JPS60168762A - Method of curing active hydrogen-containing composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a curable composition, particularly a thermosetting composition.
The present invention relates to its production method and its uses (particularly its uses in cationic electrodeposition). More specifically, the present invention Lj: -/
[Contains a curing agent similar to 7. Polymerized isocyanate 1. Amine is a reaction product of 1-hrT carbonate.

(Prior art) Curing containing r111-1
'1 composition (J is well known. In many cases, the compound is prepared by the reaction of an isocyanate with a soybean compound (11-1). , despite its many drawbacks (4゛ widely used A +,
-C came +11. H1 woodenly r sono)'nate class iJ:
＋ij characteristics white 4 rono (=, there is a risk of harming one's health 1, and ino 7')'nate 1. r1 has a high reactivity (jL), and a processing problem (j4').

Some kind of Ison) ``Nate 汀 + U Takayama'' (Ah, 8C)
, it was difficult to manage and it was difficult to manage. jif knee), good 1
The drawbacks of these are the curing agent and
- This application is limited to 4 filters (objective of the invention) In the present invention, without using isocyanes-1 as a starting material, the block-forming isocyanate structure (using a curing agent of Ru.

(Structure of the Invention) That is, the present invention is a method of curing a composition containing activated water rice food (i' substance) by heating it to a temperature of I° to achieve self-efficacy (W conversion), 1. The composition contains a reaction product of (i) a polyfunctional amine and (11) an organic carbonate as a curing agent, and the curing agent is the white of the active water collecting white material. Provided is a method for curing an active hydrogen-containing composition, characterized in that the components or external components can be present in any form.

In embodiments of the invention, the composition is typically a coating composition, particularly an electrodeposition composition. Preferably, the present invention applies a decorative layer to a substrate, in particular by electrodeposition.1. Provides 4 methods for removing the protective coating. According to the method (J), an active hydrogen-containing composition containing a reaction product of a polyfunctional amine and an organic carbonate is coated on a substrate for 4 hours.

Polyfunctional amines useful in the present invention are preferably (j polyprimary
primary amines, more preferably aliphatic polyprimary amines. Non-limiting examples of polyprimary amines are argyl amines or aryl Y-minos, such as 1.3 noaminop[l
pan, 1,5 noaminobu[lpan, isopo(Jnodiamine, methanediamino, 1; As a non-limiting example of a polyprimary amine containing 2 or more amino groups, 4' contains 2 or more primary amino groups, 4' contains 2 or more amino groups.
Py[lpyrene polyamine (e.g. 1.1er"(!r
J.E.FΔM, commercially available from Son Company.
INl>'I'40:'l), and j'', Bogino-containing material (e.g. (Jpoly'゛, phoxite) and polyalgylenebolyamine ()), 11, reaction 1 no 1 amitsuno, fox e.g. Name the adduct of primary amino J11; to ketone (J aldehyde, etc.). Prepare 4° filter convenient method (J1 polyamine (
For example, the terminal amino group of di-dylenetriamino or (J-triethylenetetramine) is knocked with a ketone (e.g., medyl isobutyl ketone) to form a di-kedimino. 6
Reacts at a temperature range of 5 to 150°C. During the reaction, ketimine (J-bu [knocked Kei] is present, and the secondary amino group remains in the state of reaction (!1, 3 secondary amino A 4° resin containing blocked amino groups is provided. These amino groups are hydrolyzed in a medium and unblocked, for example, with the carbonate carbonate described above. A method for preparing polyamines is described in U.S. Pat. No. 4,017,438, No. 7.
It is described in Column No. 431j to Column 8 No. 4itj (this portion is incorporated herein by reference).

Other examples of polyfunctional amines and 1. Then, a small tj < and (a functional group containing a primary amino group on the shoulder side and a secondary amino group and an active hydrogen group, for example, a hydroxyl group)
It's Lorano. As mentioned above, the reaction of a polyfunctional amine with a 6-carbonate (through the J amino group, i-j It's good.

