CN109251292A - Latent Curing Agents in Polyurethane and single-component polyurethane water-proof paint and preparation method - Google Patents
Latent Curing Agents in Polyurethane and single-component polyurethane water-proof paint and preparation method Download PDFInfo
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- CN109251292A CN109251292A CN201810771535.7A CN201810771535A CN109251292A CN 109251292 A CN109251292 A CN 109251292A CN 201810771535 A CN201810771535 A CN 201810771535A CN 109251292 A CN109251292 A CN 109251292A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3253—Polyamines being in latent form
- C08G18/3256—Reaction products of polyamines with aldehydes or ketones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/06—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
- C07C251/08—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton being acyclic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/02—Polyureas
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/08—Polyurethanes from polyethers
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Abstract
The invention discloses a kind of Latent Curing Agents in Polyurethane, structural formula R1—CH══N—R2—N══CH—R3, wherein R1、R2、R3Molecular weight for alkyl or aryl or alkaryl, the latent curing agent is not higher than 300.The invention also discloses the single-component polyurethane water-proof paints and preparation method thereof using above-mentioned latent curing agent.The present invention provides a kind of Latent Curing Agents in Polyurethane, and stability is good, and using single-component polyurethane water-proof paint more shelf-stable made from it, the shelf-life is longer；The Latent Curing Agents in Polyurethane of unit mass can provide more-NH2 groups, and dosage is small, and application cost is low.Polyurethane water-proof paint disclosed by the invention is small to human injury, environmentally friendly, has excellent storage stability, obtained coating performance is excellent simultaneously, with excellent tensile strength and tearing strength, existing production technology can be directlyed adopt and production equipment preparation, production cost are low.
Description
Technical field
The present invention relates to building water-proof paint fields, more particularly to a kind of Latent Curing Agents in Polyurethane and monocomponent polyurethane
Water-repellent paint and preparation method thereof.
Background technique
Polyurethane water-proof paint belongs to chemical reaction type water-repellent paint, is a kind of high elastic coating of rubber-like after solidification,
Film integral seamless is referred to as " liquid coiled material " by industry, is worldwide widely applied because of its excellent comprehensive performance.
China's polyurethane water-proof paint have passed through development in more than 20 years, and product category is abundant, has excellent performance, occupies in building waterproofing industry
Consequence.
Traditional double-composition polyurethane waterproof paint construction requirement is stringent, more demanding to the technical level of worker, and applies
Work trouble；And the polyurethane water-proof paint of one-component, it does not need the mixing of two components, behind Kaifeng, can directly be coated with use, greatly
Reduce difficulty of construction.For now, single-component polyurethane water-proof paint mainly wetly curing type and latent curing type two
Kind, moisture-curable high-performance single-component polyurethane water-proof paint is during dried coating film, since-NCO group is to moisture height
The defects of degree is sensitive, and shrinkage cavity, pin hole, dark bubble are generated easily in film, and latent curing type high-performance monocomponent polyurethane waterproof applies
Expect that usually used latent curing agent then often haves the shortcomings that dosage is larger, application cost is high, coating finished product storge quality is poor.
Summary of the invention
To overcome existing technological deficiency, the present invention provides one kind stable for a long time in the environment of hermetically drying to deposit
Dosage is small, and the Latent Curing Agents in Polyurethane that application cost is low.
The present invention also provides the single-component polyurethane water-proof paint and preparation method using above-mentioned latent curing agent, which is applied
Material has outstanding storage stability, and nontoxic and pollution-free, and coating performance is excellent.
To achieve the purpose of the present invention, it is achieved using following technical scheme:
A kind of Latent Curing Agents in Polyurethane, structural formula R1—CH══N—R2—N══CH—R3, wherein R1、R2、R3
Molecular weight for alkyl or aryl or alkaryl, the latent curing agent is not higher than 300.
