TW574095B - Thermoset resin laminate and method for producing the same - Google Patents

Abstract

The present invention relates to a thermoset resin laminate and a method for producing the same. The method comprises reacting or synthesizing a melamine series resin; adding a hydroxy-containing ether of the following formula (H(OCHACH2)x-O-B or H(OCH2CHA)x-O-B, in which A is hydrogenic or methyl; B is C1-C4 alkyl, phenyl, phenylalkyl or alkylphenyl (in which the alkyl contains 1-3 carbon atoms), benzoyl or alkanoyl (in which the alkyl contains 1-3 carbon atoms); x is an integer of 1-3) or a mixture thereof into the resin as a binder in order to increase the compatibility and/or bonding property of the melamine resin and the polyester resin (e.g. unsaturated polyester resin reacted with styrene).

Description

574095 V. Description of the invention (3) The layer is impregnated with polyester resin (such as diallyl phthalate resin or unsaturated polyester), and then the decorative thin layer of impregnated resin is laminated with the core material, and then Heating under pressure to harden it to form a sheet with surface chemical resistance, and install it directly on site. Although this method can avoid the trouble of on-site construction, but because the polyester resin used is a solvent type, the problems of air pollution and waste liquid treatment are easy to occur during manufacturing, and the cost of the resin used is high, which is not ideal. Of manufacturing methods. In view of the above shortcomings, if the surface of the laminated board made of thermosetting resin made of melamine resin can be covered with a layer of unsaturated polyester resin, on the one hand, in addition to the characteristics of the original melamine resin, it can also have unsaturated properties. The chemical resistance characteristics of polyester resins. On the other hand, because the coating layer does not need to use a large amount of resin such as the dipping method, in addition to reducing costs, the problem of solvent pollution can also be avoided. However, it is well known that melamine resins and unsaturated polyester resins have very different properties and are two types of resins with poor compatibility. Therefore, as described in U.S. Patent No. 6,159,3,31, the thermosetting properties of the respective laminates treated with a melamine-based resin and an unsaturated polyester-based resin (such as a styrenized polyester resin) are respectively treated. The resin laminated board obviously has the disadvantage of being easy to foam and peel. Those who are familiar with this technique understand that the phenomenon of blistering and peeling is obviously the characteristic of poor bonding of the various layers in the thermosetting resin laminated board, and the reason is investigated, which is because of the poor compatibility of the two resins. In order to improve the above-mentioned shortcomings, as disclosed in US Patent No. 6,159,3,31, a bridging agent solution containing N-substituted melamine compounds is prepared and applied to melamine resins and unsaturated polyesters, respectively. Resin (e.g.

574095 V. Description of the invention (4) Between the layers treated with styrenized polyester resin), or the thin fibrous layer (ie, bonding layer) impregnated with the bridging agent solution containing the N-substituted melamine compound, It is sandwiched between layers treated with a melamine resin and an unsaturated polyester resin (such as a styrenized polyester resin), and then heated and pressurized to produce a chemically resistant thermosetting resin laminate. Through the above-mentioned manufacturing method, good chemical resistance can be imparted to the thermosetting resin laminate. However, in this method, a bridging agent solution containing an N-substituted melamine compound is prepared and applied between layers treated with a melamine resin and an unsaturated polyester resin (such as a styrenized polyester resin). As operating conditions such as uniformity and dryness are not easy to control, it is still difficult to apply them to actual production. On the other hand, a thin fibrous layer (ie, a bonding layer) impregnated with a bridging agent solution containing an N-substituted melamine compound is sandwiched between a melamine-based resin and an unsaturated polyacetate-based resin such as styrene. The manufacturing method of heating and pressure hardening between the layers treated with the modified polyester resin) is more practical in practice. However, this method still has the following disadvantages: (1) due to the need to increase the intermediate bonding layer, The operation is more complicated and costly. (2) Since the intermediate bonding layer is composed of a thin fibrous layer, it is chemically resistant to thermosetting in the manufacture of dark colors (especially dark plain colors, such as black, dark blue, or dark green). When the resin decorates the laminated board, white fog-like marks are easy to appear, and (c) the intermediate bonding layer itself may sometimes have stain foreign matter, which makes the production of chemical resistant thermosetting resin decorative laminates increase the presence of foreign matter due to the stain. Causes defects on the surface of the product. From the above, it can be found that the melamine resin impregnates

