CN109929065A - One kind deep layer photo-curing material of castor oil-base containing sulfydryl and its preparation method and application - Google Patents
One kind deep layer photo-curing material of castor oil-base containing sulfydryl and its preparation method and application Download PDFInfo
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Abstract
The invention belongs to biology base UV curing materials technical field, in particular to a kind of deep layer photo-curing material of castor oil-base containing sulfydryl and its preparation method and application.The deep layer of castor oil-base containing the sulfydryl photo-curing material raw material components include: castor oil, sulfydryl castor oil and photoinitiator；Preparation methods steps are simple: castor oil, sulfydryl castor oil and photoinitiator being uniformly mixed under the conditions of being protected from light completely, obtained pre-polymer solution is kept in dark place.Sulfydryl is introduced into biomass UV curing materials system by the present invention, construct sulfydryl-alkene photopolymerization material system, instead of the simple alkene photopolymerization material system of traditional esters of acrylic acid, prepared UV curing materials double bond all is from castor oil, it is entirely free of esters of acrylic acid double bond, mercapto-alkene photocuring system is due to its unique gradually mechanism of polymerization simultaneously, gel point is effectively delayed, oxygen inhibition phenomenon is overcome, reduces volume contraction, improves double bond conversion rate, while keeping converging network more uniform.
Description
Technical field
The invention belongs to biology base UV curing materials technical field, in particular to a kind of deep layer light of castor oil-base containing sulfydryl is solid
Change material and its preparation method and application.
Background technique
Traditional UV curable polymer relies primarily on the double bond in the acrylic ester monomer from fossil resources in free radical
The lower polymerization reaction formation high polymer that occurs of photoinitiator effect is widely used at present because of its excellent performance, energy conservation and environmental protection
The fields such as coating, ink, adhesive and 3D printing.The raw material of traditional UV curing materials mainly solidify prepolymer, activity by UV
Diluent and photoinitiator composition.It is mainly petrochemical industry based prepolymers that UV, which solidifies prepolymer, at present, applies upper also many defects,
To limit its scope of application to a certain extent.For example, oxygen inhibition phenomenon is more serious, cure shrinkage is higher；Due to UV
It is coating material solidified to need illumination, the limitation of the shape and curing depth that solidify object is also suffered from, in pigmented system and dash area
Also it is difficult to apply.It also needs to use reactive diluent because the viscosity that UV solidifies prepolymer is often higher, in work progress and adjusts it
Viscosity, and most of reactive diluents are readily volatilized, have penetrating odor, can all cause one to the body of environment and constructor
Fixed harm.Introducing as the reactive diluent of small molecule simultaneously, can also be some not to the generation of the performance of high polymer cured film
Good influence.The raw material of traditional UV curing materials are mainly derived from fossil resources, are limited by resource and environmental factor more next
It is more serious.Contain unsaturated double-bond in vegetable oil molecule structure, wherein it is many also containing active reactive groups such as hydroxyls, have
The structure basis of UV curing materials system is constructed, but the photocuring activity of vegetable oil double bond is very low, and individually vegetable oil exists
It can not film-forming under free radical photo-initiation effect.Based on this, it is necessary to it is existing to provide a kind of new photo-curing material solution
The problem of technology.
Summary of the invention
In order to overcome the shortcomings and deficiencies of the prior art described above, the primary purpose of the present invention is that providing a kind of castor containing sulfydryl
Sesame oil base deep layer photo-curing material.
Another object of the present invention is to provide the preparation methods of the above-mentioned deep layer of castor oil-base containing sulfydryl photo-curing material.
A further object of the present invention is to provide the above-mentioned deep layer photo-curing material of castor oil-base containing sulfydryl coating, ink and
Application in the fields such as adhesive.
The purpose of the present invention is realized by following proposal:
A kind of deep layer photo-curing material of castor oil-base containing sulfydryl, raw material components include: castor oil, sulfydryl castor oil and light
Initiator.
Preferably, the mass ratio of the castor oil and sulfydryl castor oil is (0~60): (100~40), and photoinitiator is used
Amount is the 1~5% of castor oil and sulfydryl castor oil gross mass.