The prior art mainly adopts macromolecular latent curing agent, molecular weight at least 500, however work as latent curing agent molecular weight
When excessive, lead to that relatively large latent curing agent dosage must be used, this may make the application of latent curing agent to become costly, to answer
With at high cost.Provided by the present invention is a kind of aldimine type polyurethane latent curing agent of small molecule, the polyurethane of unit mass
Latent curing agent can provide more-NH2Group, dosage is small, and application cost is low, hydrolyzes-the NH generated2Group and-NCO form urea
Key group improves the physicochemical property of high-performance single-component polyurethane water-proof paint.Relative to other latent curing agents, institute of the present invention
The Latent Curing Agents in Polyurethane of offer has higher chemical stability, more using single-component polyurethane water-proof paint made from it
Shelf-stable, shelf-life are longer.
As one such embodiment, R1And R3For the alkyl with 1~4 carbon atom, R2For alkyl or aryl or
Alkaryl.
As one such embodiment, it is made using diamine and alkyl aldehyde reaction.Present invention preferably employs low
Molecular weight and molecular structure is regular, symmetrical diamine and aldehyde, reactivity is very high, therefore synthetic reaction can reach very high anti-
Degree is answered, the water generated in product need to be only separated in time during synthetic reaction carries out, so that synthetic reaction forward direction carries out
More thoroughly.
As one such embodiment, the Latent Curing Agents in Polyurethane is prepared according to following methods:
S1: putting into 1,6- hexamethylene diamine and water to reaction kettle under nitrogen protection, instills n-butanal to reaction kettle under stiring
Or propionic aldehyde；
S2: after complete reaction, water and volatile component are removed under negative pressure, obtains polyurethane curing agent.
As one such embodiment, the Latent Curing Agents in Polyurethane is prepared according to following methods:
S1: putting into n-butanal or propionic aldehyde and toluene to reaction kettle under nitrogen protection, adds under stiring into reaction kettle
Enter phenylenediamine, back flow reaction 3 hours；
S2: water and volatile component are removed under negative pressure, obtains polyurethane curing agent.
Latent Curing Agents in Polyurethane preparation process provided by the present invention is simple, and reaction condition requirement is low, typically directly in room
Under the conditions of temperature, preparation process is simple, and the reaction time is short, and preparation cost is cheap.The present invention is due to using low molecular weight
And molecular structure is regular, symmetrical diamine and aldehyde, reactivity is very high, therefore the synthetic reaction has very high reaction interval
Degree, and synthetic reaction carries out separating the water generated in product in time in the process, so that the progress of synthetic reaction forward direction is thorough, not
It can participate in reacting and remaining-NH2Group is few, therefore Latent Curing Agents in Polyurethane obtained by the present invention can be straight without purification
It connects and is added in polyurethane water-proof paint, will not react with-NCO group in coating system is added and influence finished product viscosity.
Preferably, the molar ratio of amine and aldehyde are as follows: amine: aldehyde=1: (2.1~2.6).It is further preferred that mole of amine and aldehyde
Than are as follows: amine: aldehyde=1: (2.2~2.4).
A kind of single-component polyurethane water-proof paint using above-mentioned Latent Curing Agents in Polyurethane, by percentage to the quality, by
Following component is prepared: diisocyanate 2%~6.7%, polymer polyatomic alcohol 25%~50%, powder stuffing 30%~
50%, liquid filler 10%~20%, Latent Curing Agents in Polyurethane 1%~2.5%, catalyst 0.01%~0.5%, diluent
1%~14%.
Preferably, above-mentioned single-component polyurethane water-proof paint is prepared: two by percentage to the quality by following component
Isocyanates 4%~6%, polymer polyatomic alcohol 25%~35%, powder stuffing 35%~42%, liquid filler 12%~
15%, Latent Curing Agents in Polyurethane 1.8%~2.5%, catalyst 0.1%~0.4%, diluent 9%~13%.
As one such embodiment, the diisocyanate be liquefaction methyl diphenylene diisocyanate (MDI),
Poly methylene poly phenyl poly isocyanate (PAPI), dicyclohexyl methyl hydride diisocyanate (HMDI), isophorone diisocyanate
At least one of ester (IPDI)；The polymer polyatomic alcohol is polyoxypropyleneglycol (PPG), polypropylene oxide triol
(PPT), polytetrahydrofuran ether glycol (PTMG), poly (propylene carbonate) glycol (PPC), in polycarbonate glycol (PCD) at least
It is a kind of；The powder stuffing is at least one of talcum powder, powdered whiting, precipitated calcium carbonate, kaolin；The liquid is filled out
Material is at least one of chlorinated paraffin (CP), diisononyl phthalate, liquid petroleum resin；The catalyst is February
At least one of dilaurylate, stannous octoate, triethylamine, isooctyl acid bismuth.
