JPS5843950A - Photochromic compound stabilization and use of stabilized photochromic compound - 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 The present invention relates to the stabilization of the high energy colored state of photochromic compounds, particularly when the photochromic compounds are incorporated into paper coating compositions or constitute fillers, or Regarding stabilization (but not limited to) when mixed with fillers.

The term ``stabilization'' of the high-energy colored state of a photochromic compound refers to the term ``stabilization'' of the high-energy colored state of the photochromic compound when the photochromic compound is used alone (i.e., as a stabilizer) for the same purpose. In the discussion below, the significantly increased resistance to high-energy coloration state coloration can be seen when clay minerals with expansive crystal lattices are intimately mixed with their photochromic compounds. It is shown that it is achieved.

Edited by Q, H, Brown' Photochromism
T@chniqu@InCh@rnlstry”
l IL 2 pages, (Wiley-1nt@rsclen
Photochromism is defined as a reversible change between two homogenized ribs with distinctly different absorption spectra, and such changes are at least uniformly induced by the action of electromagnetic radiation. guided in the direction. Changes in this stimulated radiation as well as absorbed radiation are generally caused by ultraviolet radiation,
Visible or infrared region.

The photochromic compound may be inorganic or organic.

Some inorganic photochromic compounds, which are used in glasses, e.g. spectacle lenses, undergo a color change when acted upon by radiation of a given frequency, and which changes when the radiation is removed or It reverses when the glass is exposed to different frequencies of radiation.

However, organic photochromic compounds have to date been found to be of limited utility. This is despite the fact that irradiation at one frequency produces a color change, and irradiation at a second frequency, often in the visible range, reverses the change.
After repeating the reversible process, the color change of many organic photochromic compounds becomes progressively weaker and stronger, and eventually disappears all together.251 et al.

The reason for this is that for many organic photochromic compounds, there is more than one pathway by which the compound transitions from a high-energy colored state to a low-energy state. That is, for example, a high energy state can be returned to a low energy state by a thermal process in the dark. Furthermore, conversion can also occur in the dark to a third uncolored state, and this reaction is usually irreversible.

This last reaction is generally associated with 5Vc, also known as 1m color, in which the color change gradually becomes less noticeable.

Photochromic compounds would be better able to record images if they could be combined with substances that stabilize the high-energy states once formed by irradiation. For example, photochromic compounds in combination with stabilizing substances can be incorporated into paper coating compositions and coated onto a suitable substrate paper. I then irradiate selected portions of the coated paper surface with electromagnetic radiation of the appropriate wavelength while leaving other portions of the paper surface unirradiated. Generally, in the absence of such stabilizing substances, all of the effects produced by irradiation with electromagnetic radiation are The image will rapidly change to a low energy colored state or a third uncolored state when exposed to visible light. In theory, the image produced when a paper coated with a composition containing a photochromic compound and a stabilizing substance is irradiated with electromagnetic radiation of the appropriate wavelength is that the color change occurs due to molecular perturbation. It will have extremely good clarity. The color changes observed in photochromic compounds as they pass from one energy state to another also exhibit a wide range of ``gray regions'' or intermediate chromaticities.

According to an aspect of the present invention, a selected photochromic compound in combination with a clay mineral with an expansive crystal lattice as a stabilizer of the high-energy colored state of the selected photochromic compound. is the general formula:
In the formula ゛c,
Each of %R, R and R may be the same or different and is a hydrogen atom or an alkyl, aryl or heterocyclic group, provided that one or less of R1 and R2 is a hydrogen atom, and R and fulgide or fulgimide in which not more than one of 1 - is a hydrogen atom or 〉C=tylidene group is provided.

Fluid is a derivative of succinic acid or cono-phosphoric anhydride, and fulgimide is derived from cono-phosphate imide.

The heterocyclic group (R1, R2, R4) may be, for example, a furyl, benzofuryl, thiophenyl or benzothiophenyl group as described in British Patent No. 1464603. It can be introduced into photochromic compounds by a Stobbe condensation reaction between a cono-phosphate diester and adamantane-2-one as described in Patent No. 2002752A. Adamantane-2-one is produced by free radical hydroxylation of adamantane with peracetic acid and UV irradiation to produce adamantane-2-ol.Adamantane-2-ol is oxidized to adamantane-2-one with a chromic acid/acid mixture. can be manufactured. Or directly convert adamantane into adamantane-2-
O-adamancune, which may be oxidized to on, can be synthesized from dicyclointadiene 25 with tricyclodecane, which has a strong, unstrained turnip structure. Another aspect of the present invention is the use of selected photochromic compounds and compounds thereof. The present invention provides a coating composition comprising a clay mineral with an expandable crystal lattice as a stabilizer of the high-energy colored state of the present invention, wherein the photoblock compound is selected from the above-mentioned fulgides and fulgimides.