The photoinitiator is 2- hydroxy-2-methyl -1- phenylacetone (1173), 1- hydroxycyclohexyl phenyl ketone
(184), 2- methyl -2- (4- morpholinyl) -1- [4- (methyl mercapto) phenyl] -1- acetone (907), 2,4,6- trimethylbenzoyl
Base-diphenyl phosphine oxide (TPO), 2,4,6- trimethylbenzoyl phenyl phosphinic acid ethyl ester (TPO-L), 2- hydroxy-2-methyl -1-
[4- (2- hydroxyl-oxethyl) phenyl] -1- acetone (659), the fluoro- 3- pyrroles's phenyl titanocenes (784) of double 2,6- bis-, styrax are double
At least one of methyl ether (DMPA).
Preferably, the sulfydryl castor oil is made by following steps: castor oil, catalyst being added in the reactor to first
Benzene sulfonic acid and solvent, then install water segregator, stir evenly, heat temperature raising, and sulfydryl fatty acid is added, and sulfydryl is obtained after reaction
Castor oil.
In the sulfydryl castor oil preparation step:
110~120 DEG C are warming up to, sulfydryl fatty acid response is then added, reaction temperature is at 110~120 DEG C, the reaction time
For 9~11h；
The sulfydryl fatty acid is preferably thioacetic acid, 3- mercaptopropionic acid, 2- mercaptobutyric acid, 2- mercaptoisobutyric acid, 3-
At least one of mercaptoisobutyric acid, 4- mercaptobutyric acid；
The molar ratio of the castor oil and sulfydryl fatty acid is 1:5~1:7；
The dosage of the catalyst p-methyl benzenesulfonic acid is the 3~6% of castor-oil plant oil quality；
The solvent is preferably hexamethylene, and for dosage according to depending on castor oil dosage, dosage 1g castor oil needs hexamethylene
For 4~6ml；
It after the reaction was completed further include separating-purifying step, the separating-purifying step are as follows: reaction solution is poured into liquid separation leakage
In bucket, water washing is added to remove extra sulfydryl fatty acid, organic solvent static layering is added, takes upper layer in there-necked flask, is added
Desiccant dryness is finally evaporated under reduced pressure at 60~70 DEG C.
The preparation method of the above-mentioned deep layer of castor oil-base containing sulfydryl photo-curing material, comprising the following steps: by castor oil, sulfydryl
Castor oil and photoinitiator are uniformly mixed under the conditions of being protected from light completely, the i.e. described castor oil-base containing sulfydryl of obtained pre-polymer solution
Deep layer photo-curing material, is kept in dark place.
The present invention also provides the above-mentioned deep layer photo-curing materials of castor oil-base containing sulfydryl in materials such as coating, ink, adhesives
Application in material field.
The application method of the deep layer of castor oil-base containing the sulfydryl photo-curing material: will the deep layer light of castor oil-base containing sulfydryl
Curing materials are uniformly applied on substrate, are placed in irradiation certain time film-forming under light source；The light source is wave
The LED light source or wavelength of a length of 350~440nm is the mercury lamp light source of 245~405nm；Curing time is 10~60s.
The deep layer photo-curing material of castor oil-base containing sulfydryl of the present invention is other than using a small amount of thioacetic acid, Suo Youyuan
Material is all from castor oil, and it is a kind of bio-based materials of high biomass content that castor-oil plant oil content, which is greater than 80%, in final material；
In addition, sulfydryl-alkene photopolymerization material system overcomes the inadequate problem of traditional UV curing materials curing depth, solidification can be made deep
Degree reaches 10cm.
The present invention compared with the existing technology, have the following advantages and the utility model has the advantages that
(1) natural reproducible resource castor oil is introduced UV curing materials system by the present invention, is prepared for a kind of castor containing sulfydryl
Sesame oil base deep layer photo-curing material, to greatly reduce use of traditional petrochemical origin raw material in UV curing materials
Amount, can reduce 80% or more；On the one hand it is that natural material opens new application field, its use value is improved, to forestry
Expanding economy has fabulous dissemination, on the other hand alleviates the pressure of petrochemical industry significantly.
(2) sulfydryl is introduced into biomass UV curing materials system by the present invention, constructs sulfydryl-alkene photopolymerization material body
System effectively delays that gel point, to overcome oxygen inhibition existing instead of the simple alkene photopolymerization material system of traditional esters of acrylic acid
As, reduce volume contraction, improve double bond conversion rate, while keeping converging network more uniform.Importantly, sulfydryl-alkene light is poly-
Condensation material system overcomes the inadequate problem of traditional UV curing materials curing depth, curing depth can be made to reach 10cm.
Detailed description of the invention
Fig. 1 is the chemical equation of sulfydryl castor oil synthesis in embodiment 1.