The present invention provides a kind of latent curing type single-component polyurethane water-proof paint without containing free TDI, nontoxic no dirt
Dye, it is environmentally friendly to the health hazards very little of operator in production and work progress.The present invention takes addition a large amount of poly-
Object polyxol method is closed, the dosage of diisocyanate is greatly reduced, further mitigates the harm to contact personnel and environment.Together
When the present invention using self-control Latent Curing Agents in Polyurethane, there is excellent storage stability, while obtained coating performance is excellent,
With excellent tensile strength and tearing strength.
A kind of preparation method of above-mentioned single-component polyurethane water-proof paint, the specific steps are as follows:
S I: high speed dispersion will be carried out in polymer polyatomic alcohol described in formula, powder stuffing, liquid filler investment Scattered Kettle
It 0.5 hour, is then transferred to heat temperature raising in reaction kettle and starts to vacuumize, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature；
S II: after dehydration, cooling to 80 ± 5 DEG C, is added diisocyanate, and it is small that heat preservation at 80 ± 5 DEG C is stirred to react 3
When；
S III: being cooled to 75 ± 5 DEG C, and catalyst is added, and heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
S IV: heat preservation is at 75 ± 5 DEG C, addition Latent Curing Agents in Polyurethane, and insulated and stirred 0.5 hour；
S V: diluent is added, is cooled to 60 ± 5 DEG C, deaeration 10 minutes, then filter getting the product under vacuum.
Compared with the prior art, the invention has the following advantages:
(1) the present invention provides a kind of Latent Curing Agents in Polyurethane, and stability is good, anti-using monocomponent polyurethane made from it
Water paint more shelf-stable, shelf-life are longer.
(2) Latent Curing Agents in Polyurethane of latent curing agent unit mass provided by the present invention can provide more-NH2Group,
Dosage is small, and application cost is low.
(3) latent curing agent preparation process provided by the present invention is simple, and reaction condition requirement is low, and preparation cost is low, and anti-
It answers degree high, is suitble to produce in enormous quantities, and product obtained can be added directly in polyurethane water-proof paint without purification, no
It can react when being added in coating system with isocyanate groups and influence finished product viscosity.
(4) the present invention also provides using above-mentioned latent curing agent single-component polyurethane water-proof paint and preparation method thereof,
The polyurethane water-proof paint is small to human injury, environmentally friendly, and has excellent storage stability, while obtained painting
Layer is had excellent performance, and has excellent tensile strength and tearing strength.In addition, its preparation process and plain edition monocomponent polyurethane are anti-
Water paint preparation process indifference, can directly adopt existing production technology and production equipment, and production cost is low, is very suitable to work
Industryization is produced in enormous quantities.
(5) single-component polyurethane water-proof paint provided by the present invention is contained using cured mode of diving, control-NCO group
Amount in the reasonable scope, forms the structure of polyurethanyl group and the mutual block of polyureas group, and obtained properties of coating is more preferable.
Specific embodiment
To make the object, technical solutions and advantages of the present invention clearer, embodiment of the present invention is made below further
It explains in detail.
Embodiment 1
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes following component:
Wherein, catalyst is the triethylamine and dibutyl tin dilaurate mixture of mass ratio 2:8；Polypropylene oxide triol
The molecular weight of 330N is 4800, and the molecular weight of polyoxypropyleneglycol 2000D is 2000.
Make by oneself latent curing agent A's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 116.20g1,6- oneself two
160.00g n-butanal is added from dropping funel under fast stirring in amine and 50g water, then removes water under negative pressure and other waves
Hair property ingredient (- 0.1MPa), obtains product latent curing agent A.
