GB1580864A - Photoflash lamp coating - Google Patents

Photoflash lamp coating Download PDF

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Publication number
GB1580864A
GB1580864A GB18329/77A GB1832977A GB1580864A GB 1580864 A GB1580864 A GB 1580864A GB 18329/77 A GB18329/77 A GB 18329/77A GB 1832977 A GB1832977 A GB 1832977A GB 1580864 A GB1580864 A GB 1580864A
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Prior art keywords
formula
photoflash lamp
parts
acryloyloxypropyl
diacrylate
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GB18329/77A
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General Electric Co
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General Electric Co
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/106—Esters of polycondensation macromers
    • C08F222/1065—Esters of polycondensation macromers of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F21—LIGHTING
    • F21K—NON-ELECTRIC LIGHT SOURCES USING LUMINESCENCE; LIGHT SOURCES USING ELECTROCHEMILUMINESCENCE; LIGHT SOURCES USING CHARGES OF COMBUSTIBLE MATERIAL; LIGHT SOURCES USING SEMICONDUCTOR DEVICES AS LIGHT-GENERATING ELEMENTS; LIGHT SOURCES NOT OTHERWISE PROVIDED FOR
    • F21K5/00—Light sources using charges of combustible material, e.g. illuminating flash devices
    • F21K5/02—Light sources using charges of combustible material, e.g. illuminating flash devices ignited in a non-disrupting container, e.g. photo-flash bulb

Description

(54) IMPROVEMENTS IN PHOTOFLASH LAMP COATING (71) We, GENERAL ELECTRIC COMPANY, a Corporation organized and existing under the laws of the State of New York, United States of America, of 1 River Road, Schenectady 12305, State of New York, United States of America, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:- The present invention relates to photoflash lamp coatings containing curable compositions and in particular to coatings containing curable polyacrylated urethane blends. More particularly, the present invention relates to photoflash lamp coatings containing curable blends of a polyacrylated urethane and a monoacrylated urethane convertible to films exhibiting superior toughness after exposure to tropical conditions.
A variety of UV curable organic resins can be applied to photoflash lamps to improve the shatter resistance of such lamps without substantially altering the spectral characteristics of the resulting treated photoflash lamps. The polyacrylated urethane blends of the present invention when employed in combination with a photoinitiator can be used to impart superior containment characteristics to photoflash lamps.
According to the present invention there is provided a photoflash lamp coating containing a UV curable composition comprising: (A) from 10 to 90 mole percent of a mono acrylate of the formula,
(B) from 10 mole percent to 90 mole percent of an acrylate of the formula,
where Q is a polyvalent organic radical, R and R2 are the same or different C(18 alkylene radicals, n is 2, 3 or 4, R' is selected from hydrogen or a methyl radical, and R3 is selected from Cm1 20, aliphatic and C 6~30, aromatic radicals.
As indicated above, Q is a polyvalent organic radical preferably selected from C(120) aliphatic, C(312) cycloaliphatic, C(630 aromatic and a polyvalent organic polymeric group selected from a polyester, polyether, polyamine, polyimide, polyamide, polycarbonate, and polyurethane, having at least 2 terminal radicals resulting from the addition of an organic isocyanate with an amino, hydroxy or carboxy radical.
The coating composition can be cured under UV irradiation to produce test slabs exhibiting superior toughness before and after being subjected to the abovedescribed tropical humidity test.
Preferably, the blends have a viscosity of from 100 centipoises to 10,000 centipoises at 250C, and in addition to (A) and (B) detailed above, may include (C) from 0.1 /n to 5 /" by weight, based on the weight of the UV curable composition of a photoinitiator.
Radicals included by Q of formula (1) are, for example, alkylene, such as ethylene and hexamethylene; arylene, such as phenylene, tolylene and xylylene; Radicals included by R are, for example, methylene, ethylene and propylene; Radicals included by R' of formula (2) are, for example, hydrogen and methyl; Radicals included by R2 are alkylene radicals included by Q of formula (1); Radicals included by R3 are, for example, alkyl radicals, such as methyl, ethyl, propyl, butyl, etc.; aryl radicals, such as phenyl, xylyl and tolyl.