Page 7 574095 V. Description of the invention (6) The secondary purpose of the present invention is to provide a method for manufacturing a thermosetting resin laminated board. The selected binder can be used without bridging the bridge containing N-substituted melamine compounds. Agent solution impregnates the thin fibrous layer (ie, bonding layer), so that the melamine resin added with the binder component and the unsaturated polyester resin (such as styrenized polyester resin) treated layers are directly combined . Another secondary object of the present invention is to provide a method for manufacturing a thermosetting resin laminated board, in addition to (1) simplified operation and reduced cost, and (2) can improve the manufacture of dark chemical resistant thermosetting resin decorative laminated boards, white appears. Disadvantages of misting, and (3) Avoiding contamination of the bonding layer with contaminated foreign matter, and improving yield. It is also found that the melamine resin modified with this component is used to decorate the laminated board with the chemically resistant thermosetting resin manufactured. Sex (Postformability) also helps. In order to achieve the above-mentioned object of the present invention, the present invention provides a method for manufacturing a thermosetting resin laminated board. By using a selected binding agent, it is not necessary to immerse a fibrous thin layer of a bridging agent solution containing an N-substituted melamine compound. (That is, the bonding layer), and the melamine-based resin to which the binder component is added is directly bonded to each layer treated with an unsaturated polyester resin (such as a styrenized polyester resin). The manufactured thermosetting resin laminated board has the advantages of simplified operation, reduced cost, and can improve the production of dark chemical-resistant thermosetting resin decorative laminated boards, which has the disadvantage of white fog, and in addition to avoiding the bonding layer from being contaminated by stains and foreign matter, the production is improved. In addition, it is found that the melamine resin modified with this component is also helpful to the postformability of the manufactured chemically resistant thermosetting resin decorative laminate.

574095 Description of the invention (12) Peeling, 佘 + i can be judged. Except for Example 3, the laminated board prepared by this method has good bonding. In addition, the propylene glycol phenyl ether in Example 1 was replaced by ethylene glycol phenyl ether (3 8 >, and in anti-lusitium,), and was added, and the resin reaction time was extended I 9 # The rest of the operation bar ~ 20 minutes long. The infringements and steps of the field were the same as those in Example 1. The result of the test of the π zhao's thermosetting resin obtained cluster # ^, 0 was not obtained; After the above-mentioned anti-foaming test and plain laminate, bonding ^ i or peeling •, the product prepared in this method can be used. Example 4 In addition to the workmanship in Example 1 > The propylene glycol phenyl ether was replaced by a mixture of ethylene glycol phenyl ether, ethylene glycol benzene ilfni, 丄), spot 2%, and U · 1 g), and the bean residue was ^, all of which were the same as those in Example 1. Known operating conditions and procedures ^ γ 丄 phase 冋 'thermosetting resin 輋 green & crazy board, through Shangcheng> h clothing layering or peeling, operability test and boiling test, no blistering Example 5] The laminated layer prepared by this method is combined with the "propylene glycol phenyl ether in Example i under the conditions of ethylene glycol / Hydrogen / fixing operation and The steps are the same as in Example 1, but the results are as follows: boiling test, no blistering or peeling occurred, but 2 = sex test and cooking layer board, good bonding. W 疋 Product 6 prepared by this method except that the implementation The mixture of propylene glycol phenylene glycol benzoate vinegar in Example 丨 butyl ether (3: 8α and the two steps are the same as those in the embodiment 丨, more than eight operating conditions and ,,,, etc. The thermosetting resin paid Decorative product

Page 15 574095 V. Description of the invention (13)