Non-limiting examples of carbonates (preferably cyclic) useful in the present invention include algylene carbonates, such as ethylene carbonate.
, -Hylene carbonate), di)' methyl carbonate 1, (for example, nomethyl carbonate, NJ, thyl carbonate 1, 2-ethyl carbonate I)
, Oxy-12 Lugylene Carphonate, (If you line up /\
Ginol 2''-Tokino'', Tanol Carpone-I, and) 2 Reel') 2 Lugilmanoni (''Diaryl Wonobone-1, for example, I5 in Schifjyl Carbone-1.
Ro3. Good: J: 1. , <+": J-tylene capo: r, -1- and dbu [J-tylene capo-1.

Reaction rate of polyfunctional amine 2 gorli 1 carbonate (
J, Example/i, (,1: Starting material for f・I4 with constant 7,1- and anti-I, article ('i to person a <
II<(I40.Good!, L ILt4.19tefJ(
Use approximately 1 primary amino group per mole of i same carho: r, -1.1 mole, 3 reactants: t: L, ! Ship (J, (
Listen (J, (history) 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 2, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, and 1, respectively.

In general, the reaction height (J chamber 11υ, from about 2 (] (+ '
('Jmi〕gu,) I've changed my mind. The reaction takes place in a relatively inert solvent (j is 1・″, apparently T, J is not (j
/ 1 Nido-・tetsu71-3, (-i Examples of solvents Table 1.-ζ(J toluene, kiln, acetone, ethylene glycol mono) Ro8
1 Reaction completed IRJ (,:,, non-occupying gas J:, unreacted components, suitable method, e.g. distillation, decanate), l
For example, j, ri removal 1-1 is good. Mahachi, solvent and t
'J' A,: the reaction mixture containing the reaction components,
The separation is i+mu'i)mui- (you may use C, but poly primary'')'mino(one unit carhoi'-1/reaction product)'
14 t), 1'1↑t/1' (1,4 rokoto wo article('l
In the 4-31 reaction, especially when an acyclic keratin is used, it is preferable to use ('', ν).

In this case, strong salt, 1, sexual catalyst, example (J Kariuno,
In the present invention, the curing agent ('I hydrogen metal collector i't'1) is combined with the curable composition, e.g. (j coating composition). Molding composition J: Add the laminate composition.

Advantages of the present invention: 1. There,
The curing agent is used as a curing catalyst (details 1 and 4 later). 11 also ('I hydrogen J-q is human 11 quinol, seems to be primary, IJ secondary')'MinoJilζJ:
Nokohaji'A weir' (a--te is good, hydrogynol is preferred. Active water water-containing material 'l' [non-limiting) - Examples include human (l Kinruhanawa joint-stock polymer, e.g. Polyols, such as alkyd polymers, polyester polymers, human 11 quinol Jl (Y-containing polymers, human quinol J11, gold-white polyζ゛rutanopolymers, human , h to
Poly7-, HiF11 :'i-:l/)Iy)j,
” (jho'J :r, -:H゛)(.

Polymer, Hi:' v + Quinol Ji (Oi 1 Evogin Polymer, Poly', Pogino -]' Myamine j Addi) ru human ();) - Nor J + 'i:'; r + Polymer) + (Gerai 1ro.-1, Bokinopolymer (J)
Boginofuri'ζa7. ``De Otsu,'' boxy fer'Vc
Apaζt,) Good.

Polymer in polyol molecule tit fJ: tMJ resin type, cured 1'1 composition or solvent base or not, good buy.
Desired coloring 1'1's 1''i'
, Bo; 1-7.1. nihi"]'rukitopolymer ()) molecule sli, 1 about 50 + l from the low IM about 50
, (1(1(about 11.").

It may be about 1,000 to 5,000, preferably about 1,000 to 5,000.
Within the range of 000 (molecule t7'c iJ Kelpami' - 1 - notation 1 ink 1J7 total phi = 1 to polystyrene 4 times the number of equal molecules - ζ ζ), solution 1T'r The molecular weight of acrylic polymers prepared by polymerization is about 1,0()0 or higher, usually about 5
,000~5+1 ,0 Ofl ζ Aro (Molecular 4i ahead is Ge J Lever Mini L, -): Inl'/ [77 Totaler! E-ζ Measurement Zawanopoly Stire〉・to 4゛ Rokushu-hei-mono-ruyashire-ζ Aro) 3. Acrylic latex molecule J
is l (] 0,00 (may be from 1 to several million.