The preparation method of above-mentioned single-component polyurethane water-proof paint, steps are as follows:
It (1) will be according to polypropylene oxide triol 330N, the polyoxypropyleneglycol 2000D, PTMG2000, cunning of formulation ratio
Mountain flour, powdered whiting, diisononyl phthalate put into Scattered Kettle and carry out high speed dispersion 0.5 hour, are then transferred to
Heat temperature raising and starting to vacuumize, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature in reaction kettle, vacuum degree need to be less than-
0.09MPa；
(2) after being dehydrated, 80 ± 5 DEG C are cooled to, liquefied mdi is added, heat preservation is stirred to react 3 hours at 80 ± 5 DEG C；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent A by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Embodiment 2
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes such as the following group
Point:
Wherein, the catalyst is the triethylamine and stannous octoate mixture of mass ratio 2:8.
Make by oneself latent curing agent B's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 116.20g 1,6- oneself
130.00g propionic aldehyde is added from dropping funel under fast stirring in diamines and 50g water, then removes water under negative pressure and other waves
Hair property ingredient (- 0.1MPa), obtains product latent curing agent B.
The preparation method of high-performance single-component polyurethane water-proof paint, steps are as follows:
(1) by by polypropylene oxide triol 330N, PTMG2000 of formulation ratio, talcum powder, precipitated calcium carbonate, CP52,
It is carried out high speed dispersion 0.5 hour in liquid petroleum resin investment Scattered Kettle, is then transferred to heat temperature raising in reaction kettle and starts
It vacuumizes, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature, vacuum degree need to be less than -0.09MPa；
(2) after being dehydrated, 80 ± 5 DEG C are cooled to, liquefied mdi and HMDI is added, heat preservation is stirred to react 3 at 80 ± 5 DEG C
Hour；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent B by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Embodiment 3
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes such as the following group
Point:
Wherein, the catalyst is the isooctyl acid bismuth and stannous octoate mixture of mass ratio 4:6.
Wherein, self-control latent curing agent C's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 160.00g just
Butyraldehyde and 40g toluene are added 108.14g phenylenediamine, back flow reaction 3 hours, then remove water under negative pressure under fast stirring
And other volatile components (- 0.1MPa), obtain product.
The preparation method of high-performance single-component polyurethane water-proof paint, steps are as follows:
It (1) will be by polypropylene oxide triol 330N, PCD2000 of formulation ratio, kaolin, powdered whiting, adjacent benzene two
It is carried out high speed dispersion 0.5 hour in formic acid dinonyl, CP52 investment Scattered Kettle, is then transferred in reaction kettle heat temperature raising simultaneously
Start to vacuumize, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature, vacuum degree need to be less than -0.09MPa；
(2) 80 ± 5 DEG C are cooled to after being dehydrated, is added PAPI and HMDI, it is small that heat preservation at 80 ± 5 DEG C is stirred to react 3
When；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent C by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Embodiment 4
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes such as the following group
Point:
Wherein, catalyst is isooctyl acid bismuth.
Make by oneself latent curing agent D's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 130.00g propionic aldehyde and
40g toluene is added 108.14g phenylenediamine, back flow reaction 3 hours, then removes water and other under negative pressure under fast stirring
Volatile component (- 0.1MPa) obtains product self-control latent curing agent D.
The preparation method of above-mentioned high-performance single-component polyurethane water-proof paint, steps are as follows:
(1) polypropylene oxide triol 330N, PPC2000, kaolin, the talcum powder, phthalic acid of formulation ratio will be pressed
It is carried out high speed dispersion 0.5 hour in dinonyl, liquid petroleum resin investment Scattered Kettle, is then transferred in reaction kettle and heats liter
Temperature simultaneously starts to vacuumize, and the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature, vacuum degree need to be less than -0.09MPa；
(2) after being dehydrated, 80 ± 5 DEG C are cooled to, liquefied mdi and IPDI is added, heat preservation is stirred to react 3 at 80 ± 5 DEG C
Hour；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent D by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Embodiment 5
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes following component:
Wherein, catalyst is the triethylamine and dibutyl tin dilaurate mixture of mass ratio 1:9.
