine composition
having an average molecular weight
of from 60 to 500;
(2) at least one composition prepared
by reacting
(a) a polyalkylenepolyamine compo-
sition having an average .
molecular weight of from 60 to
500 with
(b) at least one alkylene dihalide;
wherein component (A 2-a) and
component (A-2-b) are reacted
in quantities such that the
guantity of (A-2-b) used is
less than the amount needed to
form a gel by an amount
(expressed as weight of carbon
and hydrogen contained in
(A-2-b) of from 0.8% to 5% of
the weight of carbon plus
hydrogen plus nitrogen present
in the reaction mixture when a
gel would be formed;
(3) mixtures of (1) and (2); with
(B) at least one of
(1) an epiphalohydrin or dihalodrin,
(2) an adduct of
(a) an epihalohydrin or dihalo-
hydrin and
(b ) an alklenediamine, poly-
alkylenepolyamine having an


-17-



-18-

average molecular weight of
from 60 to 500 to mixtures
thereof;
(3) a mixture of
(a) at least one epihalohydrin,
dihalohydrin or mixture thereof;
and
(b) at least one alkylene dihalide;
or
(4) mixtures thereof; and
(C) optionally, one or more adducts of
(1) at least one epihalohydrin, dihalo-
hydrin or mixture thereof; and
(2) at least one alkylenediamine or
polyalkylenepolyamine having an
average molecular weight of from 60
to 500 or a mixture thereof; and
wherein components (A), (B) and (C) are employed in
quantities which provide a non-gelled polyamine which
given a fluid loss of less than about 60 ml according
to the API RP 10B fluid loss test.

6. The composition of Claim 5, characterized
in that
(i) components (A-1), (A-2-a) and (A-2-b)
independently have an average molecular
weight of from 150 to 350 and (C-2) has
an average molecular weight of from 60
to 350;
(ii) components (B-1) or (B-2-a) or (B-3-a)
or (C-1) is epichlorohydrin;
(iii) components (B-2-b) or (B-3-b) is ethylene
dichloride;

-18-



-19-
(iv) components (A), (B) and (C) are employed
in quantities which provide a non-gelled
polyamine which gives a fluid loss of
less than about 45 ml according to the
API RP 10B fluid loss test and the
viscosity of a solution containing 35%
active material is from 300 to 10,000 cps.

7. The composition of Claim 5, characterized
in that the viscosity of a solution containing 35%
active material is from 300 to 10,000 cps.

8. The composition of Claim 6 or 7, charac-
terized in that the viscosity of a solution containing
35% active material is from 2000 to 4000 cps.

-19-

Description

Note: Descriptions are shown in the official language in which they were submitted.


;~5
1-- ,




A MODIFIED ALKYLENEDIA~INE OR
POLYALKYLENEPOLYAMINE COMPOSITION AND
AQUEOUS HYDRAULIC CEM~NT SLURRY
EMPLOYING THE COMPOSITION

The present inverltion resides in a modified
alkylenediamine or polyalkylenepolya~ine composition.
The composition is suitable for use as a fluid loss
additive in a~ueous hydraulic cement slurry compositions
or as a flocculant for water purification, liquid waste
treatment, or in the mining industry where such
flocculants are added to suspension of solid particles
(fines) in water or other agueous media (pulps) to
cause the individual particles to collect in th~ form
of blocks.

~ ydraulic cements, i.e., any inorganic cement
that hardens or sets under water, are customarily
admixed with water and e~placed as aqueous slurries.
The amount of water employed may vary rather exten-
sively depending largely upon the fluidity o~ theslurry r~quired and upon the necessary ultimate
strength. In a great many uses of a hydraulic cement
it i5 necessary for the cement slurry to be emplaced
within or next to a porous m~dium, for example, earthen
strata! e.g., in the cementing off of borehol s, grouting,


31,134B-F

2--

dam and tunnel construction and the like. When such is
the casa, water filtexs out of the slurry and into the
strata during the se~ting period. When ~is occurs to
any appreciable extent there usually results an uncon-
trolled setting rate, improper placement, impairedstrength properties and usually a contamination of the
surrounding strata. All of these undesirable conditions
are especially to be avoided in cementing opera~ions
associated with oil, gas, water or brine wells. In an
effort to lessen the loss of fluid from an aqueous
h~draulic cement slurry various materials have been
employed. One such material comprises a polyamine
compound selected from the polyalkyleneimines,
polyalkylenepolyamines or mixtures thereof. A
description of these polyamine compounds and their use
in hydraulic cement slurries is taught, for example, in
U.S. Patent No. 3,491,049. Although these polyamine
compounds are quite satisfactory in environments wherein
the temperature of the hydraulic cement slurry does not
increase to above about g3C (200F), the fluid loss
characteristics of these cement slurries are unacceptable
at higher temperatures. U.S. 4,131,578 discloses fluid
loss additive compositions suitable for use at
tempexatures of 93C (200F) and above.