When part 1'if polyol contains human 1J quinol (Novolion 1 is combined with a curing agent to 0, the composition cures to form a wave film of 1 melt νI'l 4°). 1, which is sufficient for...1, generally the item 1'Fuborioh λ1・nohi)・1J
Guinol number (resin hardness j [6 minutes in - JL biζ small/;i:
<: and 6 about 50, good J゛7 or about 1 +10~30
It is 0.

Good J: (Item 1' heavy polyol (j human 11 quinol J
, I, Kinpaku J-IV=1-nopolymer. Particularly preferable, 7. ], )i''71 polyol (J polyepoxide amine i. (Jewa,
J Slope 1-no 1, 2 Epoxy Sen 1 is ryo 4 "Rurano. Good (5-poly), bogishito (ma), bifunctional regarding bogin. Good (2-poly" - bokinto) is a cyclic polyol polyglynonyl j-,-tel ζ aro 1. Particularly suitable I L < fJ bolino J no month, e.g.
Examples of l3, poly', ft)-nt and l-ζ (J U.S. Pat.
201st to 4th (interval; 3()() written in I+ (insert this part at 4).

1), B; Used in addition to 1-nopolymer, 11μ)
other υ) -1bo; 1-no f+polymer i, J: ]-,
Bogino Jii△(V)'Tarizuki Polymer (:Jj・ro1, gorera no poly-2-(J4aku(1 to I bokinono, 1
, rη white mo, Tsuma-1 example 7L iJ'! Reno Nor)'ri January--1.18 (J metatari, -1. is 1, no is oblique! 1), I'I? r par r I'1. , l'-Zalun system A, saturated monomer 'ζ-17 go4' B, 12: (,
Examples of polymers made in 21sj
Rice 11t, 1J1h 4th. (l fl I, l
5 [I bow No. 31118 No. 4'19ij to 5th column, line 0, insert 1ζ color (go θ) part here 4 row), 1 Poly-1, Bokinto Aminoi: j Kanano, Examples of amines used in pAl production include ammonia, primary,
Secondary, I- and tertiary amino acids, J, and mixtures thereof may be mentioned. The reaction product of the poly'-bogint and the amine is at least partially neutralized with an acid to yield a polymer product containing an amine salt and/or a quaternary ammonium salt, base. Reaction kettle of polyevogine IS and amines 411, illustrations of various amines, and at least partial neutralization with acids are described in U.S. Pat. No. 4,260.72.
0 It is described in the 20th line of the 5th bow column to the 4th line of 71111 (this part is inserted here).

In addition, various polyebogynoto-aminoyl τI additives (Jiosoba Tokumu '1 Application No. 2463) are described.

-7r, Ill 7j Prefecture iJ cation salts, e.g.
Also, add 1'i of polymer and chives to #4. The range of formation and the molecular weight of the reaction product are selected such that the resulting cationic polymer forms a stable dispersion when mixed with an aqueous medium. Stable dispersions and (J) that do not cause precipitation or that (J) easily form 14
Dispersion means what you get. In other embodiments, the dispersion comprises:
Furthermore, when a voltage was applied between the anode and cathode immersed in the aqueous dispersion, the polymer γ- or cathode 1.
Second order? 'i 4-ru's worth of puttyon I'l
It takes 4" to move C"4".

Also, the range of structure and tsunothiono salt formation allows the dispersed polymer to achieve the desired fluidity (](7,)1(
In the case of electrodeposition, fillen 5 is placed in the bath 1, and in the case of electrodeposition, the film is controlled to be 3, filn \('' ζ111 dissolved 1' in the electrodeposition bath, and (J Remove the melon from the bath and remove it from the painted surface.
! +1 to mind&j4゛ro,]) Sensation 1'l to ri'L/
:, tilt+, c/;, cram t+.

In general, many of the fjIII j, r cationic polymers (,1 about 5 [1(1~I (] (+1,0
(10(ha-pi uniform molecule, ij, l, river 0 to about 001,
Good J: l, < IJ approx. () 1~50.5j, Liq.
Beat, 1 fat 1+'+l +r; min 1 g (, 1-, J
Ic no kachi t :/], l,) is rjl゛. minute,′
, i-, i,! ：Kaji1no'', (γl clear 4-phase knob combination 1''-ζ, ゛j1 manufacturer's technology is required to produce a satisfactory polymer.Polygrincil'', -Fool (
"about! 'i (1(]~10, (100, preferably l, ,<
+Jl l , 00 (1 to 5, (10
, (high molecular weight of the order of 100, preferably <iJ:5
．． (1(1(1~50), G 00 as molecule tun@
ri.