The laminated board has not been foamed or peeled through the above-mentioned anti-foaming test and boiling test. It can be judged that the laminated board prepared by this method has binding properties. ^ Comparative Example 1 In addition, the rest of the operation steps are the same as in Example 1. As a result, when the obtained thermosetting resin 1 " ▲ and the laminate were tested for foam resistance, foaming occurred in less than 40 seconds. When tested, 2 of the 5 test pieces were blistering. As a result, the δ methods of tooth show poor binding. ·, Μ ′ This Comparative Example 2 results in the same results as in the case of the solution, except that the board is not clothed and wiped with water, and the effect of adding polyester is saturated. 1 Glycol phenyl ether is not melamine resin, and polyester is not provided on the release paper. The rest of the operating conditions and steps are the same as those of general thermosetting resins without unsaturated polys coating. % Hydrochloric acid, 70% sulfuric acid, 77% sulfuric acid and 40% hydroxide 2-3 drops are placed on the surface, and after washing with water for 10 minutes, the remaining reagents will leave obvious marks on the surface. . When the thermosetting resin obtained in Examples 1 to 6 was used for decoration, there were no obvious traces. From this, it is shown that ... the type of laminated board is not the same as that of the solid resin decorative laminated board indeed has enhanced chemical resistance. Comparative Example 3 The unsaturated poly-gray-coated decorative laminated board obtained in Comparative Example 1 was used and implemented. The method of Example 丨 $ Decorate the laminated board, and perform CNS 1 1 3 67 67 2 · 12 bend: 156 ~ 163C, the general thermoset tree covered by the radius of curvature of the front end of the model is tested for the thermosetting resin, and the heating temperature results are shown in Comparative Example 1. get

574095 Schematic illustrations on page 18 574095 〇2 1〇9 _Case No. 91112256_ Amendment 5 、 Explanation of the invention (1) The result is that, the ester polymerization method and the anti-saturation method in the ester method in China cannot be achieved. Respond to the anti-lip resin resin amine-based melamine-based melamine cyanuric trimeric solidification three-phase heat increase in the species can be added to a specific agent combination: the system into a clear domain. Background of the invention: The thermosetting resin laminated board, in short, is impregnated with a thin fibrous layer (such as paper) in the thermosetting resin in advance and dried to an appropriate level. After laminating the thin layers of resin impregnated, a hard plate formed by applying a pressure of 15 kgf / cm2 or more while heating to harden and bond the thermosetting resin. Generally speaking, industrial thermosetting resin laminated boards can be divided into two categories according to their application fields. One of them is lamination with copper foil, etc., and after processing procedures such as etching, it is made into a printed circuit board substrate in electronic materials. Another type of application is to decorate the surface with appropriate colors or patterns, and become a thermosetting resin decorative laminate widely used for interior decoration of buildings, vehicles, ships, and staircases. As we all know, the manufacturing method of thermosetting resin decorative laminates is generally to impregnate a thin layer of fiber on the surface (such as colored paper or printed pattern paper) in advance with amine-based resins (such as urea resins and melamine resins), and Melamine-based resins are widely used), and after drying to an appropriate degree, the decorative thin layers and core materials that have been impregnated with resin (such as thin layers impregnated with phenolic resin, fiberboard, plywood, plywood, or metal plates)

574095 _Case No. 91112256_year 'investment date__ V. Description of the invention (2) etc.) After lamination, apply a pressure of more than 15 kgf / cm2 and heat at the same time, so that the surface formed by hardening and bonding the thermosetting resin has a decorative effect It is a hard board. The thermosetting resin decorative laminated board manufactured by the above method has the advantages of beauty, pollution resistance, heat resistance and flame resistance due to the use of melamine resin, so it is widely used as, for example, a cabinet Exterior decorative panels, internal decorative panels for buildings, vehicles, ships, elevators, etc., surface decorative panels for counters, door panels, and even floors, etc. However, the thermosetting resin decorative laminates made of this melamine resin, although for daily liquid materials (Such as tea, milk, coffee, alcohol, vinegar, salad dressing, shoe polish, lipstick, wall pen or fruit juice, etc.), has a considerable degree of resistance and cleaning effect, but for such as chemical laboratory, medical clinic, operating room Or the chemicals commonly used in darkrooms such as photography, especially strong acids and alkalis, are not sufficiently resistant and are vulnerable Corrosion. In view of the above-mentioned shortcomings of chemical resistance, those familiar with this manufacturing technology understand that by increasing the temperature, pressure, and time during manufacture, the chemical resistance of the product can be moderately enhanced, but its improvement is limited after all. Furthermore, general It is applied to the table of chemical laboratory, although it can be coated with resin with better chemical resistance, such as epoxy resin or unsaturated polyester, and then hardened by heat, hardener or ultraviolet light to form a chemical-chemical property. Surface. However, this method is rarely used industrially due to the odor of the solvent at the construction site, and it is easy to be contaminated by dust and impurities on the construction site before hardening, resulting in surface defects. Also, such as DA ISO company (Japanese version), etc.