The coating compositions of the present invention can be coated onto substrates made of cellulosic materials such as paper or roll paper.

Yet another aspect of the invention is a method of stabilizing selected photochromic compounds in a high energy colored state, comprising:
A method is provided which consists of combining a photochromic compound selected from fulgir and fulgide as defined above with a clay mineral having an expansive crystal lattice.

Yet another aspect of the present invention is a method for producing a stable coating composition containing a photochromic compound selected from fulgide and fulgide as defined above, comprising: high energy coloring of the photochromic compound in the composition; The clay minerals acting as stabilizers are preferably clays of the smetite group, such as montmorillonite, bentonite, fuller's earth, etc. I Knight or Hecrite. Clay minerals can be modified by replacing the cations already present therein with cations that are more favorable to stabilizing photochromic compounds. Alternatively, or in addition, the clay mineral may be treated with strong acids to remove some of the alumina, or heated to remove virtually any chemically bound water. . Alternatively, clay minerals may be treated with substantially water-insoluble hydroxyl lima of divalent or polyvalent metals as described in GB 1,572,351.

The present invention uses a clay mineral that has an expansive crystal lattice in its untreated state, but has been treated so that the aluminosilicate layer that makes up the lattice is destroyed or fixed at a specific lattice spacing. Is possible. Examples of this are products obtained by treating clay minerals with expansive crystal lattices with hydroxyl-I-lima, a virtually water-insoluble divalent or polyvalent metal, or by heating clay minerals to eliminate interlayer water. It is a thing. The former product has a 'fixed' crystal lattice, the latter product a disrupted lattice.

The group of photochromic compounds used in the invention can be modified, for example with mineral layers of clay minerals or with hydroxyl or amine groups of exchangeable cations, in order to improve the chemical bonding of the photochromic compounds.

The coating composition of the present invention may be applied to a substrate made of cellulosic material, such as paper or gable paper, in which case the coating composition is conveniently applied to bind the photochromic compounds and clay minerals to the substrate. It may also contain an adhesive. Other inorganic or organic pigments and additives may also be included.

The paper coated with the coating composition according to the invention can be coated by means of a lamp emitting light of the appropriate wavelength and a suitable mask, or by a moving spot producing a narrow beam of high intensity radiation of the appropriate wavelength. An image can be produced by laser light mK.

Coating a paper sheet with a composition(s) comprising two or more photochromic compounds that exhibit different colors in a high-energy colored state and that are converted from a low-energy state to a high-energy state by radiation of different wavelengths. This allows for the production of multi-colored mines. Such an arrangement would be used in a multicolor printing process. Alternatively, a pigment with good sharpness can be applied onto the surface of the coated paper.
It can be produced by placing an array of fine discrete spots in which two or more photochromic compounds are homogeneously arranged, each giving the appropriate color in a high energy state and emitting each color when irradiated with different wavelengths. Will.

If so, it is also possible to use radiation of different wavelengths or wavelength bands to erase the image produced on the surface of the substrate coated with the coating composition according to the invention.

Yet another embodiment of the invention is a filler, for example for furnishes or for plastic compositions, as a photochromic compound selected from the above-mentioned fulgides and fluimides and as a stabilizer of the photochromic compound in the high energy coloring state. The precautions mentioned above regarding photochromic compounds and stabilizers in the case of combination or coating compositions provide fillers consisting of clay minerals with an expansive crystal lattice of It can also be applied to photochromic compounds and stabilizers in the case of constitution.

Stabilizing clay minerals in combination with photochromic compounds may be used as the sole filler in furnish or plastic compositions, or may be used as fillers such as Merck, calcium carbonate, titanium dioxide, barium sulfate or kaolin. It may also be used with other fillers such as non-expansive clay minerals.

Plastic compositions into which mixtures of photochromic compounds and stabilized clay minerals may be incorporated include transparent or translucent glass-like materials such as unsaturated polyester resins.