In addition to cationic polymers, water-based coating compositions;
4. Anionic polymers such as those described above may be used in coating methods such as electrodeposition. The formulation of coating compositions based on 31 polymers is well known and needs to be detailed.
゜The curing agent is an external component of the active hydrogen self-propelling component. υL l+M u/)) N'i component L -Crj(1: '40(7
,) TEIJ: tj <, active 1'l, /I (JF-containing whitening component integral J: rj-)'ζ is 1, hardening agent /,: as an example ((''U.S. Special Agreement No. 3 .947,3
A1 shown in No. 38. The outer component or l"l+ component of the active e+hydrogen-containing component is the full (relationship 7), the reaction product is a curable composition 7, a curable composition 7, and a sufficient suspension i7 present to undergo two-step curing. 9. Typically, the reaction products have an equivalence ratio of 0.
．． 1 to II, preferably 03 to 1:1.

Curing agents are usually used in combination with curing catalysts.

Nori/(II's ζ, 2 is a hardened tactile metal, e.g. f),
Curved lead, all solids, contains tin J3 and manganese salts and/or complexes. 1 Appropriately messy 1. '+gold metal salt (J
, e.g. Appropriate complex (J, example ('acer tetralea, se1 nate).The curing catalyst will be described in 4 below.)
ni, ratio)・k is low! 171 Add a 1-minute suspension to the 4 degrees of curing with a turtle. 11 Example (J, metal salt, 15 yohi/yo 8 is #i'i I4゜ is a curing catalyst and when used in 1., curing 1' Introductory 11 composition l, s・15'jf nig'su L +
-(about tl, 1~2, 0 (+, '1lJl';
min) Medium %, J: OK, <u, o, 2~1 (hard cedar) tonj IX% metal l metal θ) t, 7', t- (H, i'j white 4ro. Curing catalyst ("Shiso composition t]) jJ, iJ used filter composition 'ε1 and simultaneously mixed C(-1 well, 18, i-"(," C1 in the coating composition at a convenient time. to Jl
l, person, C1, good.

In the present invention, 1, a filtration-curable composition (1 degree (j composition,
Laminate toy 1 (acid o, nohi 1 戊J [yopo Ii + 把MONo toshi de (=Jj III L-ζt.

Good 3. 1. , < IJ, Soi1 et al. ("Water l\
-S 18 ('Solvent name) η composition -)',
j-i, ) JbjYJ, the ingredients of the composition are the same 111j
You may mix them in any order.
．． Is the component 1 and other liquids?
, the coating composition may be formed by simply mixing them together. You can also mix the ingredients with a diluent (if they are a liquid or solid).
7. Suitable for coating use i,
'C Chiyoi.

A liquid diluent is a solvent or non-solvent that is volatile and is removed after the film is formed. To obtain the desired uniform thickness, it is necessary to reduce the viscosity by 4 to 1 inch each time it is diffused. Also, diluent IJ:
MM wetting, resin component compatibility, bonding properties, and film-forming properties (4). Approximately 20-90 city ri)% based on 冨, Qr Yoshiyuki iJ: 5
(1 to 8 (1 weight...% (Y i'l: 4-ro 3, 1.
Since Rikiji 7 uses diluents exceeding the range of 10 for specific applications, I:.

Liquid diluents useful for coating solvent bases (depending somewhat on the particular system used, generally) aromatic hydrocarbons (e.g., toluene and kiln), ketones (
For example, Medill J, Dell) 11. and methylr sobza lunorton), 'i' luni! -Lil'i
(e.g. ('', isobutyral:1-l,))butyral=1-l), monoargyl ethers of tallycol (e.g., 2 al: lquino'', tanol, 2 al:
Using a compatible mixture of solvents such as 1, 1, 1, and 1, it is possible to use water as a diluent, Maheζ
If water is used, the coating composition (for example, (
j, water + iJ solubilization] 1 ((for example, the cation Jil
;) 'G introduction (, 71-0 denaturation (, 71-0 denaturation) (, 71-0 denaturation (, 71-0 denaturation) (, 71-0 denaturation (, 71-0 denaturation) instead of the said cation '11)] 1 (, for example, noonono, 1. (e.g. (J,'', Jiren Akinol;' Jtli), L;
Introducing the coating composition of the present invention (j, optionally preforming the coating composition of the present invention) into the polymer by dispersing or dissolving the composition in water. The face 1'1 can be whitened using any type of powder that is commonly used, such as iron oxide, lead oxide, iron oxide, etc.
1 mate, carbon black, cold dust, titanium dioxide, talc, barium sulfate, etc., and also color pigments, such as IS Miuno (Engineering 11-1) \I', (J- and metal surface t1, for example aluminum tUno1, put the flake I'11, j-i.