Specific embodiment
Below with reference to embodiment, the present invention is described in further detail, and embodiments of the present invention are not limited thereto.
Material involved in the following example can be obtained from commercial channel.For not specifically specified technological parameter, routine can refer to
Technology carries out.
Embodiment 1
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 120 DEG C are heated to, thioacetic acid is added, 11h is reacted, reaction solution is poured into separatory funnel, adds water washing to remove more
Remaining thioacetic acid is added hexamethylene static layering, takes upper layer in there-necked flask, anhydrous magnesium sulfate drying is added, finally 70
DEG C vacuum distillation to get arrive sulfydryl castor oil.Wherein, the molar ratio of castor oil and thioacetic acid is 1:5, the use of p-methyl benzenesulfonic acid
Amount is the 6% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 4ml to 1g castor oil.
(2) sulfydryl castor oil and photoinitiator 1173 are uniformly mixed under the conditions of being protected from light completely, obtained prepolymer is molten
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of liquid.Wherein, photoinitiator dosage is the 5% of sulfydryl castor-oil plant oil quality.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 60s film-forming under the LED light source of 440nm wavelength.
Embodiment 2
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 110 DEG C are heated to, 3- mercaptopropionic acid is added, 10h is reacted, reaction solution is poured into separatory funnel, water washing is added to remove
Extra 3- mercaptopropionic acid is added hexamethylene static layering, takes upper layer in there-necked flask, anhydrous magnesium sulfate drying is added, finally
It is evaporated under reduced pressure at 65 DEG C to get sulfydryl castor oil is arrived.Wherein, the molar ratio of castor oil and 3- mercaptopropionic acid is 1:6, catalyst pair
The dosage of toluenesulfonic acid is the 5% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 5ml to 1g castor oil.
(2) castor oil, sulfydryl castor oil and photoinitiator 184 are uniformly mixed under the conditions of being protected from light completely, what is obtained is pre-
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of copolymer solution.Wherein, the mass ratio of castor oil and sulfydryl castor oil is
40:60, photoinitiator dosage are the 5% of castor oil and sulfydryl castor oil gross mass.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 60s film-forming under the mercury lamp light source of 245nm wavelength.
Embodiment 3
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 110 DEG C are heated to, 2- mercaptobutyric acid is added, 9h is reacted, reaction solution is poured into separatory funnel, water washing is added to remove
Extra 2- mercaptobutyric acid is added hexamethylene static layering, takes upper layer in there-necked flask, anhydrous magnesium sulfate drying is added, finally
It is evaporated under reduced pressure at 60 DEG C to get sulfydryl castor oil is arrived.Wherein, the molar ratio of castor oil and 2- mercaptobutyric acid is 1:7, catalyst pair
The dosage of toluenesulfonic acid is the 3% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 6ml to 1g castor oil.
(2) castor oil, sulfydryl castor oil and photoinitiator 907 are uniformly mixed under the conditions of being protected from light completely, what is obtained is pre-
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of copolymer solution.Wherein, the mass ratio of castor oil and sulfydryl castor oil is
60:40, photoinitiator dosage are the 1% of castor oil and sulfydryl castor oil gross mass.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 50s film-forming under the LED light source of 350nm wavelength.
Embodiment 4
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 115 DEG C are heated to, 2- mercaptoisobutyric acid is added, 9~11h is reacted, reaction solution is poured into separatory funnel, washing is added
Extra 2- mercaptoisobutyric acid is washed away, hexamethylene static layering is added, takes upper layer in there-necked flask, it is dry that anhydrous magnesium sulfate is added
It is dry, it is finally evaporated under reduced pressure at 65 DEG C to get sulfydryl castor oil is arrived.Wherein, the molar ratio of castor oil and 2- mercaptoisobutyric acid is 1:
5, the dosage of p-methyl benzenesulfonic acid is the 5% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 4ml to 1g castor oil.
(2) castor oil, sulfydryl castor oil and photoinitiator TPO are uniformly mixed under the conditions of being protected from light completely, what is obtained is pre-
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of copolymer solution.Wherein, the mass ratio of castor oil and sulfydryl castor oil is
50:50, photoinitiator dosage are the 3% of castor oil and sulfydryl castor oil gross mass.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 30s film-forming under the mercury lamp light source of 405nm wavelength.