Such compositions can themselves be used as colored transparent sheet materials or as coatings on other plastic materials to make signs and decorative displays. Other applications include glass-reinforced polyester sheet molding compositions and all thermosetting compositions that crosslink at or near room temperature, such as polarized epoxies and polyurethanes. Temperatures much higher than room temperature cause photochromic compounds to become non-pigmented 1! Since IK can be irreversibly transferred,
Photochromic compounds must not be exposed to temperatures much higher than room temperature. Mixtures of photochromic compounds and clay minerals can also be used in coating compositions on film materials such as cellulose acetate or /17 ethylene terephthalate, especially for anti-blocking purposes.

Another aspect of the invention comprises a filler consisting of a photochromic compound selected from the above-mentioned fulgides and fluimides, and in combination with a clay mineral with an expansive crystal lattice as a stabilizer for the high-energy colored states of the compound. Another aspect of the present invention provides a furnish comprising a photochromic compound selected from the fulgides and fluimides described above and a clay mineral with an expansive crystal lattice as a stabilizer for the high energy colored state of the compound. A plastic composition comprising a filler comprising a combination is provided.

The invention may be illustrated by the following example.

EXAMPLE 1 A particular fulgide photochromic compound may exist in one of three forms, depending on the nature of the radiation to which it is exposed: Ru. (2) II has a yellow color. Further treatment with ultraviolet light converts form (2) into red form (3). The white light changes the (3) type back to the (2) type.

The various clays A NG were air-dried, 0.11 samples of each clay were mixed with just enough water to form a paste that would flow from the end of the glass rod, and then the clay/water mixture was poured onto a glass plate by the glass rod. It was spread to form a film, and when air-dried, it had a thickness of about 5 microns. The dried film was then treated with a mixture consisting of 4 - organic solvent and 0.05 i Fulgi Y photochromic compound. In the case of clay^, B and C, the organic solvent is diinzolobylnaphthalene, of which 70% by weight is the 1,3 isomer and 30% by weight is the 1.5 and 1 isomer.
．． It was a mixture of 6 isomers. In the case of clay D and G,
The organic solvent was toluene.

After standing for 16 hours, the clay film that had absorbed the photochromic compounds was washed with an organic solvent to remove unabsorbed photochromic compounds from the clay until the wash was essentially colorless. The film was then air dried. In each case the dried film was irradiated with ultraviolet radiation of wavelength 366 nm supplied by a mercury vapor lamp. The glass plate supporting the film was then placed in green light. The color of the film was observed immediately after irradiation, 11 hours after irradiation, and 1 day after irradiation. The results are shown in the table below.

Table A Yellow Dark purple Purple Purple B Yellow
Mauve Mauve Slightly faded C yellow Mauve
Mauve Slightly faded D Yellow Dark purple Dark purple
Light purple E Yellow Dark purple Dark purple Mauve/yellow F Yellow Purple Purple Mauve □ Clay^ is Texas bentonite, 10000% by weight 0
86% by weight consists of particles with an equioblate spherical diameter of 2 microns or less, and 7
The particle size distribution was such that 3% by weight consisted of particles with an equioblate spherical diameter of 1 micron or less. Substantially all replaceable cations were Ca2+ ions since the clay was washed with a solution of calcium chloride before use.

Clay 8 is the same Texas bentonite used to produce Clay^, but this time virtually all replaceable cations are replaced with At5.
It was prepared by washing in a solution of aluminum chloride hexahydrate to replace with + ions.

Clay C is the same Texas bentonite used to produce clay^, but this time virtually all replaceable cations are replaced with H+.
It was prepared by washing with hydrochloric acid to replace the ions.

Clay and E mainly consisted of saponite.

The clay was a hectolite clay.

Clay G is a product name from Laporta Industries Limited. /Night (LAPON I
It was a synthetic hectorite produced by TE)'.

In both cases, the clay stabilized this photochromic compound into a high-energy form (3) that appeared rather purple on the clay. In the absence of clay this high energy type (
3) will rapidly return to the low energy yellow machine (2)K in green light.

It has been observed that the stabilizing effect is particularly pronounced when the cations present in the clay mineral are primarily calcium and magnesium ions. When sodium, lithium, mu or hydrogen ions are the main ions, the stabilizing effect is not so pronounced;
The effect when aluminum ions are the main one is intermediate between the effects obtained with divalent and monovalent cations.