The face weight content of the coating composition is expressed as the face weight to resin weight ratio. , many faces U painting 1
In the case of ゛, the total thickness is within the range of about 0 ()5 to 11.

1. In addition to the listed ingredients, various fillers, plasticizers, and antioxidant 11
Additives, ultraviolet absorbers, liquid additives, surfactants and other additives as desired (composition Qj of 3. , 7ii,...
The solid content of the coating composition is 3 (1!1?ji1
%”: It is.

The coating composition of the present invention may be coated using the method of J' Hatsuke, for example, non-magnetophoretic methods, ie, brush painting, dip coating, stream coating and spray coating.

In general, the coating compositions of the present invention can be used on any surface, such as wood, metal, glass, cloth, leather, plastic, foam, and can be applied to various primers. (1. Conductive M shrine, for example, in the case of metal base + A, the electric i "'
; Easy to coat and coat 1. Coating I11. ; l:,
iiJ ・In general, it's good that it varies depending on the purpose. Usually about 0.1 to 10 mils, typically about 0.1 to 5 mils.

If the coating phase 1 is used for electrodeposition in an aqueous dispersion, the aqueous dispersion (J, conductive 'J' note, and cathode 1
．． 2 contacts 4 filters 1.・Choose the surface as a cathode 2
5. If the anode is l. Radio) Electrodeposition (A1
Kao J [1, i) to 1;iζ('', paint sai 1ro)?
(J is the cathode. After contact with the aqueous dispersion, sufficient/knee: ', J Ii: is applied between the electrodes 1.81
[In 5, the limbs are covered with acid Cm) What neck-) April, is painted 4
'l filter 1 [, Deposited on the extreme surface 42), Electron a'' + condition (''
It is well known. Application 11i11- (one person hears change U'ζ
Good, for example, low power 11 or L' like 1 Holt, crystal heavy weight like Porto, -
0 to 500 hol I. is preferred. Current density (J, t::
',: 1. (1 to 15 amps/foot2,
11! During adhesion, it tends to decrease due to the formation of an insulating film.After painting, the solvent-based test is heated at a time factor of 1A for 1 minute to form a 4-filter, and cured. Solvent-resistant PI wave removal means, for example, that by wiping the /liζ film soaked in acetone, it is not possible to change the properties of the solvent to l1lE. Alternatively, 1112 that has not been cured for 1 minute should be able to withstand acetone wiping, and should be wiped with acetone at least 10 times and then peeled off.
Good - +: 1 = < is I 00 times) 'Seton 11: Get yourself 1 for revenge.

ζ coating equipment using the composition using the curing agent of the present invention, 8J, (
(J relatively low l crystal "C (W curing 4'). In the case of the i9 deafness of the present invention, the hardening agent IJ:
For example, the reaction product of a polyprimary amine and carpone-1 is cured at a relatively low temperature of 4 degrees.

The present invention will be explained in detail by way of examples 4'. .

Example 1 This example demonstrates the reaction of m-quinlylene diamine and ethylene carbonate 4-0 Component +n! +1 part (11 quinrylenone amine 136'', Zarenocarpone-1・17(i''-1000-1000=!-Rumono'', Chill 1:34'', -
Teru m Kinori Tsunoamine jJ "7", "device + ii
i 4 white 4 reaction vessels (1 included A, 13 then C1'-r
Lnonokahoi, -1・ to I 5, 'r') a)・'ζ addition 4' and release ±IH+-, 81, 11 O"C
'i:', l (add 11 80 '(') ζ Reaction vessel, k cooling 1, 8 3. Start adding at the top
2 to 11 then C1 anti-1, jin, mixture 8 fl 'C-
Approximately 5 hours (retention time), 11 reaction mixture and 1 infrared
1i (, J, trace amount θ) of (f
(31st 'ζ, minus 1) was added to the reaction mixture.