574095 _ 案 号 91112256_ # ία M 日 _ί ± ^ _ V. Description of the invention (5) A method of manufacturing a chemically resistant thermosetting resin decorative laminate by coating a layer of unsaturated polyester resin in addition to a thin fibrous layer, There is still room for improvement. Therefore, a method for manufacturing a thermosetting resin laminated board, by adding a binding agent component to the melamine resin to improve the binding effect of the melamine resin and unsaturated polyester, in addition to (1) simplified operation and reduced cost, (2) Can improve the production of dark chemical resistant thermosetting resin decorative laminates, the appearance of white mist-like disadvantages, and (c) to avoid contamination of the bonding layer from contaminated foreign matter, increase yield, and find melamine modified with this ingredient Series resins are also helpful for the postformability of decorative laminates made of chemically resistant thermosetting resins. Summary of the invention: The main object of the present invention is to provide a method for manufacturing a thermosetting resin laminated board, which is mainly added with a ceramide-containing ether compound represented by the following formula during or after the synthesis reaction of melamine resin, or the like Mixture:

H (0CHACH2) x + B * H (0CH2CHA) x + B

[In the formula, A is a hydrogen atom or a methyl group; B is a lower alkyl group, a phenyl group, a phenylalkyl group, or an alkylphenyl group (wherein the alkyl group is a carbon number of 1 to 3), benzene, and Or alkyl (wherein the alkyl group is a carbon number of 3); x is an integer of 3] as a binder component, which can promote the melamine resin and polyester resin (such as styrenated Saturated polyester resin) compatibility and / or binding

574095 Case No. 91112256 Amendment V. Description of the invention (7) Detailed description of the invention: A method for manufacturing a thermosetting resin laminated board includes the following steps: a. Impregnating a thin fibrous layer with an added melamine-based resin and unsaturation The melamine resin of the binder component of the binding effect of the polyester resin is appropriately dried to form a partially cured melamine resin impregnated thin layer, b. The unsaturated polyester resin is coated on the peelable thin layer material, Become a polyester resin-coated peelable layer, c. Combine a polyester resin-coated peelable layer, a melamine-based resin impregnated sheet, and other core materials, and heat-press harden to form them. D. Peelable The thin layer material is torn off; it is made of melamine resin by adding a binding agent component which has the effect of improving the binding effect of melamine resin and unsaturated polyester resin to the melamine resin to improve the bonding between the layers of immiscible resin and to make the chemical resistance Thermosetting resin decorative laminated board; wherein, the combination has the effect of improving the combination effect of melamine tree bark and unsaturated polyester resin The mixture component is a hydroxyl-containing ether compound or a mixture thereof represented by the following formula: H (0CHACH2) x-0-B or H (0CH2CHA) x-0-B, where A is a hydrogen atom or a methyl group; B is lower alkyl, phenyl, phenylalkyl, or alkylphenyl of carbon number 4 (wherein the alkyl group is carbon number 3), benzyl or alkyl (where alkyl group is carbon number Bu 3); x is an integer of Bu 3. The above "thermosetting resin laminated board" refers to a thin layer of fibrous material (such as

Page 10 574095 Case No. 91112256 Amendment V. Description of the Invention (8) Paper etc.) Pre-impregnated in the thermosetting resin, dried to a proper degree, and then laminating the thin layers of the impregnated resin, applying 1 5 Pressure of more than kgf / c m2 (and preferably 20 ~ 200 kgf / cm2), heating at the same time, the hard board formed by hardening the thermosetting resin. The "melamine-based resin" mentioned above refers to a resin whose main component is a thermosetting resin obtained by a condensation reaction of melamine and formaldehyde. Include any melamine modified by adding other ingredients (such as plasticizers, thickeners, pΗ modifiers or solvents, etc.), or reacting with other melamine comonomers (such as urea, aniline, etc.) with formaldehyde for modification Department of resin. The "core material" mentioned above refers to materials that can be used to support the main body of the sheet or increase the thickness in the manufacture of the thermosetting resin laminated board. , Plywood, plywood, wood, metal or parchment. The above "unsaturated polyester resin" refers to a polymer having an ester group and an unsaturated double bond in its molecular structure, including a polyacid compound such as adipic acid, maleic acid, phthalic acid or m-benzene Diacetic acid, etc.) with a polyhydric alcohol compound (such as ethylene glycol, propylene glycol, bisphenol A or neopentyl glycol, etc.), and then a vinyl monomer (such as styrene) is subjected to a suitable degree of crosslinking reaction, The obtained unsaturated polyester resin, as well as Vinyl ester resin and DAP resin with similar intercapacity properties. The above-mentioned "peelable thin layer material" refers to any sheet-like material that temporarily supports the coated unsaturated polyester resin and can be separated from the resin after hot pressing, such as release paper, for example. Two-way stretch polypropylene