Make by oneself latent curing agent D's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 130.00g propionic aldehyde and
40g toluene is added 108.14g phenylenediamine, back flow reaction 3 hours, then removes water and other under negative pressure under fast stirring
Volatile component (- 0.1MPa) obtains product self-control latent curing agent D.
The preparation method of above-mentioned high-performance single-component polyurethane water-proof paint, steps are as follows:
It (1) will be by polyoxypropyleneglycol 2000D, PPC-2000 of formulation ratio, PCD-2000, talcum powder, adjacent benzene two
It is carried out high speed dispersion 0.5 hour in formic acid dinonyl investment Scattered Kettle, is then transferred to heat temperature raising in reaction kettle and starts
It vacuumizes, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature, vacuum degree need to be less than -0.09MPa；
(2) after being dehydrated, 80 ± 5 DEG C are cooled to, IPDI is added, heat preservation is stirred to react 3 hours at 80 ± 5 DEG C；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent D by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Embodiment 6
By percentage to the quality, the raw material of the high-performance single-component polyurethane water-proof paint in the present embodiment includes such as the following group
Point:
Wherein, catalyst is the triethylamine and stannous octoate mixture of mass ratio 3:7.
Make by oneself latent curing agent B's the preparation method comprises the following steps: under nitrogen protection in a round bottom flask investment 116.20g 1,6- oneself
130.00g propionic aldehyde is added from dropping funel under fast stirring in diamines and 50g water, then removes water under negative pressure and other waves
Hair property ingredient (- 0.1MPa), obtains product latent curing agent B.The preparation method of above-mentioned high-performance single-component polyurethane water-proof paint, step
It is rapid as follows:
(1) PTMG-1000, powdered whiting, kaolin, diisononyl phthalate, the liquid of formulation ratio will be pressed
It is carried out high speed dispersion 0.5 hour in Petropols investment Scattered Kettle, be then transferred to heat temperature raising in reaction kettle and start to take out true
Sky, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature, vacuum degree need to be less than
-0.09MPa；
(2) 80 ± 5 DEG C are cooled to after being dehydrated, is added HMDI and IPDI, it is small that heat preservation at 80 ± 5 DEG C is stirred to react 3
When；
(3) 75 ± 5 DEG C are cooled to, catalyst is added, heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
(4) heat preservation is added at 75 ± 5 DEG C and makes latent curing agent D by oneself, and insulated and stirred 0.5 hour；
(5) diluent is added, is cooled to 60 ± 5 DEG C, in vacuum degree -0.08MPa~-0.1MPa deaeration 10 minutes, then
It is packed with 100 mesh double-layer leaching nets filtering blowing.
Performance test
Single-component polyurethane water-proof paint provided by Examples 1 to 6 is tested for the property, specific test method reference
GB/T16777-2008, specific test result are as shown in table 1.
Table 1
The above embodiment is merely an example for clearly illustrating the present invention, and is not to embodiment party of the invention
The restriction of formula.For those of ordinary skill in the art, other differences can also be made on the basis of the above description
The variation or variation of form.There is no necessity and possibility to exhaust all the enbodiments.It is all in spirit and original of the invention
Made any modifications, equivalent replacements, and improvements etc., should all be included in the scope of protection of the claims of the present invention within then.
Claims (10)
1. a kind of Latent Curing Agents in Polyurethane, which is characterized in that its structural formula is R1—CH══N—R2—N══CH— R3, R1、
R2、R3Molecular weight for alkyl or aryl or alkaryl, the latent curing agent is not higher than 300.
2. Latent Curing Agents in Polyurethane according to claim 1, which is characterized in that R1And R3For the alkane with 1 ~ 4 carbon atom
Base, R2For alkyl or aryl or alkaryl.
3. Latent Curing Agents in Polyurethane according to claim 2, which is characterized in that use diamine and alkyl aldehyde reaction system
?.
4. Latent Curing Agents in Polyurethane according to claim 3, which is characterized in that be prepared according to following methods:
S1: putting into 1,6- hexamethylene diamine and water to reaction kettle under nitrogen protection, instills n-butanal or third to reaction kettle under stiring
Aldehyde；
S2: after complete reaction, water and volatile component are removed under negative pressure, obtains polyurethane curing agent.