Example 2 This example shows a method for curing a paint using the reaction product of quinolylenzamine and birenocarphone-1. 'j) m; l-silicone diamine 366, 0 bu [1 bilene carone-1, 555. (1'', chilene cahone; l
-Lumonobutyl 229. (1) Put 11 m-ginrylenone-nomino into a reaction vessel containing an appropriate amount of dll, and add
Added IJII l blade. 3. After adding half of the birenecarbonate I, which generated heat during addition, the reaction temperature decreased to 1. tj'iJ: 85"C, 1) Ij also carried out air cooling/', C-y to suppress the heat generation to a maximum of 1 tl O'. Meanwhile, c)
) Add the rest and continue +1k.

After 1' of the addition, the reaction mixture was held at 85° for 4 hours.
Infrared analysis of the reaction mixture (1) revealed the presence of trace amounts of 1,3:', 5 meq. Amine 0fi1.ha.

Then, ethyl alcohol monozole was added to the reaction mixture. Take out the W reaction mixture with a solid content of 4% and hold it.

)' A film-forming resin containing a tacyl polymer was prepared as described in 1., J-). Component Weight '4. kF! If (1 place, 1 1) OWΔNOL PM' I 1 8. (1 dedione/k 13.4+ monomer formulation phthyl ataryle-1, 3, iof1 sujishitsuno 2/180 human 11ki/butyl methacrylate 800 mediyl methacrylate-1, 28 () talindyl methacrylate 1. I OII, tl1 tobnormel butane 2 (30 VΔ7.t'l ('+7' 72.81) 01A
'ΔNOI I'M 57. (i processing force 11 VΔ7. (1 (i7 G, 8 1) (l WΔN (, + l t' M l 4
(1' +1+IIV to h(!m1cal Comp
Any to ilj commercially available ``pilentary 1-monomedyl'', -chill.

' I) u I) onc 2.2' asobis commercially available from bcmicals (2 methylbutylene 1 to tolyl 1. Using the components listed above; 171 1111 8.i
L) Resin solid IIg content m of Lai 1 no polymer is 78
2% is 89.

Add the curing agent to the acrylic polymer.
<Gender variance ltri υ! il, 81. 2 ingredients 1 part weight (9) Metal”゛. Tanolamine lICi3ΔRMI>E
N2G' 33 2 111j hardening 3 (: 3, fl lactic acid 37
2 De(1) water 3 2 fl Fl , t) 8-self acrylic polymer 12F+001 Δrmak C b(
! Gini I from micals on flr sale: I',i'
Mino.

i (g et al. 41./-The resin solid content of the dispersion is 25
Warmed at 5%. 1 of this dispersion (2/1.8% solids)
2[1F+7 was removed (A) and diluted with water, and butyltin oxide was mixed with 4g of Grin Catalyst Base I- (32%, dispersed with compatible resin (grin+I)) I O g.te
The assembled acid was coated with tIia in this manner.

Lead phosphate and iron phosphate treated Hesuko-Runo 1 (
The shrine is 1.1 cm in composition, 125 ports, 70"l'
(at 21°C) No. Profit:,
Also, firn: (50'F (177°C)
-C3 (1 minute baking hardening (n:.

Approximately 0! J mill's film I'F''a (i''L/2. Fi Jl, /, IJ 1 minute to 61 J.l 1,,, M
'l i'lluyo de about 50 ~ + (] 0 no ryoseto /
11, Re-wiping required (7).

゛J': Example;

Hokino 1τ Riff “Mituto 1 Kamono and Ikki Carhone-1・
The anti-IL product contains rf4. '', Bokinoboriamine (・1 additive is 1・θ)) made by MJ L281, heavy duty part (su), Bogino (111 fat solution' I 2 8, 3,
51・IJ 11. The1,・N1-reaminol solution 57
ketimine 2 1 no ketimine 2 1 no ketimine 2 1 no 5 () 7 at 75% solids in ketone from Le Chemical Company, formerly lIy.
Bogino hit Nt (=Tkero1・:PON I O (l
+ solution 7.