Page 11 574095 Case No. 91112256: Special! fL% 3 Day Amendment 5. Description of the invention (9) Film, aluminum foil, or other sheet-like materials that use a release agent or release agent to become peelable. The above-mentioned "binder component for improving the binding effect between melamine resin and unsaturated polyester resin" is a hydroxyl-containing ether compound or a mixture thereof represented by the following formula: H (0CHACH2) x-0- B or H (0CH2CHA) x-0-B where A is a hydrogen atom or a methyl group; B is a lower alkyl, benzene, phenyl, or phenylalkyl group of carbon number 4 (wherein the alkyl group is carbon Number 3), benzamyl or alkyl (wherein the alkyl group is carbon number 3); X is an integer of number 3. However, among them, a hydroxyl-containing ether compound represented by the following formula or a mixture thereof is preferred: H (0CHACH2) x + B or H (0CH2CHA) x-0-B where A is a hydrogen atom or a methyl group ; B is a lower alkyl or phenyl group having a carbon number of 4; X is an integer of 1 to 3. In terms of cost and ease of obtaining raw materials, propylene glycol phenyl ether, ethylene glycol phenyl ether, dipropylene glycol phenyl ether, diethylene glycol phenyl ether, ethylene glycol ether or ethylene glycol butyl ether, or the like The mixture is very good. The above "lower alkyl group having 1 to 4 carbon atoms" means methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, second butyl or third butyl, and " "C1-C3" means methyl, ethyl, n-propyl or isopropyl. The addition of the above-mentioned binder component having the effect of improving the binding effect of the melamine resin and the unsaturated polyester resin may be performed before, during, or after the reaction. Its addition amount is 0.5 to 20% by weight of the resin (liquid), and

Page 12 574095 1 Case No. 91112256 One year for $ 'day 倐 正 __ V. Description of the invention (10) 2 ~ 10% by weight is better. If the added amount is less than 0.5% by weight, the effect is not easily exhibited, and if the added amount is more than 20% by weight, the cost increases and the surface properties become soft, which is not appropriate. The use of the present invention is demonstrated in the following examples, but the scope of the present invention is not limited to these examples: Example 1 In a 1 L three-necked reaction flask equipped with a stirrer and a condenser, melamine (360 g 0。), 37% formic acid 1000g) and water (i40g) 'This reaction mixture was adjusted to pH 9.0 with 30% aqueous sodium hydroxide solution. After raising the temperature to 90 ° C and reacting for 1 hour, it was quickly cooled to below 35 ° C, and then the pH was adjusted to 7 · 8 with a gasified aqueous ammonium solution. Propylene glycol phenyl ether (3.8 g) was added to the obtained transparent viscous liquid, and the mixture was stirred at room temperature for 20 minutes to make the mixture uniform. The obtained transparent resin solution was coated on 5 Ocm X 50cm black paper (basic weight 80 g / m2, manufactured by French company Arj 〇), and dried in an oven at 80 ° C. until dry. So far, a resin-impregnated paper was obtained. The coating amount of the resin was about 90 g / m2 based on the resin after drying. Unsaturated polyester resin (S9 71 UA, manufactured by Si 1 mar ·, USA, about 1% light initiator (Irgacurel 700, manufactured by Ciba-Geigy, Switzerland) and about 1% peroxide catalyst (Esperox 10 , Manufactured by the American Witco company)) coated on a 50cm X 50cm release paper (LC-59, manufactured by the United States ITEX company), the coating amount is about 90-120g / m2, and dried appropriately, until it is not sticky, A release paper coated with unsaturated polyester was obtained. In a 1L three-neck reaction flask equipped with a stirrer and a condenser, add phenol and 3 7% formaldehyde at a molar ratio of 1.25, and adjust the pH value with a 30% sodium hydroxide aqueous solution.