There are included by the polyacrylates of formula (1) compounds, such as
II2C=CHffCO2CII2CII2O-CONHII2-)6-NHCO2CH2CH2O2C-CH=CH2
Methods for making the above polyacrylates of formula (1) are well known and are based on the reaction of appropriate hydroxy alkyl acrylates, such as hydroxypropyl acrylate, hydroxyethyl methacrylate and hydroxyethyl acrylate, with a polyisocyanate, such as hexamethylene diisocyanate, isophorone diisocyanate and toluene diisocyanate. Some of the polyacrylates included by formula (1), are shown by Fekete et al, U.S. Patent 3,297,745.
Several monoacrylates of formula (1) and methods for making them are shown by Priem et al U.S. Patent 3,867,152. There are included, for example, 2acryloyloxyethyl N-phenyl carbamate, 2-methacryloyloxypropyl, N-phenyl carbamate, and 2-acryloyloxypropyl N-phenyl carbamate.
In'addition to the polyacrylates and mono acrylates of formulas 1 and 2, there can be used in the UV curable compositions amounts of up to 500/, by weight of such UV curable composition, other aliphatically unsaturated organic monomers, such as ethyl hexyl acrylate and acrylamide. In addition to the aforementioned monomers, the curable compositions can contain up to 20?/ by weight of polymers, such as polyvinylbutyral, polyvinylacetate, polyvinylchloride, polyesters, cellulose acetate, cellulose acetate butyrate, polyamides, polysulfones, polyesters, polyethylene, polypropylene and polystyrene.
Included by the photoinitiators which can be employed in the UV curable compositions are, for example, diethoxyacetophenone, benzoin ethyl ether, benzoin isobutyl ether and benzil, acetophenone.
In addition to the above described photoinitiators, the UV curable compositions can contain from 0.001 /" to 1% by weight of inhibitors, such as t-butyl catechol, hydroquinone, and t-butyl hydroquinone. Further ingredients which can be employed in the UV curable compositions of the present invention are from 0 to 30 parts of filler, dyes, flow agents, wetting agents, plasticizers, UV-screens, silica filler, glass fiber and carbon whiskers per 100 parts of the UV curable composition.
In preparing the UV curable compositions, it is desirable to obtain as uniform a mixture as possible before the UV curable composition is applied onto a substrate and cured. If desired, the ingredients can be warmed at temperatures up to 600C to facilitate the formation of a uniform blend along with agitation, such as stirring.
The UV curable compositions as mentioned can be employed on a variety of substrates, such as steel, glass and wood as protective coatings and as an insulating for copper and aluminum conductors, as adhesives for glass.
In order that those skilled in the art will be better able to practice the invention, the following examples are given by way of illustration to show the preparation of the UV curable coatings for the photoflash lamps. All parts are by weight.
Example 1 A UV curable resin was prepared by blending together 63 parts of 2acryloyloxypropyl N-phenyl carbamate, 27 parts of the diacrylate of formula (3), 10 parts of dibutylsebacate, and about 1 part of diethoxyacetophenone. Based on method of preparation, there was obtained a UV curable composition which had a viscosity of about 700 centipoises at 250C.
The above UV curable composition was then applied onto a glass slide to a thickness of about 10 mil. The slide was then passed through a nitrogen UV curing oven at a speed at about 50 feet per minute, passing under a medium pressure mercury arc lamp, germicidal lamps, and then under a GE H26T8/1 lamp for 5 minutes at 7 inches. There was obtained a cured film from which test slabs were prepared in accordance with ASTM D1708, having a gage length of 0.876 inches, a width of 0.187 inches and a thickness of .0121 inches. One of the test slabs was tested for physical properties using an Instron Universal testing instrument with a crosshead speed of 0.05 inch per minute. Another of the test slabs was subjected to the "tropical" 90/90 test for 15 hours to determine the ability of the cured resin to resist exposure to moisture under tropical conditions. The test slab was exposed for a period of 15 hours at 90"F and 90 /n relative humidity and thereafter measured within 15 minutes of removal time from the aforementioned tropical conditions to determine any change in physical characteristics. The result of the tests are shown below in Table I.
Example 2 A UV curable blend was prepared consisting of 63 parts of 2-acryloyloxypropyl N-phenyl carbamate, 27 parts of the diacrylate of formula (3), 10 parts of the diacrylate of formula (4) and 1 part of diethoxyactophenone. The resulting UV curable composition had a viscosity of about 3000 centipoises at 250C. In accordance with the procedure of Example 1, test slabs of the UV curable composition were prepared and tested under ambient conditions and tropical conditions. The results are shown in Table I below.