7 j. Dilenetetramine (formerly known as IJ on Carbi)
+IO) and excess medyl isobutyl ketone during ketimine formation, and refluxed the filtrate for 15 hours to prepare a ketimine solution for each reaction. 0.3 in 1g of solution
5yθ) I-Lee r. Tilenotetramine
.

) 1 Thymine solution was placed in a reaction vessel equipped with suitable equipment and heated to 8 ()°C in a nitrogen atmosphere. :J
1 Bogishi resin solution was put into the reaction vessel, and the mixture was heated to 11 [)
Gradually heat to ~I25''C for about 4 hours (hold for a while).
Sword-.

Dive (1% 1st class Ami/Jili f)'4'filtration reaction 11
Take out the product I'4: (T I-8,.

[Nobilene Carbone-1 and J. Bogginboriyamino (
・Reaction with l' tut 1. Add 331 39 deionized water (ly,
) c+hinker-1 to nate 32.95/and 1
)OWΔNOL PPII(1)ow Cl+timi
Add commercially available Hue, Tsugitsubu T1 Panol) 329 from Cal Con all)' and make 7k. The mixture was then heated to IO (1') and held for 1 hour.
, acid resistance 4B. 29, O''; bicadiono surfactant 7 8
9 "Kinpaku 4" for the next I component, alkyl, mitazolino (
(,(yiF!~・IndusLreal Ch(!
From micals (Book・; I G Y ΔM INI
=: C and 1, -ζ commercially available) I 2 (1, tR, acetic)) 2 Roux! -ru (Δir I'ro mountain + c
Ls XIn(l C11(1micals to S(month 71"YN(11 1 +1.1 and 1,
．． )I 2 It City Fit iM<, 2 Bu(・;1-
)"lnorl i (l ilt'iM circulation, 1.

Dissolve 19 parts of glacial acetic acid and 1 part of glacial acetic acid, add 2 parts to 2 parts of deionized water, and add 1 part of glacial acetic acid.
] 5 water + '1 resin dispersion (J: pH G, 2 1
C, 8,, distribution of 1, 1! l 3ri L
I4 Deionized water 3 [place] 9 and hang 1, It is empty /
-, /"I-"C Remove the solvent, 8n flr
';'Rehe aqueous i * i (l's solid J [ε separation + itl J
: 27, 5%C15,81.

1, molecule N II'2 [i 59 as lead lactate (resin solid jFe content 1, - group ζ lead 2 0 + 1 yen) 1n
) fl, 2 39 (-2 plus 8,, the composition of a) 1 (now paint 1'% of 3 mil on treated steel 1,
:( fi O'P (1 8 2'(j) for 30 minutes 1
Kawasaki 1 Boshi 7 Noni 1, Firun・('' 1.0 hardening (7,
! ．． (Group If: J: 50 acetos on ζ) A sword that requires cleaning.

Corridor - Erosion 4 This example shows the reaction of 1 carbonate and 2 or more primary amino acids 9 to 3 white 4-ropoly primary amines 4
3. 1 minute - parts by weight - (lidosu), chishi-ntetramine solution 3 (i 0 , 0
(]) Kejimimino El'ON 828' +88 Deionized water 1 (eyes)'', Chilene Carpone-1-177, (11 Example 3 727% Sanehegako Minori made in the same manner as ζ 5 pieces).

2) Bokino Resin, commercially available from Lechemipnol F-1, Bo;1-Nol, HHj (+88).

Pour the Kejimino solution into a suitable reaction container, add C1, I''jj Shinoco body Evogino resin in a nitrogen atmosphere, and heat the mixture at 12 (1°) to 1j (1
2 (After holding at 1"C for 1 hour, the mixture was cooled to 60°C, deionized water was added, and the mixture was heated to 30°C for about 217°C.
Cooled for 2 hours. Kamijiren Carbone J. was then added over a period of about 1172 hours, during which time
The temperature rose to ℃. After about 1-1/2 hours, 11',+
When the carbon dioxide mark begins to turn, add the reaction mixture to 5°C.
112. Hold one sword for 20 minutes. After cooling and placing IiK, the reaction mixture (J2 k'i/)) was released. Then, add 26 inches of the mixture to 26 inches of λ"↓empty 4(]~[i Added 7 in the strip to control viscosity and foaming. Total 15
09-1. ``Dilent Recall Nanano''.