Page 13 574095 _Case No. 91112256__ Mou Jiao It 'Said to amend one _-5. Description of the invention (11) to 8.5. After reacting at 70 ° C for 12 hours, it was cooled to below 40 ° C to obtain a mixed resin with a viscosity of about 100-200 cps (25 ° C) and a solid content of about 60%. This resin was coated on kraft paper (basic weight: 29 pounds, manufactured by American International Paper Co., Ltd.) with a coating amount of about 90 g / m2, and dried until no dry hands were obtained to obtain a resin-impregnated kraft paper. Two sheets of these resin-impregnated kraft paper (50 cm x 50 cm) were taken as the core material. Laminate the release paper coated with unsaturated polyester, the paper impregnated with melamine resin, and the core material in sequence (the surface of the release paper coated with unsaturated polyester is in direct contact with the paper impregnated with melamine resin), using a two-stage method Hot pressing machine (hot plate size 50cm X 50cm, manufactured by the company), press at 90-110kgf / Cm2 at 1 35-150 ° C for 16 minutes, and then cool to After 600 ° C, the hot plate was turned on. Take out the laminated board which is hardened and bonded through hot pressing and peel off the release paper, and obtain a thermosetting resin decorative laminated board with chemical resistance. The thermosetting resin decorative laminated board test piece, according to the test method of fruit y λ? 5 (anti-foaming) test method, heating 45 η, force, * * φ-μ ^ take 50 Wei X 50mm test piece 5 pieces After being immersed in water for 2 hours, the sister Lou Jie said that from the above experimental results, it was judged that blistering or peeling occurred in this method. good. List the laminated board prepared by yourself. Bonding Example 2 In addition to the propylene glycol phenyl ether-propylene glycol phenyl ether (a mixture of 0 · y in place of propylene) in Example 1, per phenyl ether (3.2 g;) and two All are the same as in Example 1. As a result, the remaining operating conditions and step boards were tested by the above-mentioned anti-foaming tester, and the mouth resin test was performed with eight watts.

574095 Case No. 91112256 · .. ^-* _η Revision V. The general thermosetting resin decorative laminate of the invention description (14) has cracks, but the thermosetting resin decorative laminate obtained by the method of Example 1 does not show cracks. This shows that the binder component added in this method also has the effect of improving bendability (ie, post-moldability). In summary, although this creation has been disclosed as above with a preferred embodiment, it is not intended to limit this creation. Anyone skilled in this art can make various changes without departing from the spirit and scope of this creation. And retouching, so the scope of protection of this creation shall be determined by the scope of the attached patent application.

Page 17

Claims (1)

91112256 574095 Correction to take 10. Can 3 s soap please special 4. 1. A method for manufacturing thermosetting resin laminated board, including the following steps: a. Impregnating a thin layer of fiber with added melamine-based resin and unsaturated polyester The melamine-based resin with the binder component of the resin-like binding effect is properly dried to become a partially cured melamine-based resin impregnated thin layer, b. The unsaturated polyester resin is coated on the peelable thin-layer material to become a polymer. Ester resin-coated peelable layer, c. Combine polyester resin-coated peelable layer, melamine resin impregnated thin layer and other core materials, and heat-press harden to form. D. The layer material is torn off; it is a chemically resistant thermosetting resin manufactured by adding a binding agent component that enhances the bonding effect of the melamine resin and the unsaturated polyester resin to the melamine resin to improve the bonding between the incompatible resin layers. Decorative laminated board; wherein the binding agent component has the effect of improving the binding effect of melamine resin and unsaturated polyester resin. Hydroxyl-containing ether compounds or mixtures thereof represented by the formula: H (0CHACH2) x-0-B or H (0CH2CHA) x-0-B where A is a hydrogen atom or a methyl group; B is a carbon number Lower alkyl, phenyl, phenylalkyl, or alkylphenyl groups (wherein the alkyl group is carbon number 3), phenylfluorenyl or alkylalkyl groups (where the alkyl group is carbon number 3) ; X is an integer of Bu 3. 2. The manufacturing method as described in item 1 of the scope of patent application, wherein the ether compound containing hydroxyl group is propylene glycol phenyl ether, ethylene glycol phenyl ether, dipropylene glycol Page 19 574095 Case No. 91112256 ,: M said Amendment 6. Scope of patent application Phenyl ether, diethylene glycol phenyl ether, ethylene glycol ether or ethylene glycol butyl ether or mixtures thereof. 1 ^ 11 p. 20