5. Latent Curing Agents in Polyurethane according to claim 3, which is characterized in that be prepared according to following methods:
S1: n-butanal or propionic aldehyde and toluene are put into reaction kettle under nitrogen protection, benzene is added into reaction kettle under stiring
Diamines, back flow reaction 3 hours；
S2: water and volatile component are removed under negative pressure, obtains polyurethane curing agent.
6. according to the described in any item Latent Curing Agents in Polyurethane of claim 3 ~ 5, which is characterized in that the molar ratio of amine and aldehyde are as follows:
Amine: aldehyde=1: (2.1 ~ 2.6).
7. Latent Curing Agents in Polyurethane according to claim 6, which is characterized in that the molar ratio of amine and aldehyde are as follows: amine: aldehyde=1:
(2.2~2.4)。
8. a kind of monocomponent polyurethane waterproof using described in any item Latent Curing Agents in Polyurethane according to claim 1 ~ 7 applies
Material, which is characterized in that by percentage to the quality, be prepared by following component: diisocyanate 2% ~ 6.7%, polymer polyol
Alcohol 25% ~ 50%, powder stuffing 30% ~ 50%, liquid filler 10% ~ 20%, Latent Curing Agents in Polyurethane 1% ~ 2.5%, catalyst 0.01% ~
0.5%, diluent 1% ~ 14%.
9. single-component polyurethane water-proof paint according to claim 8, which is characterized in that the diisocyanate is liquefaction
Methyl diphenylene diisocyanate, poly methylene poly phenyl poly isocyanate, dicyclohexyl methyl hydride diisocyanate, isophorone
At least one of diisocyanate；And/or the polymer polyatomic alcohol be polyoxypropyleneglycol, polypropylene oxide triol,
At least one of polytetrahydrofuran diol, poly (propylene carbonate) glycol, polycarbonate glycol；And/or the powder stuffing is
At least one of talcum powder, powdered whiting, precipitated calcium carbonate, kaolin；And/or the liquid filler be chlorinated paraffin,
At least one of diisononyl phthalate, liquid petroleum resin；And/or the catalyst is di lauric dibutyl
At least one of tin, stannous octoate, triethylamine, isooctyl acid bismuth.
10. the preparation method of single-component polyurethane water-proof paint according to claim 8 or claim 9, which is characterized in that specific step
It is rapid as follows:
S I: will polymer polyatomic alcohol described in formula, powder stuffing, disperse 0.5 hour in liquid filler investment Scattered Kettle, so
After be transferred to heat temperature raising in reaction kettle and start to vacuumize, the continuous dehydration 3 hours at 110 ± 5 DEG C of temperature；
S II: after dehydration, cooling to 80 ± 5 DEG C, and diisocyanate is added, and heat preservation is stirred to react 3 hours at 80 ± 5 DEG C；
S III: being cooled to 75 ± 5 DEG C, and catalyst is added, and heat preservation is reacted 0.5 hour at 75 ± 5 DEG C；
S IV: heat preservation is at 75 ± 5 DEG C, addition Latent Curing Agents in Polyurethane, and insulated and stirred 0.5 hour；
S V: diluent is added, is cooled to 60 ± 5 DEG C, deaeration 10 minutes, then filter getting the product under vacuum.
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| CN111621223A (en) * | 2020-06-22 | 2020-09-04 | 安徽三棵树涂料有限公司 | High-solid-content environment-friendly polyurethane waterproof coating and preparation method thereof |
| CN111662630A (en) * | 2020-06-22 | 2020-09-15 | 安徽三棵树涂料有限公司 | Low-VOC polyurethane waterproof coating and preparation method thereof |
| CN114605604A (en) * | 2022-01-27 | 2022-06-10 | 北京东方雨虹防水技术股份有限公司 | Curing agent with ionic liquid structure and preparation method and application thereof |
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| CN114605604A (en) * | 2022-01-27 | 2022-06-10 | 北京东方雨虹防水技术股份有限公司 | Curing agent with ionic liquid structure and preparation method and application thereof |
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