Example 3 A UV curable resin was prepared consisting of 65 parts of 2-acryloyloxypropyl N-phenyl carbamate, 35 parts of a diacrylate of the formula
and about 1 part of the photoinitiator of Example 1. The resulting UV curable composition had a viscosity of about 900 centipoises. The above-described diacrylate was prepared by effecting reaction between 44 parts of isophorone diisocyanate and 53 parts of Niax* polyesterol, a product of Union Carbide, having * Registered Trade Mark.
a molecular weight of about 530 in the presence of a catalytic amount of dibutyltin dilaurate. The resulting mixture was stirred for 2 hours and there was added 26 parts of 2-hydroxypropyl acrylate and 0.1 part of 2-t-butylcatechol. The mixture was then stirred for 25 hours at 650C.
Cured test slabs were prepared in accordance with the procedure of Example 1, which were tested for toughness under ambient conditions and after exposure to tropical conditions as previously described in Example 1. The results of the tests are shown below in Table I.
Example 4 A UV curable resin was prepared in accordance with the procedure of Example 1, using 70 parts of 2-acryloyloxypropyl N-butyl carbamate, 30 parts of the diacrylate of formula (7), 2 parts of fumed silica and about 1 part of diethoxyacetophenone. The resulting UV curable resin had a viscosity of about 3000 centipoises at 250C.
Test slabs were prepared as described above and tested under ambient and tropical conditions. The resulting physical properties are shown below in Table I.
Example 5 A UV curable composition having a viscosity of about 500 centipoises at 250C was prepared by blending 65 parts of the monoacrylate of Example 4, 30 parts of the diacrylate of formula (6) and 5 parts of acrylamide, along with about 1 part of the photoinitiator of Example 1. Test slabs were prepared by effecting the cure of the resulting composition as described in Example 1. The results obtained by measuring the physical properties of the test slabs under ambient and tropical conditions are shown in Table I.
Example 6 A UV curable composition was prepared employing 40 parts of the diacrylate of formula (6), 30 parts of 2-ethylhexylacrylate and 30 parts of the mono acrylate of.
Example 1. The resulting UV curable resin had a viscosity of 500 centipoises at 25"C. The diacrylate of formula (6) was prepared by effecting reaction between 2 moles of isophorone diisocyanate and 4.14 moles of 2-hydroxypropyl acrylate in the presence of a minor amount of t-butylcatechol and dibutyltin dilaurate. The mixture was stirred at 250C for 20 hours.
Films were prepared from the above-described UV curable compositions following the procedures of Example 1, which were tested under ambient and tropical conditions. The results of the tests are shown in Table I.
Example 7 A UV curable blend was prepared having a viscosity of about 3000 centipoises by mixing 40 parts of the diacrylate of formula (6), 30 parts of the mono acrylate of Example 4 and 30 parts of the mono acrylate of Example 5. The physical property of the resulting test slabs tested under ambient and tropical conditions are shown below in Table I.
Example 8 Test slabs were prepared from cured films following the procedure of Example 1, which were obtained by the UV cure of a blend having a viscosity of about 1500 centipoises at 250C consisting of 30 parts of the diacrylate of formula 7, 70 parts of the mono acrylate of Example 4 and 10 parts of cellulose acetate butyrate. The results of the test were conducted under ambient and tropical conditions and are shown in the following table, where "ambient" refers to 15-24 hrs. prior storage in a desiccator at 250C and "tropical" refers to exposure at 900F and 90 /" relative humidity for at least 15 hrs. "T" is tensile psi and "E" is elongation percent.
TABLE I Ambient Tropical Example T E T E 6,000 8 2,000 22 2 10,600 5 8,500 6 3 9,200 7 4,000 34 4 8,200 5 2,100 23 5 9,500 9 3,600 21 6 7,200 7 6,000 9 7 11,000 8 8,600 7 8 7,200 11 3,100 22 The above results show that the polyacrylated urethane compositions used in the present invention provide cured films which are capable of resisting the effects of exposure to tropical conditions to a significant degree.