The hue of the color produced by type (2) of photochromic compounds is also influenced by the cations present in the clay mineral. If the cations in the bentonite combined with the photochromic compound are mainly calcium, the hue produced by ultraviolet irradiation of the photochromic compound will be purple or blue depending on the water content of the bentonite. It has been found that the hue produced by irradiation when combined with aluminum or hydrogen bentonite is mauve.

The above table shows that the properties of mineral species are photochromic compounds (3
) It should be noted that it has also been shown to affect both mold stability and hue. For example, hectorite and saponite give different results.

Example 2 □□□□Machi□□−□−−□−÷→■−□□□□−Dikaolin paper coating composition prepared according to the following formulation
38 Styrene-butadiene rubber latex 15 Bentonite/photochromic compound mixture 47 Kaolin at 0.3% by weight
must not be particles with an equivalent spherical diameter of 10 microns or more, 7
The particle size distribution was such that 5% by weight was comprised of particles with an equivalent spherical diameter of 2 microns or less.

The latex was an aqueous suspension containing 50% by weight solid styrene butadiene rubber.

The bentonite was the same as the clay of Example 1, the photochromic compound was the same as that used in Example 1, and the mixture was 17f of the clay suspended in 300d of toluene. It is produced by mixing with 52 photochromic compounds. The mixture was washed with toluene to remove unadsorbed photochromic compounds from the clay until the wash appeared virtually colorless. The mixture was then air dried.

In the production of paper coating compositions, kaolin clay is first
It was mixed with an amount of water calculated to give a final composition with a solids content of 0% by weight.

Then add the latex under stirring and adjust the pH to 9.0-9.5.
Add enough 5N sodium hydroxide solution to bring it up to . Finally, the bentonite/photochromic compound mixture was added under stirring.

The composition was then diluted with water to 11% solids by weight and coated onto a paper substrate using a draw bar. The coating was then air-dried in the dark.

The coated paper was pale yellow before irradiation, but at wavelength 36
Upon exposure to 6 nm UV light, an intense purple color appeared and remained even after the coated paper was kept in a desiccator for several hours.

Example 3 Finely ground Texas bentonite was washed with a calcium chloride solution to convert the substitutable cations to Ca ions. It was then washed three times with 50 ml of methanol each time to remove excess calcium chloride, and twice more with 50 ml of toluene each time, and finally air-dried.

The 2f calcium bentonite was then mixed with a solution containing 0.52 fulgide photochromic compound having the chemical formula shown in Example 1 in 50 toluene and the mixture was stirred for 30 minutes. The mixture was left overnight, then filtered and washed three times with 5 (ld) toluene each time. The bentonite bound to the photochromic compound was then air-dried.

100% by weight of this Texas bentonite consists of particles with an equivalent spherical diameter of 10 microns or less, and 86% by weight consists of particles with an equivalent spherical diameter of 10 microns or less.
The particle size distribution was such that 73% by weight consisted of particles with an equivalent spherical diameter of 1 micron or less, with no particles having an equivalent spherical diameter of 1 micron or less.

1f bentonite/photochromic compound complex was mixed with 59 water, and the resulting suspension was prepared by predispersing 10 g bleached soft wood kraft/4' pulp and 10F bleached hard wood kraft pulp in 6) water.
．． A cationic polyacrylamide retention aid of 0.02% by weight per dry fiber was added to this furnish. , handmade paper t-TAPP I 5 standard A with basis weight 60 f/m
It was manufactured by the method described in T 205os-71.

The handsheets were air-dried and kept in a desiccator for 16 hours. They were then fed by a mercury vapor rung.
It was irradiated with ultraviolet light with a wavelength of 66 nm. The photochromic compound is converted to form (3) as described in Example 1, which under the conditions of the present experiment is blue-colored. It was found that type (3) lasts for at least 3 months. When this handmade paper was exposed to temperature and humidity under ambient laboratory conditions, it was observed that the lifespan of type (3) before fading was 10 days.

However, when the handmade paper was exposed to an atmosphere of 100% relative humidity, the onset of fading was observed after one day.

Example 4 A solution of the same fulgide photochromic compound used in Examples 1 and 3 at 50% 0.5F in toluene was mixed with the same calcium bentonite used in Example 3 at 21% for 30 minutes.