The composition of the present invention is
a~vantageously employed as a fluid loss additive in a
cement slurry and is more efficient, i.e. it requires
less of the active additives to achieve the same level
o water loss or, at the same level of active additives,
less water loss occurs while also providing more stable,
non-settling, cement slurries.



31,134B-F -2-

~7;~i
~3-

The present invention particularly resides in
a modified alkylenediamine ox polyalkylenepolyamine
composition comprising the product resulting from
reactillg a modified alkylenediamine or polyalkylene-
polyamine composition, characterized in that thecomposition is the reaction product resulting from
reacting
~A) at least one of
(1) at least one alkylenediamine or
` polyalkylenepolyamine composition
having an average molecular weight
o~ from 60 to 500;
(2) at least one composition prepared
by reacting
(a) a polyalkylenepolyamine compo-
sition having an average
molecular weight of from 60 to
500 with
(b) at least one alkylene dihalide;
wherein ~omponent (A-2-a) and
component (A-2-b~ are reacted
in quantities such that the
quantity of (A-2-b) used is
less ~han the amount needed to
.form a gel by an amount
(e~pressed as weight of carbon
and hydxogan contained in
(A-2-b) of from 0.8% to 5% of
the weight of car~on plus .
hydrogen plus nitrogen prese~t
in the reaction mixtuxe when a
gel would be formed;
(3) mixtures of (1) and ~2); with


31,134B-F -3-

~2~72~
--4~

( B ) at least one o f
(1) ~ epiphalohydrin ox dihalodxin,
n adduct o~
~a~ a~ epihalohydrin or di}lalo-
hydrin and
~b ) an ~lklenediamine, poly
alkylenepQlyarnine having an
a~rexage molec~lar wei~ht of
- from 60 to 500 tv mixtu:r~s
thereoî;
(3) a mixture of
~a) at least one epihalohydrin,
dihalohydrin or mixture thereof;
and
(b) at least orle alkylena dih~lide,
or
(43 a mixt~re o: at least one of
(2) and (3 ); and
( ::3 optionally, one or ~ore adduc~s of
51) at least on~s epihalohydrin, d:Lhalo-
}~ydrin or mixture thereof; and
( 2 ~ at l~ast one alkylenediamine or
polyalk~lenepolyamine haYing an
avera~e molecular weight of from 60
to 500 or a mixture thereo~; and
wherein compone~ts (A), (B) and ~C) are employe~ in
~uantitie~ ~hich pro~vide a non-gell~d polyamine which
gi~en a 1uid loss o~ l~ss than about 60 ml according
to tha ~PI R~P 1013 fluid loss ~est. This test is described
in the examples.

The i~vention al~o resides in an aqueous
hydraulic ceme~t lurry composition comprisins water~
hydra~lic cement, sur~actant and polyalkylenepolyamine


31,134B-F -4_

--5--

fluid loss additive; characterized by employing as said
fluid loss additive, at least one composition prepared
by reacting
(A) at least one of
(1) at least one alkylenediamine or
polyal~ylenepolyamine composition
having an average molecular weight
of ~rom 60 to 500;
~2) at least one composition prepared
by reacting
~a) a polyalkylenepolyamine compo-
sition having an average
molecula.~ weight of from 60 to
500 with
(b) at least one alkylene dihalide;
wherein component ~A-2-a~ and
component (A-2-b) are reactPd
in qua~tities such that the
~uantity of (A-2-b) used is
less than the amount needed to
form a gel by an amo~unt
(expressed as weight of carbon
and hydrogen contained in
(A 2-b) of from 0.8% to 5% of
the weight of carbon plus
hydrogen plus nitrogen present
in the reaction mi.xture when a
gel would be formed;
(3) mixtures of (1) and (2); with
(B) at least one of
(1) an epiphalohydrin or dihalodrin,
(2) an adduct of
(a) an epihalohydrin or dihalo-
hydrin and


31,134B-F -5-

.