Embodiment 5
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 115 DEG C are heated to, 3- mercaptoisobutyric acid is added, 10h is reacted, reaction solution is poured into separatory funnel, washing is added to wash away
Extra 3- mercaptoisobutyric acid is removed, hexamethylene static layering is added, takes upper layer in there-necked flask, anhydrous magnesium sulfate drying is added,
It is finally evaporated under reduced pressure at 60 DEG C to get sulfydryl castor oil is arrived.Wherein, the molar ratio of castor oil and 3- mercaptoisobutyric acid is 1:5, right
The dosage of toluenesulfonic acid is the 6% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 6ml to 1g castor oil.
(2) castor oil, sulfydryl castor oil and photoinitiator DMPA are uniformly mixed under the conditions of being protected from light completely, what is obtained is pre-
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of copolymer solution.Wherein, the mass ratio of castor oil and sulfydryl castor oil is
30:70, photoinitiator dosage are the 5% of castor oil and sulfydryl castor oil gross mass.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 10s film-forming under the LED light source of 440nm.
Embodiment 6
(1) castor oil, p-methyl benzenesulfonic acid and hexamethylene are sequentially added in the reactor, then installs water segregator, and stirring is equal
It is even, 120 DEG C are heated to, 4- mercaptobutyric acid is added, 11h is reacted, reaction solution is poured into separatory funnel, water washing is added to remove
Extra 4- mercaptobutyric acid is added hexamethylene static layering, takes upper layer in there-necked flask, anhydrous magnesium sulfate drying is added, finally
It is evaporated under reduced pressure at 70 DEG C to get sulfydryl castor oil is arrived.Wherein, the molar ratio of castor oil and 4- mercaptobutyric acid is 1:6, to toluene sulphur
The dosage of acid is the 3% of castor-oil plant oil quality, and hexamethylene dosage is that need hexamethylene be 5ml to 1g castor oil.
(2) castor oil, sulfydryl castor oil and photoinitiator 784 are uniformly mixed under the conditions of being protected from light completely, what is obtained is pre-
The i.e. required deep layer photo-curing material of castor oil-base containing sulfydryl of copolymer solution.Wherein, the mass ratio of castor oil and sulfydryl castor oil is
20:80, photoinitiator dosage are the 5% of castor oil and sulfydryl castor oil gross mass.
(3) deep layer of castor oil-base containing sulfydryl photo-curing material obtained above is quickly and evenly applied to base with coating device
On material, it is placed in irradiation 10s film-forming under the mercury lamp light source of 365nm wavelength.
The deep layer photo-curing material performance test embodiment of castor oil-base containing sulfydryl
By the correlated performance of the deep layer photo-curing material of castor oil-base containing sulfydryl prepared by embodiment 1-6 test cured film.
Gel content is measured using by acetone extract.Cured film prepared in the above embodiments is immersed in third at room temperature
48h in ketone is then dry at 60 DEG C until weight is kept constant.Weigh the quality for impregnating front and back, quality after immersion divided by
Quality before immersion obtains gel fraction.
Glass transition temperature, Young's modulus and toughness test are using dynamic thermomechanical analysis (DMA), in Netzsch
Carried out in DMA 242C dynamic mechanical analysis with the layer tension mode of 1Hz, the size of all samples be 20mm × 6mm ×
0.5mm, the rate of heat addition be 3 DEG C/min, -80~150 DEG C.The glass transition temperature (Tg) of film by DMA test curve tan δ
The peak of curve generates.
The tensile property test of film is tested using Shimadzu AGS-X 1kN type tensilon, and rate of extension is
100mm/min, sample making be 50 × 10mm size film, each sample parallel testing three times, tensile strength and extension at break
Rate takes the average value tested three times.
Curing depth test is existed in the flat-bottomed glass test tube of pre-polymer solution injection 15cm long with light source from test tube mouth
Pre-polymer solution surface carries out hardening with radiation to sample, and after reaching the irradiation predetermined time, the solidification sample taken out in test tube tests it
Length is curing depth.
1 section Example the performance test results of table
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present invention,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (10)
1. a kind of deep layer photo-curing material of castor oil-base containing sulfydryl, which is characterized in that its raw material components includes: castor oil, sulfydryl
Castor oil and photoinitiator.
2. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 1, which is characterized in that the castor
The mass ratio of sesame oil and sulfydryl castor oil is (0~60): (100~40), and photoinitiator dosage is castor oil and sulfydryl castor oil
The 1~5% of gross mass.
3. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 1, which is characterized in that the light
Initiator is 2- hydroxy-2-methyl -1- phenylacetone, 1- hydroxycyclohexyl phenyl ketone, 2- methyl -2- (4- morpholinyl) -1-
[4- (methyl mercapto) phenyl] -1- acetone, 2,4,6- trimethylbenzoy-dipheny phosphine oxide, 2,4,6- trimethylbenzoyl
Base phenyl-phosphonic acid ethyl ester, 2- hydroxy-2-methyl -1- [4- (2- hydroxyl-oxethyl) phenyl] -1- acetone, the fluoro- 3- pyrrole of double 2,6- bis-
Cough up at least one of phenyl titanocenes, benzoin dimethylether.
4. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 1-3, which is characterized in that
The sulfydryl castor oil is made by following steps: castor oil, catalyst p-methyl benzenesulfonic acid and solvent being added in the reactor, so
After install water segregator, stir evenly, heat temperature raising, sulfydryl fatty acid be added, obtain sulfydryl castor oil after reaction.
5. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 4, which is characterized in that be warming up to
110~120 DEG C, sulfydryl fatty acid response is then added, for reaction temperature at 110~120 DEG C, the reaction time is 9~11h.
6. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 4, which is characterized in that the mercapto
Base fatty acid is thioacetic acid, 3- mercaptopropionic acid, 2- mercaptobutyric acid, 2- mercaptoisobutyric acid, 3- mercaptoisobutyric acid, 4- mercaptobutyric acid
At least one of.
7. one kind deep layer photo-curing material of castor oil-base containing sulfydryl according to claim 4, which is characterized in that the castor
The molar ratio of sesame oil and sulfydryl fatty acid is 1:5~1:7；
The dosage of the catalyst p-methyl benzenesulfonic acid is the 3~6% of castor-oil plant oil quality.
8. the preparation method of the described in any item deep layer of castor oil-base containing the sulfydryl photo-curing materials of claim 1-7, feature exist
In, comprising the following steps: castor oil, sulfydryl castor oil and photoinitiator are uniformly mixed under the conditions of being protected from light completely, obtained
The i.e. described deep layer photo-curing material of castor oil-base containing sulfydryl of pre-polymer solution, is kept in dark place.
9. the described in any item deep layer photo-curing materials of castor oil-base containing sulfydryl of claim 1-7 are in coating, ink and adhesive
Application in field.
10. the application method of the described in any item deep layer of castor oil-base containing the sulfydryl photo-curing materials of claim 1-7: containing by described in
Sulfydryl castor oil-base deep layer photo-curing material is uniformly applied on substrate, is placed under light source and is irradiated certain time, film-forming
?；
The mercury lamp light source that the light source is the LED light source that wavelength is 350~440nm or wavelength is 245~405nm；Solidification
Time is 10~60s.
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| CN201910182590.7A CN109929065B (en) | 2019-03-12 | 2019-03-12 | Sulfydryl-containing castor oil based deep light curing material and preparation method and application thereof |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104877123A (en) * | 2015-06-08 | 2015-09-02 | 江西科技师范大学 | Method for preparing plant oil-based cyclic carbonate prepolymer through thiol-ene click reaction |
| CN105175644A (en) * | 2015-09-21 | 2015-12-23 | 中国林业科学研究院林产化学工业研究所 | Preparation method for dual-curing resin monomer based on castor oil |
| CN107556452A (en) * | 2017-09-15 | 2018-01-09 | 华南农业大学 | A kind of castor oil-base hydrophilic chain extender and its preparation method and application |
-
2019
- 2019-03-12 CN CN201910182590.7A patent/CN109929065B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104877123A (en) * | 2015-06-08 | 2015-09-02 | 江西科技师范大学 | Method for preparing plant oil-based cyclic carbonate prepolymer through thiol-ene click reaction |
| CN105175644A (en) * | 2015-09-21 | 2015-12-23 | 中国林业科学研究院林产化学工业研究所 | Preparation method for dual-curing resin monomer based on castor oil |
| CN107556452A (en) * | 2017-09-15 | 2018-01-09 | 华南农业大学 | A kind of castor oil-base hydrophilic chain extender and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| QING WANG ET AL: "Castor Oil Based Biothiol as a Highly Stable and Self-Initiated Oligomer for Photoinitiator-Free UV Coatings", 《ACS SUSTAINABLE CHEMISTRY & ENGINEERING》 * |
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