The mixture was allowed to stand overnight, then the solids were collected by filtration, washed three times with 50 grams of toluene each time and air dried.

A transparent sheet plastic composition was prepared according to the following formulation: Unsaturated polyester resin (s, +, p, BEETLE813)
100 Methyl ethyl ketone peroxide initiator 3 Cobalt naphthenate accelerator 2
Bentonite/Photochromic Compound Complex 5 compositions were cast into thin H sheets and allowed to cure at substantially room temperature. The cured film was then irradiated with ultraviolet light at a wavelength of 566 nm.

The photochromic compound was converted to the type (3) mentioned in Example 1, which grew in plastic compositions and gave a coloration. It has been found that calcium bentonite Fi(3) type photochromic compounds are stabilized for several days.

Example 5 A paper coating composition was prepared analogously to the formulation given in Example 2.

All components of the formulation and their proportions are the same as in Example 2, and the fulgide photothalomic compound used in Example 2 is present in the following two forms that are in equilibrium depending on the radiation to which it is exposed. (1) (2) The (1) form is colored yellow/W1 and converted to the red form (2) by ultraviolet light with a wavelength of 566 nm. Without the stabilizer, (2
) The mold returns to the (1) mold with white light.

A mixture of bentonite (clay^) and a photochromic 5 compound was prepared as described in Example 2, and the method of preparing the paper coating composition and the method of coating the paper were also exactly the same as described in Example 2.
did.

The coated paper was pale orange before irradiation, but 566 n
Upon exposure to ultraviolet light at a wavelength of m, an intense red color appeared and remained even after the coated paper was kept in a desiccator for several hours.

Example 6 Wyoming bentonite whose substitutable cations are mainly Na + consists of 96% by weight of particles with an equivalent spherical diameter of 2 microns or less, 89% by weight of particles with an equivalent spherical diameter of 1 micron or less, The particle size distribution was such that 82% by weight consisted of particles with an equivalent spherical diameter of 0.5 microns or less. Before use, the clay was washed with a calcium chloride solution so that virtually all the displacing cations were Ca 2+ ions. The calcium bentonite was then washed five times with water to remove virtually all free salts.

Air-dry the calcium bentonite, mix the 0.1F (7) dry clay with just enough water to produce a paste that runs from the end of a glass rod, and then pour the clay/water mixture into a glass using a glass rod. It was spread on a board to form a film. The film had a thickness of approximately 5 microns after air drying.

Next, the dry film was mixed with 4- toluene and 0.05fO Example 1
was treated with a mixture consisting of the fulgide photochromic compound described in . After standing for 16 hours, the clay film coated with photochromic compound f:@ was washed with toluene until the wash appeared virtually colorless. The film was then air dried. The dried film, which was initially yellow, was irradiated with ultraviolet light at a wavelength of 366 nm supplied by a mercury vapor Lang, resulting in a purple/color development. The color showed no signs of fading even after the glass plate supporting the film was placed in a desiccator containing silica rAI for three months, and began to fade after 12 days in a laboratory atmosphere.

Example 7 A web offset paper coating composition was prepared according to the following formulation: bentonite/photochromic compound 100 styrene butadiene rubber latex 11 sodium chloride methyl cellulose 0.5 sodium polyacrylate dispersant 0.3 pentate. The night was the same as Clay A from Example 1, and the photochromic compound and styrene butadiene latex were the same as used in Example 1.

102t of bentonite/photochromic compound mixture
of bentonite was mixed with 3F photochromic compound suspended in K11 in 1800 toluene and the mixture was washed with toluene until the wash was virtually colorless. The mixture was then air-dried.

In preparing the paper coating composition, the bentonite/photochromic compound mixture was first mixed with a solution of the dispersant in water in an amount calculated to give a final composition with a solids content of 66% by weight. Next, add the latex and sodium calcium oxymethylcellulose with stirring, and then adjust the pH to 9.
．． Added enough 5N sodium hydroxide solution to rise to a range of 0-9.5.

The composition was then coated onto a paper substrate using a research paper coater of the type described in GB 1,032,556 and the coating was allowed to air dry in the dark.

The coated paper was pale yellow before irradiation, but 366
Upon exposure to ultraviolet light of nanometer wavelength, a strong purple color appeared and remained even after the coated paper was kept in a desiccator with silica dal for one month.