2~7;i~
--6~

(b) an alklenediamine, poly-
alkylenepolyamine ha~ing an
a~erage molecular weight of
from 60 to 500 to mixtures
ther~of;
(3) a mixtux of
(a~ at least one epihalohydri~t
dihalohydrin or mixture ~hereo.;
and
(b) at least one alkylene dihalide;
or
~4) mix ures thereof; and
~C) optio~ally, one or more adducts of
(1) at least one ~pihalohydrin, dihalo-
hydrin or mixture thereof, and
(2~. at least one alk~lenediami~e or
polyalkyle~epolyamine having an
average moleeular weight of from 60
to 500 or a mix~ure thereof; and
wherein components (A), ~) a~d (C) are employed in
g~antities which provide a non-gelled polyamine which
give~ a ~luid lo~s of les~ than about 60 ml according
to the ~PI R~ lOB ~luid loss test. ~hls test is de~cxib~d
in the examples.

Preferably, compone~ts ~A-l), (~-2-0) and (A-2~b)
independently have an a~erage molecular weight of from 150
to 350 and tC-2) has an average molecular weight o~ from
60 to 350; components (B-l~ or (B-2-a) or (B-3 a) or (C-l)
is epichlorohydrin; components (B-2 b) or (B-3-b) is
sthylene dichloride; co~ponents (A), (B~ and (C) are
employed in quantitie~ which provide a non~gelled poly-
amine which gives a fluid loss of less than about 45 ml
according to the API RP lOB fluid loss test and the
viscosity o~ a solution containing 35 percent active

31,134B-F -6

~6a-

material is fro~ 300 to 10,000 cps. More preferably the
visc05ity of a solution containing 35% active material is
from 2000 to 4000 cps.

In determining the amount of the polyalkylene~
polyamine and alkylene dihalide to employ, a series o~
lab scale reactions are employed with varying ratios of
reactants of alkylene dichloride:polyalkylenepolyamine
such as, for example, 0.4:1, 0.5:1, 0.6:1, 0.8:1 and
1.1~1 by weight are conducted at a suitable tempexa~ure
and water concen~ration. From the lowest ratio that
created the gel new propor~ions are selected in the
following manner, assuming a ratio of O . 55 :1 produced
a gel.




' ~ 31 t 134B-F -6a-

Zl~
--7--

Assuming that the following arbitrary formulation
produces a gel (in grams).

1100 g EDC (~thylene dichloride)
2000 g polyamine
3900 ~ water
7000 g

Then the active components, i.e., carbon,
hydrogen, nitrogen contained in above formulation (in
grams) is

2000 g from polyamine
311 q from EDC
2311 g

The amount of car~on plus hydrogen to leave
out of the recipe is from 19 g to 115 g which corresponds
to 67 to 406 grams of EDC.

The amount of crosslinking agent to be fur~her
added is determined by adding small portions of cross-
linking agent to à~out 100 grams of ~he first product
until the product gels. At that point ~assume 6 grams
o 50% active crosslinking agent produced the ~el) a
sexies of samples are prepared using 6 g/100 gJ 5
g/100 ~, 4 g/100 g, etc. The ratio which gives a
product with a viscosity of from 1000 to 4000,
preferably from 2000 to 3000, cps is the one which .
would be used to complete the reaction.

Suitable alkylenediamines and polyalkylene-
polyamines which can be employed herein include
polyethylenepolyamines having an average molecular


31,134B-F -7-

~7~1~5
--8--

weight of from 60 to 500, preferably from 150 to 350,
which can be prepared by reacting a~ vicinal alkylene
dihalide having from 2 to 6 carbon atoms with ammonia
or lower alkyleneamines such as, for example, ethyl-
enediamine, diethylenetriamine and the like. Suitablemethods of preparation are disclosed by Garm~ et al in
U.S. Patent No. 3,210,308. Particularly suit~ble are
the bottoms product from ~he preparation of ethylene-
diamine from ammonia and ethylene dichloride. By
bottoms produc~ it is meant that which results after
substantially removing those compounds boiling lower
than pentaethylenehexamine from the reaction product
resulting from reacting ammonia with ethylene dichloride.

Suitable epihalohydrins and/or dihalohydrins
which can be employed herein include those represented
by the formulas
~O\ X OH ~
~2 -C~CHzX and H-C--C--C-X
" ,~ , . . .
H R
wherein each R is hydrogen or an alkyl group having
~rom 1 to 4 carbon atoms and each X is independently
chlorine or bromine.