Chillney (Additionally no. After leaving it for a while, solvent layer or product? 1
゛) Ill minced meat 1111, apply the resin product to this layer
')separated.

Final replacement (1,738% non-1111 shots and 155%
Contains [1,0.

'l'l'j'l One person in and out - BG Industries, continuation of page 1

Claims (1)

[Scope of claims]
Can you do it? , a temperature of 21 minutes? , by heating and curing by a filtration method) to form the composition (1) polyfunctional amine and (11
) The reaction product with the machine carbonaceous acid 1 is used as a curing agent, and the curing agent or the white component or the outer component of the activated water-containing substance is added to the curing agent. (A method for curing an active hydrogen gold-platinum composition characterized by the fact that 7)
The method described in 1. ;3. The method of paragraph 2, wherein the polyprimary amine is aliphatic. 4. Poly primary amine or 1.3 diaminobu [1 pan,
1.5-diaminopropane, i)=l: 1-diamine, methanediamine or chlorine-containing amine. 5. Primary amino JII having 2 or more poly primary amines,
The method described in paragraph 2 of 4'. [1 Polyprimary amine is polyogynealgylenebolyamine 1-no-poly”, poly-1-nod-31- and polyanotogylene-no-bolyamine. 1st grade Amitsuno λ (J Keto) Tebu (),! Risai 1
ro)'ζ 5th If! Method described. 7 Poly primary - no'minogan''゛、bokinototon、：
r、-rrentsu）'Minoyota('I・su'゛、Chilenobutotsumimino+)jikesenmino's hydrolysis
II Jll material 'ζ Arroth 罀 11 & の J゛ Method 3゜8, ('+ The method according to paragraph 1, in which the carbonate 1 is cyclic. 9, (r) When the carbonate is a Iξ?-
1., B [1 Birencapo 1., Tsumedel Carbonate,)", The Lubu No Pone 1., 2-", Chill l\21-Nlu Capo. The method according to paragraph 1, wherein the carbonate is ethylene carbonate or pyrene carbonate. 11. Method according to paragraph 1. 1.1 The method according to paragraph 1, wherein the active hydrogen-containing material is an epoxy polymer, acrylic polymer, polyurethane or polyester. 12 The method according to paragraph 1, wherein the composition is a coating composition. 13 Cathode , an anode and an aqueous electrodeposition composition in an electrical circuit, in which a current is passed between the electrode and the anode, the water t/1 The electrodeposition composition contains an aqueous dispersion consisting of an active water collecting substance having an ionic group and a curing agent which is a reaction product of (i) a polyfunctional amine and (11) an organic carbonate. 14. The method according to item 13, wherein the conductive surface is a cathode. 15. The method according to item 13, wherein the conductive surface is a cathode. 15. The method according to item 13, wherein the conductive surface is a cathode. In the reaction, a resin composition containing the residue obtained by 1: and (b) a reaction product of an RJ carbonate. The resin composition according to item 16, wherein is a polyglycidyl ether or a polyglycidyl ether of polyphenol.
Evogin substance is Bisfu J, Nord A is Jigringil J,
- The resin composition of paragraph 18 which is chilled. 20. The resin composition according to item 16, wherein the polyprimary amine is diethylenetriamino or tylenetetramine diketimino. 2+, the resin composition according to claim 20, wherein the polyprimary amine is obtained from noethylenetriamine. 17. The resin composition according to claim 16, wherein the 224-T mechanical carbonate is cyclic. The 23'fr machine carbonate is J, Diren Carbone-1.
, Bu[J Biren Carbonet-1・, Dimedyl Carbonet-1
・, diethyl carbonate, diphenyl carbonate 1・
, 2-J-thyl hequinle carbonate or hexyl 2
-s, I-quinethanol carbonate-1. 24. The resin composition according to item 16, wherein the 6' carbonate is ethylene carbonate or propylene carbonate. 25. A coating composition for a water bath containing the resin composition according to item 16 and a water solubilizer. 26 Resin set described in item 16 containing ionic groups + r1
An electrodeposition composition consisting of an aqueous dispersion of two components. 27. The compound according to item 26, wherein t:/Jr% is cationic? u-wear composition