±-1 A gravure paper coating composition was prepared according to the following formulation; bentonite/photochromic compound 100 alkali-swellable acrylic latex 4.8 sodium? A bentonite/photochromic compound mixture was prepared as described in Example 7 using the same pent+ite L and the same photochromic compound. A solution of dispersant in water was mixed in an amount calculated to give a final composition with a solids content of % by weight. Then add the latex under stirring and adjust the pH to 8.5.
Added enough 5N sodium hydroxide solution to bring it up to .

The composition was then coated onto a paper substrate and the coated paper was dried as described in Example 7.

The coated paper was pale yellow before irradiation, but 566
Upon exposure to ultraviolet light of nanometer wavelength, a strong purple color appeared, which remained even after the covered paper was kept in a desiccator with silica dal for one month.

Continuing from page 1 ■Int, C1, 3 identification code Internal office reference number (C
07D 405106 07100 307100 ) Priority claim 09/7/1981 @ United Kingdom (GB)
■27042 ■Sunday May 1, 1982 ■United Kingdom (GB) ■14167 0 Inventor Brianne Roger Waters 16 Old Roselyon Road, Par Middleway, Cornwall, UK

Claims (9)

[Claims] (1) In combination with a selected photochromic compound and a clay mineral with an expansive crystal lattice as a stabilizer for the compound in a high-energy colored state, the selected photochromic compound has the general formula: In the formula, XFi':; O or l;
) Rti is a hydrogen atom or an alkyl, aryl or aralkyl group, and J? , R% Each of R and R4 may be the same or different and is a hydrogen atom or an alkyl, aryl or heterocyclic group, provided, however, that one or less of R and R2 is a hydrogen atom and R and R4 The above-mentioned combination is characterized in that it is a fulgide or fulgimide in which not more than one of (which must be a hydrogen atom or not) represents an adamantylidene group. (2) one or more selected photochromic compounds and one or more clay minerals with an expansive crystal lattice as a stabilizer for the one or more selected photochromic compounds and the compounds in a high-energy colored state; and the selected photochromic compound is fulgide or fulgimide having the general formula according to claim (1). (3) The coating composition according to claim (2), which is coated on a substrate made of cellulose material. (4) Claims (1) and (2) in which the clay mineral acting as a stabilizer is a smectite group clay are (3)
) Inventions and (5) The invention according to claim (4), wherein the clay mineral of the smectite group is montmorillonite, bentonite, Fuller's earth, saponite, or hectorite. (6) Claims (1), (2), or (3), wherein the clay mineral is modified by replacing the cations originally present in the clay mineral with other cations. The invention described. (7) A sheet coated with two or more coating compositions containing different selected photochromic compounds capable of reaching higher energy colored states by radiation of different wavelengths, the coated The sheet also contains at least one clay mineral with an expansive crystal lattice as a stabilizer for the photochromic compound in its high energy colored state, the selected photochromic compound being defined in claim (1). A coated sheet which is a fulgide or fluimide having the general formula as described in Section 1. (8) A method of stabilizing a selected photochromic compound in a high energy colored state comprising combining the photochromic compound with a clay mineral having an expansive crystal lattice, The above method, wherein the compound is fulgide or fluimide having the general formula according to claim 1). (9) A method for producing a stabilized coating composition containing one or more selected photochromic compounds, comprising:
the selected photochromic compounds according to claim (1). A fulgide or fluimide having the general formula given, as a stabilizer of selected photochromic compounds and of the compounds in the high-energy colored state, e.g. in fillers for paper furnishes or for plastic compositions. A filler consisting of a clay mineral having an expandable crystal lattice, the selected photochromic compound being a fluid or fluimide having the general formula according to claim 1. αB consisting of a selected photochromic compound and a clay mineral with an expansive crystal lattice as a stabilizer for the compound in a high-energy colored state, wherein the selected photochromic compound is defined in claim (1). A furnish containing a filler which is a fulgide or fluimide with the general formula indicated. (b) Nl1 as a stabilizer for selected photochromic compounds and their compounds in a high-energy colored state;
The selected photochromic compound is made of a clay mineral having a lilI crystal lattice, and the selected photochromic compound is
Plastic compositions and products containing a filler that is fulgide or fluimide having the general formula described in 2. QSX2>f oxygen tear, R1, R2, R5 and U R'
The invention according to any one of claims 1 to 13) and α0N(2), wherein each is an aliphatic or aromatic group.