The cement slurry also contains an ef~ective
amount o~ a surfactant such as, for example, a water
dispersable lignosulfate, lignoamine, sulfonic acids,
mixtures thereof and the like. An amount of from 0.25
to 5 parts by weight is preferred. An amount of from
0.5 to 1.5 parts by weight i5 most preferred.

If desired the cement slurry compositions may
also contain a borate ion releasing compound and/or a


31,134B-F -8-

~2~7~


carbonate and/or a bicarbonate as disclosed by
Crinkelmeyer et al in U.SO Patent No. 4,131,578.
.




The quantities of components o~ the aqueous
cement slurry composition of the present invention are
based on 100 parts by weight of hydraulic cement as
follows:

~ydraulic Cement --- 100
Water --- 25 to 100, preferably 35 to 50
Fluid Loss Additive --- 0.5 to 8, preferably 0.75 to 3
10 Surfa~tant --- 0.25 to 5, pre~erably 0.5 to 1.5
Borate Ion Releasing Compound --- 0 to 3, prefera~ly 1
to 2
Carbonate or Bicarbonate -- 0 to 3, preferably 0-1 to
0.3

It is to be understood that not all of the
pro~uct is regarded as "active". The active portion of
the product is the carbon ~ nitrogen ~ hydrogen portion
of the aqueous solutions produced. Percent active is
calculated as the weight of (carbon ~ nitrogen + hydrogen)
divided by the total weight of the amine solution
multiplied by 100.

The following examples are illustrative of
the invention but are not to be construed as to limiting
the ~cope thereo~ in any manner.

EXAMPLE 1
A PrePara-tion of Polyalk~lenepolyamine
2200.4 G of water and 1289 grams of a polyalky-
lenepolyamine which was the bottoms product re~ulting
from removing tetraethylene pentamine and lower boiling


31,134B-F -9

~7~
--10--

products from the reaction product of ammonia and
ethylene dichlorida and having an average molecular
weight of about 300 and hereafter referred to as poly-
amine 300 were mixed in a 5 liter vessel by adding
510.5 g of ethylene dichloride to the vessel. The
mixture of reactan~s was stirred and heated at 70C for
16 hours. The viscosity of the resultant solution was
F300 cps.

B. Preparation of Crosslinker
82.54 ~ of ~iethylenetriamine and 176 g of
water were placed in a l-liter vessel. The temperature
of the solution was controlled at about 40C while
370.14 g of epichlorohydrin was added. The reactants
were stirred overnigh~ at 40C and a light yellow
product was removed from the vessel and refrigerated.

C. Preparation of Crosslinked Po~ymer
134 g of the crosslinker solution prepared in
B above was added to 4000 g of the polyalkylenepolyamine
prepared in A above. The mixture of reactants was
heated to a temperature of from 60 to 70C for 4
hours. An amber solution with a viscosit~ of about 300
cps was removed from the vessel. This material was
tested as indicated in D below. The results are
seported in Table I.

~5 D. Fluid Loss Testing
The fluid loss tests were run according tP
API RP lOB using a Baroid high temperature high
pressure fluid loss apparatus and a 325 mesh (U.S.
Standard Sieve Series) stainless s~eel screen. 100
parts by weight Lone star type H cement was mi~ed with
0.5 parts by weight of a surfactant material which is


31,134B-F -10


the condensation product of formaldehyde ~nd mono-
naphthalenesulfonic acid. 42 parts by weight of water
was mixed with the desired amount of the activ~
polyamine (1~1% by weight of the cement employed). The
water and cement were then blended together and digested
at 200F ~93.3C) for 20 minutes. The slurry was added
to the filtra~ion cell which was preheated to 200F
(93.3C~ and the fluid loss (in cm3/30 min) was measured
with 1000 psig (6.89 kPa) nitrogen pressure on the
filtration cell. The fluid loss measure was then
multiplied by 2 so as to adjust for the size of the
screen used with the filtration cell.

EXAMoeLE 2
~ e
A Pre~aration of Crosslinker
503.5 g of Polyamine 300 and 825.5 g of water
were placed in a 1-liter vessel. The temperature of
the solution was controlled at 30C while 1858 g of
epichlorohydrin was added. The reactants were stirred
at 70C overnight and an amber product wa~ removed from
the flask.