Example 9 A UV curable resin was prepared by blending 40 parts of the diacrylate of formula 6, and 30 parts respectively of the monoacrylates of Examples 1 and 4.
Cured films were made for purposes of preparing test slabs for testing under ambient and tropical conditions. Test slabs were also prepared by blending together 40 parts of the diacrylate of formula 6 and 60 parts of tetrahydrofurfurylacrylate (resin A). Another blend, (resin B), was prepared by mixing 50 parts of the diacrylate of formula 6 with 50 parts of butoxyethylacrylate.
A further resin (resin C) was prepared by mixing 50 parts of the monoacrylate of Example 4 and 50 parts of the diacrylate of formula 6.
Test slabs prepared from the above resins were tested under ambient and tropical conditions as previously described. The test results are shown in Table II below, where T and E are as previously defined.
TABLE II Ambient , Tropical Resin T E T E Ex. 9 11,000 8 8,600 7 A 5,000 22 480 29 B 2,600 16 980 20 C 10,100 4 7,800 5 The above results show that the UV curable compositions provide for test slabs having superior physical properties under both ambient and tropical conditions (Example 9 and resin C), while UV curable compositions free of the monoacrylate of the present invention result in test slabs having unacceptable physical properties after the tropical test (resin A and B).
Example 10 A UV curable composition was prepared by blending together 50 parts of the diacrylate of formula 3 and 50 parts of a monoacrylate, which varied from the monoacrylate of Example 1 of the present invention to other monoacrylates, such as 2-ethylhexylacrylate, 1 - vinyl - 2 - pyrrolidinone and phenoxyethylacrylate.
The physical properties of cured test slabs made from the various blends in accordance with the procedure of Example 1, were tested under ambient and tropical conditions. The results are shown in Table III below.
TABLE III Blends of Formula 3 Diacrylate With Various M onoacrylates Ambient Tropical Monoacrylate T E T E 1. 2-acryloyloxypropyl N phenyl carbamate 12,000 6 10,000 6 2. 2-ethylhexyl acrylate 252 12 143 12 3. l-vinyl-2- pyrroli dinone 12,360 7 719 13 4. phenoxyethyl acrylate 3,700 26 343 35 The above results show that films made from the UV curable compositions used in the present invention containing the monoacrylate of the present invention (1), survive the tropical test conditions, while the blends containing monoacrylates (24), outside of the scope of formula 2, failed the tropical test.
Additional UV curable resins were evaluated to determine whether test slabs prepared from them could survive the tropical test. The following results were obtained as shown in Table IV, where "resin" signifies the resin used and Ambient and Tropical are as previously defined: TABLE IV Ambient Tropical Grace *611 AG (thiol-ene) 5,500 4004,000 Grace* 70/30 611/3861 (thiol-ene) 1,800 200 Grace* 85/15 7261/611 (thiol-ene) 3,400 130 Grace* 60/40 14/611 (thiol-ene) 408 Hughson* Acrylic 2758-13 1,800 350 Hughson* Acrylic 2867-54 2,700 1,000 Hughson* Acrylic 2867-55 2,400 1,100 Pierce & Stephens Acrylic 10649-35-1 2,800 300 Uvimer 745 Compounded-Acrylic 2,500 300 Hetron* Polyester 1,900 1,300 * Registered Trade Mark.
The above results show that although UV curable resins of the prior art can provide satisfactory containment properties in many instances requiring a tensile (psi) of at least 1600, the containment properties of the cured resins may fail drastically after exposure to tropical conditions.
Example 11 A UV curable resin was prepared consisting of 50 parts of diacrylate of formula 3 and 50 parts of 2-acryloyloxypropyl N-phenylcarbamate following the procedure of Example 1. The viscosity of the resulting resin was about 1,000 centipoises. A cube type flash bulb was dipped into the resin and then withdrawn in a period of 8 to 10 seconds resulting in surface deposit of about 10 mils of the resin on the surface of the flash bulb. The flash bulb was then held upright and allowed to stand for 5 to 10 seconds to allow for redistribution of the UV curable resin on the surface of the flash bulb. The flash bulb was then exposed under a GE H26T8/1 lamp at a distance of 5 to 7 inches for a period of from 1 to 5 minutes. There was obtained a coated flash bulb such as shown in the drawing, where 10 is cured organic resin, 11 is glass and 20-21 are electrodes. The bulb was then flashed and the resin satisfactorily contained the bulb.