B. Preparation of Crosslinked Pol~mer
10.3 g of crosslinker solution prepared in A
abova was added to 150 g of polyalkylenepolyamine
prepared as in Example 1-A. The mixture of reactants
2S was heated to a temperature of from 60 to 70C for 4
hours, An amber solution was removed from the vessel.
It was tested as a fluid loss additive by the procedure
described in Example 1-D. The results are given in
Table I.




31,134B-F

~$
-~2-

EXAMPLE 3
-
To 300 g of polyalkylenepolyamine prepared in
Example 1-A was added 8 g of epichlorohydrin. The
mixture was reacted at a temperature of 60C in a
shaker bath overnight. An amber solutio~ was produced.
This material was tested according to Example 1-D. The
results are given in Table I.

EX~MPLE 4
To 250 g of Polyamine 300 was added S40 g of
water. 127 g of epichlorohydrin was added and reacted
therewith until the viscosity increased -to J3000 cps.
The resultant product was tested as a fluid loss
additive according to the procedure of Example l-D.
The results are given in Table I.

EXAMPLE 5 (COMPARATIVE)
Example 4 was repeated employing 1~00 g of
Polyamine 300 and 618 g of ethylene dichloride. The
resultant viscosity was J6000 cps. The product was
tested as a fluid loss additive employing the procedure
of Example l~D. The results are given in Table I.

EXAMPLE 6
1683 g water was mixed with 886 g of
polyamine 300 in a 5-liter vessel. A mixture of 380 g
e~hylenedichloride (EDC) and 51.2 grams of epichloro-
hydrin (EPI ? was added slowly over 4.5 hours to thewater-amine solution. The temperature of the reaction
mixture was maintained at a temperature of from 65 to
70C. An additional 50 g of EDC and 4 g of EPI was
added in 10 gram portions until the reaction mixture
reached a cps viscosity of from 500 to 600 cps. This


31,134B-F -12-

72~5
-13~

material was tested as a fluid loss additive (1.2%
polyamine based on cement). The results are given in
Table I.

EXAMPLE 7
1683 g water and 886 g of polyamine 300 were
mi~ed in a 5-liter flask. A mixture of 380 g ethylene-
dichloride (EDC) and 51.2 g of epichloroh~drin (EPI)
was added slowly over 4.5 hours to the amine-water
solution. The temperature of the reaction was
maintained at a temperature of from 65 to 70C. 17.5 g
of a cross-linker prepared as in Example 2A was added
to 150 g of the polyamide-EDC-EPI product. The mixture
was reacted at 100C for 30 minutes. The resulting
polymer solution had a viscosity J300 cps and was
tested as a fluid loss additive (1.2% based on cement~.
The result~ are given in Table 1.

TABT.E I
EXAMPLE NO. FLUID LOSS IN CUBIC CENTIMETERS*
l-A (compar~tive~ J60 mls in F5 min.
l-C 20
2-B 20
26
- 4 26
5 (comparative) 70.4
6 50-55
7 22

*corrected to API sta~dard screen, i.e. the actual test
results have been multiplied by 2.




31,134B-F -13-

Representative Drawing

Sorry, the representative drawing for patent document number 1217205 was not found.

Administrative Status

For a clearer understanding of the status of the application/patent presented on this page, the site Disclaimer , as well as the definitions for Patent , Administrative Status , Maintenance Fee  and Payment History  should be consulted.

Administrative Status

Title Date
Forecasted Issue Date 1987-01-27
(22) Filed 1984-10-29
(45) Issued 1987-01-27
Expired 2004-10-29

Abandonment History

There is no abandonment history.

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Application Fee $0.00 1984-10-29
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
THE DOW CHEMICAL COMPANY
Past Owners on Record
None
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
Documents

To view selected files, please enter reCAPTCHA code :



To view images, click a link in the Document Description column. To download the documents, select one or more checkboxes in the first column and then click the "Download Selected in PDF format (Zip Archive)" or the "Download Selected as Single PDF" button.

List of published and non-published patent-specific documents on the CPD .

If you have any difficulty accessing content, you can call the Client Service Centre at 1-866-997-1936 or send them an e-mail at CIPO Client Service Centre.


Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Drawings 1993-07-19 1 15
Claims 1993-07-19 6 190
Abstract 1993-07-19 1 14
Cover Page 1993-07-19 1 23
Description 1993-07-19 14 515