A quartz substrate was then treated with the above UV curable resin to a thickness of to about 10 mils and cured as above. Following the procedure of copending application RD-9208, the glass slide is placed in a recording spectrophotometer and measured for light transmission in the 350 nm to 450 nm region. There is used a Cary 14 spectrophotometer. It is found that at least 70% transmission is obtained in the region of about 375 nm and at least 80 /n transmission is obtained in the region of about 400 nm. This shows that the light transmission characteristics of the resin are suitable for flash bulbs.
Additional films were made for evaluation from various monoacrylates following the above test procedure. A film of 2-acryloyloxypropyl N-butyl carbamate was too weak to test. Similar results were obtained with 2acryloyloxypropyl N-phenyl carbamate.
In addition to the above monoacrylates, the diacrylate of formula (5) was also polymerized to a film to determine its physical characteristics. It had a tensile (psi) of 457 and an elongation of 20% under ambient conditions. The diacrylate of formula (7) was found to be extremely viscous and unsuitable as a solventless resin.
Example 12 A formulation was prepared by combining 50 parts of the diacrylate of formula (6), 50 parts of 2-acryloyloxypropyl N-butyl carbamate, 10 parts of 2acryloyloxypropyl N-phenyl carbamate, and 1 part of benzoyl peroxide. The formulation was applied to an aluminum substrate at a thickness of about 10 mil and heated in an oven at 1000C for 2 hours. A 10 mil film was made and tested as in Example 1. The film had an ambient tensile strength of 9500 psi (90/, elongation) and a tropical tensile strength of 5700 psi (120/, elongation).
Those skilled in the art know that other thermal initiators such as 2,2 - azo bis - isobutyronitrile, t-butyl perbenzoate, t-amyl peroxide, can be used in the above curable composition. The curable compositions also can be cured by electron beam radiation.
A copper conductor is dipped into the above composition and heated in the same manner. There is obtained an insulated conductor having valuable characteristics.
Although the above examples are limited to only a few of the very many resin compositions used in the present invention, it should be understood that the UV curable compositions are broadly defined in the description preceding these examples, based on the use of the acrylate of formula 1 and the monoacrylate of formula 2. In addition, the present invention is also directed to photoflash lamp coatings obtained from UV curable resins of the present invention having a viscosity in the range of from 100 centipoises to 10,000 centipoises at 250C.
WHAT WE CLAIM IS: 1. A photoflash lamp coating containing a UV curable composition comprising, (A) from 10 to 90 mole percent of a monoacrylate of the formula,
(B) from 10 mole percent to 90 mole percent of an acrylate of the formula,
where Q is a polyvalent organic radical, R and R2 are the same or different C(18 alkylene radicals, n is 2, 3 or 4, R' is selected from hydrogen or a methyl radical, and R3 is selected from C"~20, aliphatic and C(6~30 aromatic radicals.
2. A photoflash lamp coating as claimed in Ciaim 1, where the acrylate is a diacrylate of formula
**WARNING** end of DESC field may overlap start of CLMS **.

Claims (10)

**WARNING** start of CLMS field may overlap end of DESC **. following the above test procedure. A film of 2-acryloyloxypropyl N-butyl carbamate was too weak to test. Similar results were obtained with 2acryloyloxypropyl N-phenyl carbamate. In addition to the above monoacrylates, the diacrylate of formula (5) was also polymerized to a film to determine its physical characteristics. It had a tensile (psi) of 457 and an elongation of 20% under ambient conditions. The diacrylate of formula (7) was found to be extremely viscous and unsuitable as a solventless resin. Example 12 A formulation was prepared by combining 50 parts of the diacrylate of formula (6), 50 parts of 2-acryloyloxypropyl N-butyl carbamate, 10 parts of 2acryloyloxypropyl N-phenyl carbamate, and 1 part of benzoyl peroxide. The formulation was applied to an aluminum substrate at a thickness of about 10 mil and heated in an oven at 1000C for 2 hours. A 10 mil film was made and tested as in Example 1. The film had an ambient tensile strength of 9500 psi (90/, elongation) and a tropical tensile strength of 5700 psi (120/, elongation). Those skilled in the art know that other thermal initiators such as 2,2 - azo bis - isobutyronitrile, t-butyl perbenzoate, t-amyl peroxide, can be used in the above curable composition. The curable compositions also can be cured by electron beam radiation. A copper conductor is dipped into the above composition and heated in the same manner. There is obtained an insulated conductor having valuable characteristics. Although the above examples are limited to only a few of the very many resin compositions used in the present invention, it should be understood that the UV curable compositions are broadly defined in the description preceding these examples, based on the use of the acrylate of formula 1 and the monoacrylate of formula 2. In addition, the present invention is also directed to photoflash lamp coatings obtained from UV curable resins of the present invention having a viscosity in the range of from 100 centipoises to 10,000 centipoises at 250C. WHAT WE CLAIM IS:
1. A photoflash lamp coating containing a UV curable composition comprising, (A) from 10 to 90 mole percent of a monoacrylate of the formula,
(B) from 10 mole percent to 90 mole percent of an acrylate of the formula,
where Q is a polyvalent organic radical, R and R2 are the same or different C(18 alkylene radicals, n is 2, 3 or 4, R' is selected from hydrogen or a methyl radical, and R3 is selected from C"~20, aliphatic and C(6~30 aromatic radicals.
2. A photoflash lamp coating as claimed in Ciaim 1, where the acrylate is a diacrylate of formula
H2C=CII-CO2CH2CH2O-CONH-(-CH2)6-NHCO2CH2CH2O2C- CH=CH2 or
3. A photoflash lamp coating as claimed in Claim 1 or Claim 2 where the monoacrylate is 2-acryloyloxypropyl N-phenyl carbamate, or 2-acryloyloxypropyl N-butyl carbamate, or a mixture of 2-acryloyloxypropyl N-phenyl carbamate and 2 acryloyloxypropyl N-butyl carbamate.
4. A photoflash lamp coating as claimed in any one of the preceding claims where there is employed up to 50% by weight of the UV curable composition of an aliphatically unsaturated organic monomer free of carbamate linkages.
5. A photoflash lamp coating as claimed in Claim 4 where the aliphatically unsaturated monomer is acrylamide.
6. A photoflash lamp coating further containing from 0.1 to 5% by weight of the UV curable composition of the photoinitiator.
7. A photoflash lamp coating as claimed in Claim 6 where the photoinitiator is diethoxy acetophenone.
8. A photoflash lamp coating as claimed in Claim 1 substantially as hereinbefore described in any one of the Examples.
9. A photoflash lamp coating as claimed in any one of the preceding claims when cured.
10. A photoflash lamp when coated by a coating as claimed in any one of the preceding claims.
GB18329/77A 1976-06-24 1977-05-02 Photoflash lamp coating Expired GB1580864A (en)

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WO2004000962A1 (en) * 2002-06-19 2003-12-31 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of an adhesive
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US4376800A (en) * 1981-04-13 1983-03-15 Lu Chen I Optical lenses prepared from crosslinkable acrylic compositions
US4507188A (en) * 1983-12-21 1985-03-26 Thiokol Corporation Ultraviolet curable formulations containing urethane acrylate monomers
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WO2004000962A1 (en) * 2002-06-19 2003-12-31 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of an adhesive
EP1375618A1 (en) * 2002-06-19 2004-01-02 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of an adhesive
EP1375617A1 (en) * 2002-06-19 2004-01-02 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of a pressure-sensitive adhesive
US7268173B2 (en) 2002-06-19 2007-09-11 3M Innovative Properties Company Free-radically radiation-curable, solvent-free and printable precursor of a pressure-sensitive adhesive
US10040754B2 (en) 2013-02-26 2018-08-07 Fujifilm Corporation Cellulose acylate film, novel compound, polarizing plate and liquid crystal display device
US10113040B2 (en) 2014-09-03 2018-10-30 Fujifilm Corporation Polymer film, polarizing plate and liquid crystal display device

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DE2727109B2 (en) 1980-06-26
DE2727109A1 (en) 1977-12-29
NL164293B (en) 1980-07-15
JPS53285A (en) 1978-01-05
NL7706874A (en) 1977-12-28
JPS5546646B2 (en) 1980-11-25
BE855659A (en) 1977-12-14
DE2727109C3 (en) 1981-03-12
NL164293C (en) 1980-12-15

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